Shyla Jennings,Maddy O'Reilly in 'Reality Kings' - Finger licking good (We Live Together)

Shyla was playing video games online with her headset on while chatting it up and talking trash. Her girlfriend Maddy asked her to stop playing, so they could have lunch, but Shyla told her she was too busy. Of course, Maddy got her attention by putting her hand under Shyla's shorts playing with her clit. Like a true gamer, Shyla still tried to concentrate on the video game while getting her pussy played with. But Maddy took off her shorts and began fingering her pussy. Shyla told her guy friend through the headset that Maddy was fingering her sweet pussy, and she heard him jerking off on the other side. After getting her pussy fingered good, she couldn't play the game anymore. Shyla took off the headset, and the girls licked each others pussies and assholes until they came multiple times. It was another great day living together.

Released : November 28th, 2013
Tags : 1on1, 69, Asslick, Brunette, Glasses, Hotpants, Lesbian, Pussy-licking, Shaved, Short (petite), Tattoo, Teen, White




Pictures from Shyla Jennings,Maddy O'Reilly in 'Reality Kings' Finger licking good

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More 'Reality Kings' scenes from Shyla Jennings,Maddy O'Reilly

Shyla Jennings in 'Showing Her The Ropes'

Shyla Jennings - Showing Her The Ropes

It's the day of 18-year-old girl-next-door Shyla Jennings's first scene, but she's really nervous! Luckily, experienced makeup artist Mindi, a retired pornstar herself, is on hand to give the starlet the pep talk she needs to get over her stage fright. When her words aren't enough to calm Shyla down, Mindi leads the sweet teen into the shower, caressing her body under the cool water until Shyla feels better. In fact, she feels so much better that she wants to shoot a scene with Mindi instead! The experienced pornstar is happy to show Shyla the ropes as she rubs her pussy and teaches her how to eat ass before they scissor until Shyla is definitely not nervous anymore!

Maddy O'Reilly in 'Survey Surprise'

Maddy O'Reilly - Survey Surprise

Nobody likes answering surveys, but when a hot teen redhead like Maddy O'Reilly comes knocking on your door with a clipboard in hand, how can you say no? And what if this shy slut comes to your door with cum dripping down her chin? Brad Knight and his wife think they should let Maddy in so she can get cleaned up, and when Brad's wife leaves the room, this homewrecking harlot starts cockteasing by rubbing her pen on her lips and around her busty bosom. Brad is left wondering what kind of survey question “do you want to spank me?” is supposed to be, but at least he knows the answer is “absolutely!” Next thing Brad knows, Maddy is sucking cock in her purple sundress, stripping to her sneakers, and getting her pussy licked. Then she lets Brad give her his dick in doggystyle and fingers her pussy when Brad gives her a second helping of jizz on her face. So what will Brad's wife think?

Maddy O'Reilly in 'Dat Booty'

Maddy O'Reilly - Dat Booty

Maddy O'Reilly is one sexy minx! She's got a lot of curve appeal with perky tits and a nice plump ass. She loves showing off her perfect body but the real treasure to this sexy slut is that she loves to take it deep in her butt! You're in for a treat as Maddy teases her ass-ets in an intro that is guaranteed to make you hard! Then, she hops on the massage table to get some much needed stress relief from Jessy Jones. After rubbing oil all over Maddy's curves, he rips open her fishnet stockings and plays with her butt plug before giving her an internal massage by fingering her dripping wet pussy! Grateful, Maddy sucks Jessy's big hard cock, but the horny slut only has one thing on her mind: getting Jessy's big cock deep in dat booty! Of course, Jessy is more than happy to give her the fuck of a lifetime before spreading his man juice all over her perfect round ass!

Shyla Jennings in 'The Hook Up'

Shyla Jennings - The Hook Up

Kristen has left little clues for Shyla guiding her to a spot to celebrate their anniversary. The celebration starts when Kristen emerges from behind the couch in lingerie and surprises Shyla with a blindfold. The soft kissing and sucking of nipples progresses as Kristen expertly licks and sucks Shyla's wet pussy, giving her multiple quivering orgasms. Then its Shyla's turn as she licks Kristen from behind. Kristen lowers herself onto Shyla's face as she tongues Kristen's pussy. Kristen shudders in ecstasy again and again cumming all over Shyla's face. The gasps, moans, and orgasms continue for both girls as they lick, suck and grind their pussies until they are finally spent. Happy anniversary.

Shyla Jennings in 'Play Nice'

Shyla Jennings - Play Nice

Shyla was playing a brand new video game she had just downloaded and Ruby overheard her having a blast from upstairs. She tiptoed her way downstairs to spy on her. She saw Shyla's little butt poking out from her yoga pants and couldn't resist. Ruby laid on the couch by Shyla and hiked her skirt up. She tickled her clean shaven pussy while staring at Shyla and of course Shyla caught her redhanded. She told her to stop being such a perv and returned right back to the game she was enthralled with. Ruby crawled over to Shyla until he face was eye level with Shyla's booty and she surprised her by burying her tongue into her ass.

Capri Anderson in 'Study session'

Capri Anderson - Study session

Capri Anderson and Shyla Jennings were studying which didn't go very far. Capri's dirty thoughts out weighed anything other thought process. She took a few pictures of her pussy and texted them to Shyla. These two horny girls didn't care that Capri's step dad was only few feet away. Shalya wanted to finger that wet pussy. Once the step dad was out Shayla went down under for the real deal. These two kept getting interrupted throughout their dirty study time. They were determined to make the most of their time together.

Shyla Jennings in 'Extra wet'

Shyla Jennings - Extra wet

Shyla Jennings and April were hitting the books and getting ready for mid-term finals. April was on task and stayed focused while Shyla on the other hand allowed her mind to keep drifting. April's short shorts kept distracting her. She was laying on her tummy and her nice, plump ass cheeks were just poking right out towards Shyla's face. Of course she got frisky and started teasing April. She insisted they should keep studying but Shyla was relentless and really thought they should take a little break to fool around and release some stress and anxiety. Once Shyla started playing with herself she got April all hot and bothered and she decided to join her. They licked each other's juicy pussies and April even licked her own juices off of Shyla's glistening face. Now if only they could figure out how to hit the books as hard as they licked each other!

Allie Haze in 'Sweet stuff'

Allie Haze - Sweet stuff

Maddy OReilly was getting ready for lunch and looking amazingly hot in that dress. Her girlfriend, Allie Haze, was not ready for lunch and still naked in the tub. Maddy was upset that Allie was not ready and Allie made it worst by splashing Maddy with water. Allie pulled Maddy into the bath and lunch plans were cancelled. They began kissing and sucking each others perky tits. Allie bent over and Maddy licked her sweet asshole from behind. They licked each others pussies and Dani joined in and Allie licked her wet pussy nicely. It was another great day of living together.


Jenna Sativa in 'Getting it on'

Jenna Sativa - Getting it on

Ariana, Shyla and Jenna went out to a private area in the woods were they could be all alone and left to their own devices. They were looking super sexy in those tiny cutoff jean shorts. Those asses were so ripe, it made you want to stuff your face in them. It wasn't long until they began kissing and undressing each other. Ariana, Shyla and Jenna undressed to just their sexy thong underwear. They continued the action inside where they feverishly licked each others wet pussies. The other ladies bent Ariana over and licked her pussy and asshole at the same time, and she loved it. It was another great day of living and orgasming together!

Shyla Jennings in 'Sweet on shyla'

Shyla Jennings - Sweet on shyla

Shyla was waiting for a very long time for Shae to come back and visit her again. Once Shae arrived, it was not long until they were kissing and undressing each other. Shyla squeezed Shaes huge tits and licked them all over. They licked each others sweet pussies and assholes. It was another great day of living together.

Maddy O'Reilly in 'Super stacked'

Maddy O'Reilly - Super stacked

Maddy showed off her roller skating moves. We get to see her ass-jiggling as a bonus. As Maddy skated and told us how she needed her ass fucked, she got all hot and horny. Before we knew it, this plump sexy redhead had propped herself up on a kitchen counter and started rubbing her ass and pussy. Chris heard the commotion, grabbed that big ass, and plunged his tongue in. He cradled that ass, took her into the next room, and proceeded to fuck her ass and pussy long and hard. He made sure she got the asshole stretching she was begging for.

Maddy O'Reilly in 'Tasty trio'

Maddy O'Reilly - Tasty trio

The girls had just come back from having a fun time out, and now it was time to have fun with each other. They were all looking so hot in those tight, short dresses. Maddy, Malena and Megan then began to kiss and undress each other. Maddy sat her juicy round ass on Malena's face while Megan munched on her pussy. Megan licked Malena's pussy while Maddy sucked on her toes. The girls licked each others sweet pussies and assholes until ever hole got its proper attention. Then Maddy fingered Megan's pussy while Malena played with her sweet jugs. It was another fantastic day of living together.

Maddy O'Reilly in 'Tag team'

Maddy O'Reilly - Tag team

Logan was trying his best with his tongue to make Maddy feel some oral pleasure. She wasn't feeing it though. He needed some serious help, so she just leveled with him. She told him that she was fucking with an older lady from next door, and she did it properly. Maddy said Kendra would most likely help, and Logan said he would do whatever it took to satisfy her. They all got together, and Kendra took over from there. She pulled down Maddy's jeans and panties while she had her bent over on all fours. While her ass was in the air and cheeks spread wide, Kendra had her way with Maddy's asshole. Kendra called over Logan after Maddy's ass was primed for the taking. Kendra sucked him off to make sure his dick was as hard as it was going to be. He fucked his girl while she licked up Kendra's delicious pussy. Kendra saw Maddy come from Logan's dick, so she wanted to do the same. They finished him off with a blow job like no other.

Maddy O'Reilly in 'Puss and boobs'

Maddy O'Reilly - Puss and boobs

Dillion and Maddy had themselves a sexy seductive weekend planned where they could just get away from it all and enjoy each other. Early one morning Dillion was basking in the sunlight and getting dressed when Maddy joined her. Maddy was admiring the scene and started to get wet, as she watched Dillion's plump full breasts. Maddy quickly changed the direction of the moment, as she embraced and fondled Dillion. They kissed and rubbed each other softly, and we could see where this was going. They quickly moved back to the bed where Maddy took control, threw Dillion down and plunged her tongue deep between her pussy lips. The girls went back and forth, as they licked each others pussies and assholes until both were content. In their overwhelmed and satisfied states, the two girls laid back together and shared their warmth and serenity.

Shyla Jennings in 'Sweet for shyla'

Shyla Jennings - Sweet for shyla

Shyla recently broke up with her boyfriend and was enjoying a relaxing day with her friend Riley. Riley was so happy Shyla was finally single, so she could try to make a move. As the girls sipped lemonade and basked in the sunshine, the overwhelming serenity brought them closer. Shyla always wanted to experiment with Riley, so when she got the feeling that Riley was hot for her, she went for it. A brush of the leg quickly moved to passionate kissing. So not to alarm the neighbors, they moved inside and got more comfortable. Riley took charge, pushed Shyla on the couch, and dived into her glistening pussy. As the clothes were removed, their two beautiful bodies were revealed and converged in a fantastic embrace. Riley led, and Shyla quickly followed, as the girls explored each others soft, supple bodies. The 69 position provided ample opportunity, as both girls climaxed before falling back into each others arms.

Maddy O'Reilly in 'Beyond sexy'

Maddy O'Reilly - Beyond sexy

After a couple hours at the mall trying on new outfits and teasing each other because we weren't wearing any ting under our dresses, we had to get back to our little get away hotel spot. We were so turned. As soon as we got into our room, we stared kissing. We continued onto the bed and stripped down. We slobbered on each other pussies for some afternoon ecstasy. Maddy wanted to please me even more, so she had some extras. She tongued my ass for what seemed like hours. She got me so wet and excited. After we heated up the bed, we had to take cool off a bit in the shower. We didn't leave the action in the bed though. We continued our pussy munching in the shower until we couldn't keep our legs from shaking with pleasure anymore.


Darla Crane in 'Risky relations'

Darla Crane - Risky relations

Maddy was with her boyfriend, Xander, in her bedroom. She was getting dressed because she had to go run some errands. Before she left she stroked and sucked on Xanders cock. She teased his dick and then left. She told him he could take a shower and that her step mom, Darla, was home. Xander took a shower and when he came out, Darla was holding a towel, waiting for him. She began drying him off, especially his cock and balls. She began jerking his cock and then started sucking on it. Then, she pulled out her huge tits. She pulled him back to her bedroom. While she was stroking his cock some more, Maddy walked into the room and caught them. Xander jumped up, but Maddy told him not to worry because her step mom tried all her boyfriends. Maddy sat her pussy on his face while her step mom continued sucking that cock. They took turns getting pounded in their pussies. Then, Maddy asked her boyfriend to fuck her step mom in her asshole. Darla got her ass drilled and she loved it. Man juice went all over Darlas face and Maddys sweet ass.

Layla Rose in 'Naughty girls'

Layla Rose - Naughty girls

Shyla, Layla and Malena were hanging in the bath tub naked. They were all looking extremely sexy. Malena and Shyla could not stop staring at Laylas big beautiful tits. They asked if they could touch them and they could not stop feeling up those big soft jugs. Soon after, they began making out and playing with each others pussies. The action continued in the bedroom where they all sucked on Laylas huge round tits. They licked each others pussies and had a great afternoon together.

Alyssa Reece in 'Pretty girl swag'

Alyssa Reece - Pretty girl swag

Alyssa and Malena go to the library to visit Shyla. Shyla is studying for her finals. Alyssa and Malena want to study as well, but theyre only interested in one subject. They start by picking on Shyla and Malena steals a kiss, being the only way they say they will let Shyla go. After the kiss Shyla is aggravated, so she gets up, planning to leave. Then Alyssa and Malena start kissing and rubbing each other on the table where Shyla was studying. Shyla is furious now, but something wont let her leave as she stays and watches the two girls go at it. It doesn't take long before she finds herself joining in. She begins caressing and kissing the other girls. In order to keep the action going Shyla suggests they go into one of the private study rooms, so they dont get caught. Once they get into the private room all reservations are thrown out, legs get spread and the panties fly. The trio have an intense private studying session. They all get hands on experience with each others anatomies. Pretty pink pussys and perky tits are exposed and examined with loving touches and wet tongues.

Shyla Jennings in 'Love match'

Shyla Jennings - Love match

Shyla and Malena spent the night together and decided to go shopping around town. When they got back, they did not waste anytime kissing and taking each others clothes off. They revealed their luscious bodies and began licking each others pussies. Malena licked Shylas asshole while playing with her pussy. The girls had a great day of shopping and pussy eating.

Lia Lor in 'Girl talk'

Lia Lor - Girl talk

Lia and two of her beautiful friends hopped on their bikes and went on a spontaneous site seeing excursion. The girls were definitely not prepared for the blazing hot temperature, so after a few minutes of riding up the mountain trail, Avril took off all of her clothing. The rest of the girls followed suit and then they continued riding with their titties bouncing and jiggling all the way up the mountain. The ladies found a place to rest and eventually what was supposed to be a water break turned into a full-fledged pussy and ass licking orgy.

Riley Jensen in 'So fine'

Riley Jensen - So fine

Rilley wanted to take a massage lesson from a local instructor in her area. She was always interested in giving massages and she loved the body in general. She wanted to learn so she could really please her clients and maybe even get a few pointers. So she went to a local masseuse and got first hand experience. But that experience soon turned horny and she things got pretty sexual. Rilley was in for a surprise!

Cassie Laine in 'Girl time'

Cassie Laine - Girl time

Shyla finally got Cassie to go on a date with her after several tries. Cassie was just so nervous because Shyla is so beautiful. While on the date, Shyla fed her some desserts and told Cassie how she was going to ravage her body. Cassie could not resist and went home with Shyla. Once they arrived, Shyla pushed Cassie up against the wall, like she promised and began making out with her. Soon after, they were undressed and eating each others luscious pussies and assholes. Shyla put her sweet pussy on Cassies face and got her hot twat and ass munched on. Enjoy.


Scenes from other sites featuring Shyla Jennings,Maddy O'Reilly

Ariana Marie in 'Best of Brazzers Pantyhose'

Ariana Marie - Best of Brazzers Pantyhose

Whether you call them stockings, tights or pantyhose, it's impossible to resist these timeless staples of feminine apparel. They can barely hide anything, yet they shroud everything they touch in mystery. Look at those ladies' legs: smooth and silky, teasing horny girls and boys alike. The only pleasure bigger than peeping at the veiled appendages is to rip a hole in the textile, break lose, and indulge in the exposed skin.

Maddy O'Reilly in 'DP Compilation'

Maddy O'Reilly - DP Compilation

Enjoy this compilation of some of our hottest girls getting DP'd! 00:03 - AppleGate DP02:14 - Double Down04:03 - Fuck My Girlfriend, Please06:19 - Casey's Double Penetration08:16 - I Need A Favor10:11 - My Boss' Wife11:46 - We Have History14:31 - Keisha's IR DP16:25 - Tiny Blonde - BBC DP

Maddy O'Reilly in 'Maddy O'Reilly: Naughty Slut Submits to The Pope'

Maddy O'Reilly - Maddy O'Reilly: Naughty Slut Submits to The Pope

Maddy is a dirty slut, and she loves getting tied up and tormented, but we haven't had her on the pages of Kink.com for many years. That changes today when she submits to The Pope. How could anyone say no to that? We now present to you Maddy O'Reilly, bound and beaten and made to cum. Maddy begins her journey on her knees like every good whore should, in inescapable bondage. The Pope enters and we get right into the good stuff. After some flogging and cropping, we find out how playful Maddy can be. She clearly loves this more than any of us may have thought, so The Pope cranks up the intensity with some brutal bastinado. She is rewarded with multiple orgasms before moving on to the next scene, where we have Maddy face down and ass up to showcase her luscious ass. The only proper thing to do in this scenario is a double flogging scene to ensure maximum suffering. Her ass and back are berated with non-stop flogging until her flesh glows a bright red. That is followed with some heavy-handed spanking, then she is fucked and made to orgasms repeatedly. The final scene begins with Maddy spread eagle on the floor. She is as helpless as she can possibly be, and The Pope takes full advantage of the situation. Her beautiful suffering is heightened with a cat o nine tails as it whips her flesh. She squeals as he hits all of her sensitive spots. The cane stripes her body, then The Pope moves on to the brutal torment of her feet with a knitting needle. The orgasms are plentiful as the scene wraps up. It's been a while since we've seen Maddy, but we are confident in saying it's totally been worth the wait.

Shyla Jennings in 'Interrupted Anniversary'

Shyla Jennings - Interrupted Anniversary

It's been quite the adventure over these past five years. There's been no shortage of drama, humor, and, of course, lesbian lovin'! Shyla Jennings and Alina Lopez are especially excited to celebrate this momentous milestone together. It's time to embrace their trials and triumphs, and look forward to even more fun-filled years ahead!

As they cuddle up together, ready to share a very intimate anniversary celebration, it isn't long before they get their first interruption from their boss (Casey Calvert). Once they hang up, they strip each other down, eager to get the party started. But things only get more chaotic as friends of theirs (April O'Neil, Cadence Lux, Abigail Mac) drop by to visit, unfazed by their nakedness. In fact, it's soon a full house!

As much as they love their friends, Shyla and Alina want nothing more than to have some precious time alone. While everyone is distracted, engrossed in their own heated conversations, Shyla and Alina slip away to their bedroom. NOW they are able to celebrate exactly how they want as they tumble into bed together. As they press close, never tiring of the delicious taste of lips and pussies, it's all about living in the moment.

Who knows what other amazing adventures the future has in store for them?

Shyla Jennings in 'Caught By The Jogger'

Shyla Jennings - Caught By The Jogger

Whitney Wright and Mackenzie Moss are strolling through an outdoors area, holding hands and being lovey-dovey. Whitney is carrying a blanket in one arm as they gush about a sunny picnic they just enjoyed. Whitney begins to look mischievous while scouting out the area as they walk. She seems to be looking to and fro, as if looking for a particular spot. She then looks pointedly at Mackenzie. Clearly Whitney has something naughty on her mind.

Mackenzie's eyes widen with surprise as Whitney suggests that they have a little fun. Even though Mackenzie is flustered, she excitedly agrees as Whitney puts the blanket down and pats it. Mackenzie lays down and Whitney eagerly sits on Mackenzie's face, riding her tongue. Soon, the girls separate and Mackenzie rubs her pussy to climax, squirting out a beautiful torrent of juice as she cums.

Meanwhile, Shyla Jennings jogs nearby and overhears their moans. She investigates and finds Whitney and Mackenzie having sex. Shyla is shocked but unable to look away, aroused by the sight as Whitney and Mackenzie have a lively squirting session.

Unable to help herself, Shyla masturbates in secret a small ways away from a couple, behind a tree. Her eyes frequently close as she experiences waves of pleasure. But just as she's about to cum, she opens her eyes and is shocked to see that Whitney and Mackenzie have noticed her and started watching her with sly smiles.

Shyla is embarrassed about being caught, though Whitney and Mackenzie are not shocked. In fact, they are pleased. They invite Shyla to join them, which she does after some enticing.

Whitney and Mackenzie may have been caught by the jogger, but they're more than happy to turn their dirty duo into a thrilling threesome!

Story inspired by an original submission by Girlsway member, MSgamer!

Maddy O'Reilly in 'Dredd 7'

Maddy O'Reilly - Dredd 7

Maddy O'Reilly takes the biggest cock she's ever seen, Dredd, up her tight asshole! Maddy's a sexy redheaded slut who likes to be treated like a filthy whore. She's wearing a fishnet body stocking with stripper leggings and high heels as she shows off her body in the bathroom. Maddy makes her way through the bedroom and out on the balcony where she shows off her sexy curves as they're drenched in the sunlight. Dredd makes his way up the stairs and admires the beauty that is in front of him before letting Maddy do some inspecting for herself. Blown away by the size of his massive BBC as she feels it through his pants, Maddy helps Dredd remove his jeans and then takes on the challenge of fitting this giant dick in her mouth. She can't fit it all the way in, but that doesn't stop her from stroking and slobbering all over that tree-trunk cock. They make their way inside where Maddy climbs on the bed and gets on all fours so Dredd can worship her ass and pussy with his tongue before joining her on the bed and letting her suck on his thick dick some more. Maddy tongues Dredd's asshole, showing just how dirty she is, before climbing on top of him and impaling herself on that BBC. She rides that cock hard and deep then flips over into doggystyle so Dredd can pound her from behind and watch her ass bounce against his balls. Maddy stops to taste all of her juices off of that giant dong, then tells Dredd she wants to feel that cock in her asshole. Dredd reams her rectum with his BBC, making her gape for the camera as he pulls his dick out and holds her ass cheeks wide open, then paints her face with all of his cum!

Maddy O'Reilly in 'Double Anal Divas'

Maddy O'Reilly - Double Anal Divas

Lovely redhead Maddy O'Reilly poses beside the pool, exposing her soft, natural tits and plump, jiggling booty. This sexy girl craves a nasty backdoor threesome with well-hung studs Mick Blue and Ramon Nomar! She gags giving the men blowjobs; their big cocks fuck Maddy's juicy pussy and thick ass. The studs treat this plush babe to a rude DP. A nasty double-anal penetration stretches her bunghole to the maximum! Ramon and Mick shower Maddy's pretty face with a messy cum facial.

Shyla Jennings in 'Lesbian Sports-Widow'

Shyla Jennings - Lesbian Sports-Widow

Angela White, an avid sports fan, is engrossed in the final football game of the season. Her wife, Shyla Jennings, tries to get herattention, insisting that it's their anniversary, but Angela doesn't budge. Shyla is dismayed -- she knew Angela loved sports but shedidn't know she was THIS obsessed! No matter what Shyla says to try and entice her wife, using all the charm she can muster,Angela's eyes are glued to the screen.So Shyla ups the ante by climbing into Angela's lap and peppering her neck with sweet kisses. However, when THAT doesn't work,Shyla begins stripping down, though Angela's still focused on the action on the TV rather than the action right in front of her. Evenwhen Shyla yanks Angela's pants down and gets to work lapping at her pussy, Angela's resolve doesn't waver.Determined to get a rise from her wife, Shyla doubles down, eating pussy like there's no tomorrow. Angela's intense concentration isfinally broken as she gives her undivided attention to Shyla. It looks like Shyla finally scored as they happily eat each other out,riding each other's faces to victory.Story inspired by an original submission by Girlsway member, Dr. Mike!


Shyla Jennings in 'Deep Lesbian Connection'

Shyla Jennings - Deep Lesbian Connection

Are you ready for gorgeous brunettes Honey Gold and Shyla Jennings? Shot in one take with no cuts, this passionate pairing is epic! The connection and intense orgasms shared between these two beauties will give you chills. Beginning with a sexy tease intro and escalating to analingus and deep penetration this scene is beyond stunning!

Shyla Jennings in 'Sent To The Principal's Office'

Shyla Jennings - Sent To The Principal's Office

Shyla Jennings smugly sits behind a principal's desk, looking through the principal's phone. She sees sexy pictures of her principal, India Summer, on the phone and becomes aroused, unable to resist touching herself a little. However, it's short-lived when India strides back into the office and scolds her, making her get out from behind the desk.India looks stern and asks Shyla if she knows why she has been called into her office today. Shyla has no idea. She's well-behaved, popular and is passing all her classes. India stands up dramatically and puts her hands on her hips. 'You've been called into my office because you don't belong in this school.' What is India talking about? Shyla says, playing dumb. 'You know exactly what I'm talking about. You're NOT 18 years old... AND you've already graduated from high school,' India says.Shyla continues to play dumb. That is the craziest thing she's ever heard, India must have some kind of mistake, Shyla insists. India opens a file on her desk and looks down at it. 'Well, I know that your exact age is 25 and that you graduated years ago, I have your high school transcript right here,' India says confidently. Shyla looks surprised and pale, like a deer in the headlights. Shyla looks like she's been caught red-handed. Stunned, she sits back down in her chair. 'I see that rings a bell now. This is what I DO know. What I don't know is why you're doing what you're doing. So let's not waste any more time. Admit it, and tell me why you're doing this,' India continues.Shyla knows there's no use continuing the charade. Fine, India is right about everything, but it's not like she wanted to hurt anyone, Shyla says. She's just...she's never been good at much...she can't really even hold a job and still lives at home with her parents, Shyla says sadly. But in high school, everything was so much easier, and she...she just wanted to go back to a simpler time, Shyla finishes. Especially now that she's really come into her looks and is more popular than she ever was the first time around. Is that so wrong?While India can certainly understand the desire to go back to a simpler time, it doesn't change the fact that it is wrong, and illegal on top of that, she says. Shyla is skeptical that her transgression is illegal. How can this be illegal? she asks. The fact that Shyla is attending school for free is illegal, India says. Anyone under 18 can attend the school without cost, but someone her age is required to pay, India continues. Not to mention the fact that Shyla lied about her age in the first place. That makes her wonder: what else is she lying about? Is that story about simpler times even the truth, or is Shyla actually here for another reason?Shyla changes tactics, insisting that there must be something she can do to persuade India to let her stay there as a student. She leans forward and starts to seduce the older woman, asking if India's ever fantasized about being with one of her students. India is shocked, insisting that she absolutely has NOT, though this doesn't stop Shyla from coming onto her. Shyla just insists that surely India has had SOME fantasies...India tries her best to resist Shyla but Shyla is persistent and passionate. India's resolve crumbles as Shyla begins unbuttoning her shirt, teasing her for wearing such sexy lingerie to work -- India's clearly not as prim and proper as she makes herself out to be!They slowly undress and start making out, which leads to Shyla sitting on the desk with her legs wide open as invitation for India to taste her. India takes the bait, leaning down to eagerly rub, lick, finger, and tongue Shyla's pussy while Shyla enjoys every second of it. Perhaps they CAN come to an agreement about Shyla remaining in high school...Story inspired by an original submission by Girlsway member, Handsome_Devil!

Maddy O'Reilly in 'He Loves Me In Collars And Cuffs Scene 4'

Maddy O'Reilly - He Loves Me In Collars And Cuffs Scene 4

He loves when I give him control and when I let him do all of those kinky things to me that hurt so good. He teases and touches me and right when I can't take it anymore, he releases me and gives me what I really want: hot, passionate sex.

Ivy LeBelle in 'Anal Craving Beauties'

Ivy LeBelle - Anal Craving Beauties

Dana DeArmond has two naked anal sluts held captive, each inside a clear acrylic cage. To the left is Ivy LeBelle, standing completely naked in a tall cage. To the right is Maddy O'Reilly, naked on her knees, trapped in a smaller cage. Their Mistress Dana DeArmond fingers her own asshole on a bed placed between the two, teasing them, knowing that they want nothing more than to taste her ass, and each other's asses. When Dana leaves the room, Ivy escapes and lets Maddy out of her cage. The two hurry to the bed. Maddy gets to her knees and Ivy sinks her tongue into Maddy's asshole. Maddy wants a taste and licks Ivy's asshole like she'd been starved of it, then shoves an acrylic toy inside. She pops the toy in and out of Ivy's ass and presses an Hitachi vibrator against her clit and Ivy has a huge orgasm. Maddy gets on her back and Ivy shoves a clear butt-plug inside of her and puts the vibrator on Maddy's pussy. They switch places again and Maddy gets an even bigger clear toy and stretches Ivy's ass out with it. Dana DeArmond comes back and is furious to find out that her two anal craving slaves are out of their cages and hooking up without her permission. She puts them over her knee and spanks their big round asses until they're pink. In the next scene, Dana straps on a big dildo and fucks Maddy's ass in doggie while Ivy lay on her back between Maddy's legs, ready to get face-fucked for when the dildo comes out of Maddy's asshole. Dana fucks her fast and deep and Maddy cums hard from the pounding. It's Ivy's turn to get fucked so Ivy gets on her back and spreads her legs wide. Dana fucks her ass well and Ivy has a shivering orgasm. Next, Dana flips Ivy over and slowly inserts a fat glass toy in her ass, creating a window for us to see deep down into her asshole. Maddy gets jealous of Ivy's stretched ass and wants something big in her ass too so Dana gives her what she wants and shoves her fist all the way inside Maddy's ass. And before the two get back in their cages, Dana washes their asses out with a water enema.

Maddy O'Reilly in 'Cable Tied'

Maddy O'Reilly - Cable Tied

Maddy has got herself into a little bit of a situation. While hooking up some electronics, she's found her cute body amidst a tumbleweed of wires. Well, sex can't solve the mess she's made, but it can at least make up for it. Especially when she strips down and shows off her round ass and perky teen tits… Wait, what mess was she talking about All I see here are potential BDSM tools…

Maddy O'Reilly in 'Wrong Room'

Maddy O'Reilly - Wrong Room

Lexi Belle responded to an ad for a casual hook up. She instructed the girl to be in her bedroom waiting for her. When she finds Penny Pax blindfolded, in her bed playing with her pussy, she walks in and starts kissing her. Earlier that day, Maddy O'Reilly walks into her new house and wonders if anyone's home. Penny comes down the stairs to greet her and gives her a big hug welcoming her new roommate. Penny tells her if she needs anything, she just has to come find her. She excuses herself and tells Maddy she'll see her later. Penny goes back to her room and is floored at how hot her new roommate is. She's so hot that the very idea of living with her is actually turning her one. She lies down and starts playing with her pussy. Maddy who is just as attracted to her new roommate as Penny is, would love to dyke it out with her. The only problem is that she's never been with a girl before and doesn't want to make things awkward with her new roommate. Perhaps she could find someone online to help her? When she posts an add looking a casual hookup, Lexi answers it almost immediately. The thing is, is when Lexi comes to the house she goes into the wrong bedroom! When Maddy lies on her bed playing with her pussy, she finds herself waiting longer than she anticipated. When she gets up to investigate and hears moaning coming from Penny's room, she walks in to see what's going on. When she realizes that the girl she called, to get better acquainted with the female form, is eating her roommate's pussy, she realizes she has some explaining to do. When she clears up the confusion the girls laugh it off as a simple misunderstanding. Lexi goes to excuse herself but Maddy asks her to stay, stating that two girls could provide her with the experience she needs, and you know what they say...two girls are better than one!

Maddy O'Reilly in 'Free Anal 5'

Maddy O'Reilly - Free Anal 5

Maddy O'Reilly hates it when guys come in to her bar not knowing what they want, but Xander Corvus is here for the secret menu, the one with FREE ANAL! Xander heard about this place from a friend, but getting blindfolded and taken to a backroom to find out he's free to anally fuck Maddy any way he wants is more than he expected! With this busty redhead ordering him to stick it in her ass or get our Xander does as he's told! Bending her pale ass over, spreading it wide and filling her to the brim with big dick, Xander pounds her tight little ass as hard as he can!

Maddy O'Reilly in 'The Rectal Exam'

Maddy O'Reilly - The Rectal Exam

THE RECTAL EXAM
Family doctor exploits favorite patient into anal sex exam

SCENE opens with the camera focused tightly on the exposed back of a woman with a stethoscope pressed against her skin. The camera travels as the doctor's hand slowly moves the stethoscope lower down the patient's back, which elicits a light gasp and giggle from the patient without us ever seeing her face. She exclaims that the metal is a bit cold. A close-up of just the doctor's mouth, biting his lip nervously, shows us that the exposed skin and flirty noises of his patient are distracting him. 'Sorry,' Dr. Sumner says with a bit of a dorky laugh, 'just one more deep breath please?' We watch her exposed back rise and fall slowly as she breathes deep, and Dr. Sumner stares at her mesmerized. 'Gooood,' he exclaims softly. Catching himself staring, he clears his throat and lifts the stethoscope off her back. As he turns back to stand across from his patient, we see she is a strikingly beautiful woman, Yvette. In fact, Dr. Sumner finds he has trouble taking his eyes off of her as he speaks. 'Well, your breathing checks out, blood pressure is normal, and your vaccinations are all up to date... was there anything else that's been worrying you that you wanted me to look into?' Yvette looks uncomfortable as she tries to broach the subject. Actually, yes, there was something else that's been bothering her recently, but it's a bit uncomfortable to talk about. Dr. Sumner assures her that no topic is off limits, especially not for his favorite patient, and Yvette gets a bit more relaxed. Well, she elaborates, she's been feeling some discomfort in her... well, her you know, ('butthole' she mutters hurriedly), ever since she tried anal sex for the first time with her boyfriend a couple of days ago.

Dr. Sumner is visibly taken aback, and he stutters over a response as he fidgets with his coat and tie. Yvette looks let down, she had hoped that Dr. Sumner would react more professionally than this, but he apologizes - it's simply because he's been treating her and her family since she was a little girl, sometimes he forgets she's a 22 year old woman now. But she's right, there's nothing to be ashamed of, what two consenting adults do in the privacy of their homes is not any of his business. He remarks that it's not uncommon for anal virgins to experience some pain and discomfort afterwards, and that the pain should subside after a day or two as long as she was careful, they went slowly, and used plenty of lubricant. Yvette, however, doesn't seem to have been put at ease - she's read about anal fissures and tearing and the like. Isn't he even going to take a look to make sure it isn't something more serious? Dr. Sumner starts to say that it's not necessary since her level of pain doesn't seem too severe, but then he cuts himself off. Actually, yes, she's absolutely right, he should perform a thorough examination. Just to be safe. So if she can just please lift up her dress, remove her underwear, and bend over the table...

CUT TO TITLE PLATE

CUT back to just a few seconds after, only now in a male gaze perspective from behind Yvette as we stare straight onward at her bent over ass. Her pussy and butthole are on full display as she waits patiently for her doctor to take a look. He kneels down close, placing one firm hand on each cheek to spread them wider, and stares transfixed for several seconds.

'Um... doctor?' Yvette asks timidly. 'Is everything ok back there?' Dr. Sumner snaps out of his reverie and stutters that yes, he's just making a preliminary visual inspection before he runs more extensive tests. He periodically spreads her ass cheeks wide to provide the camera with ample close-up shots of her winking hole - this goes on for almost a minute, though the doctor is now more conscious to make it seem like a proper inspection by adding authoritative sounds like 'mm-hmm', 'ok', 'so far so good', etc. to keep Yvette feeling assured.

'Well, at first glance everything seems in order, but I'll of course have to palpate the inside of your rectum next, so you should brace yourself for some mild discomfort.' 'Palpate?' Yvette asks nervously, but Dr. Sumner explains that palpate just means examining by touch. It's just a clinical way of saying he'll be inserting his finger. With lubricant, of course. He asks her to remain in position while he dons his medical gloves - as he does this, we see that unbeknownst to Yvette, the doctor's attention remains fixated on her ass on display. He smears some lubricant onto his index and middle fingers, and then gets back into position behind her.

He reminds her that as he said, she might feel some slight discomfort - and then makes a bad joke about how he's sure it will be nothing compared to how it must have felt with her boyfriend sticking it in the other night. Yvette laughs nervously, not because it was funny but to make things less awkward. The doctor sticks one gloved finger in slowly, asking Yvette to describe the sensations as he does so. She describes the initial pressure, a dull ache as his finger goes deeper in, and then finally a yelp of surprise when he sticks the finger all the way in, though it quickly subsides, and she remarks that she doesn't notice much pain now that he's all the way in. He remarks that he's going to keep his finger there for a few moments, and suggests she takes a few deep breaths. He places his other hand on her ass cheek again and spreads it idly as they wait.

Dr. Sumner begins to ask Yvette questions about her first anal experience. Though as he asks his questions, Dr. Sumner coyly pulls his finger in and out, pretending it's part of the process. Did she use lube? (Yes.) Did she work her way up to the night in question by using any smaller toys to start? When Yvette says no, the doctor suggests that if she wants to continue having anal sex she should consider it, in fact he's read about women who wear butt plugs for hours at a time to stretch themselves out, even in public. Yvette blushes and says there's no way she could be bold enough for something like that. Dr. Sumner changes the subject and asks if Yvette's boyfriend fingered her first to ease her into it, and she confesses no, he didn't. Dr. Sumner explains that that may be why she's experiencing some pain now, and that it's generally better to start slow and work her way up to bigger objects. As he says this, he tells her he'll be putting in a second finger to test her elasticity. The second finger is clearly more difficult for Yvette to handle than just the one, but he eases her into it with a sense of relish.

After he satisfies himself with having fit two fingers into her hole and wiggling them around to make her squirm a bit, Dr. Sumner pulls his fingers out gently and then tells her that while things seem normal inside, he would like to get a final deeper visual inspection using a speculum. He lays Yvette on her side on the table, ass peeking out towards him, and he pulls out a rectal speculum from a nearby drawer. He inserts it carefully and uses it to expand her asshole slightly wider. Yvette remarks that the sensation is very uncomfortable, but the doctor remarks that the sensation should pass and that he promises it's absolutely necessary. However, he is clearly enjoying himself, even inserting his finger into the opening of the speculum to tease and toy with the rim of her hole. He tells Yvette that she's lucky that a 'complete amateur' like her boyfriend didn't injure her, and that they should really take better precautions next time. Yvette, slightly weirded out, remarks that Dr. Sumner really seems to know a lot about anal sex. Like, a lot.

At this, Dr. Sumner gets very embarrassed. He takes the speculum out of Yvette and removes his hands from her, putting them between his legs sheepishly. He was just offering her some advice, that's all. Yvette asks where he even gets all this advice from, she's sure it's not stuff he learned at medical school. Dr. Sumner tries to evade the question, but Yvette coaxes him - he's been a friend of the family for years now and he's helped her through some very tough times, she won't judge him. Dr. Sumner bashfully answers that he watches a lot of anal porn. Yvette grins, it's almost cute how nervous the doctor looks. She asks Dr. Sumner if he's ever had anal sex and he admits that he hasn't but has always wanted to. Yvette gets bolder, she bets that he must get awfully tempted sometimes with all the pretty girls he must have to look at as part of his job. In fact, he's always said she's his favorite patient, is that because he likes her or is it just because he's always wanted to fuck her? Dr. Sumner stumbles over his words and Yvette takes advantage of this to coax him further. He's right that her boyfriend is a complete amateur. In fact, having anal sex with him hurt like hell. But she bets that if a real man showed her how to do it, a man who's completely obsessed with anal sex, he'd know how to do it right. She reaches for his crotch and he pulls back, it would be unethical. She gets up off the table and approaches him seductively, insisting that no other patient of his is ever going to go along with something like this, this is a once in a lifetime chance and he'd be an idiot to turn it down. She wants it, he wants it. What could be more ethical than that? She leans in for a kiss and he hungrily kisses back, his hands going straight to gripping her ass cheeks tightly as they embrace.


Shyla Jennings in 'Cowgirls'

Shyla Jennings - Cowgirls

Adriana Chechik and Shyla Jennings have been dating for about a year and couldn't be happier. Shyla has been looking forward to bringing Adriana back to her childhood home. The thing is, Shyla grew up in the country and is tough as nails. The same can't be said of Adriana, who grew up in a big metropolis and is a city slicker through and through. When Shyla finally gets Adriana in the great outdoors, she's having a little trouble adjusting to the chores! Whether she's trying to chop wood with nail extensions or trying to plow the land with high heels on, Adriana is a hopeless adorable mess. Shyla loves her city girl for trying but knows that Adriana's not cut out for country life. When she misuses a hose, she ends up pouring water all over her new outfit soaking herself to the bone. Shyla can't help but laugh at the mess she's made. She takes her hand and motions her inside. Shyla dries her off with a towel as Adriana apologizes. She really wanted to be a good country girl but is just not made for it. Shyla doesn't care, she just appreciates the fact that she tried and after all, they already have a country girl in this relationship and certainly don't need another one. Adriana is so cute when she pouts as Shyla dries her off. She kisses her, telling her that as long as she promises to stay adorable, that's all that matters to Shyla. That's a promise Adriana can keep!

Shyla Jennings in 'Out Of Control Stepdaughter'

Shyla Jennings - Out Of Control Stepdaughter

Sexy stepmom Mindi has had enough of her snotty new stepdaughter, after Shyla tried to ruin the wedding with her drunken outburst during the ceremony! She confronts Shyla, demanding to know why she is such a bitch, especially after Mindi tried so hard to have a relationship with her. Shyla is happy to unload; judging Mindi for being an immoral stripper unlike her saintly mother who teaches Sunday School. Mindi gets in Shyla's face telling her that maybe things would have worked out for Shyla's mom if she'd known how to fuck, and that being frigid isn't a turn on. Mindi knows the best way to get her stepdaughter to loosen up is a taste of the sinful side. Mindi seduces young Shyla with kisses and caresses to her tight wet pussy. Shyla is quick to consume Mindi's gorgeous body and juicy folds. The two cum multiple times from fingers, and tongue--making a new relationship seem like a very good idea!

Vienna Black in 'Dana DeArmond's Anal Agency: Boss Bitch Trains Anal Newbie'

Vienna Black - Dana DeArmond's Anal Agency: Boss Bitch Trains Anal Newbie

Dana DeArmond is a fierce boss bitch and she runs a strict anal modeling agency. Dressed in a tight black dress and high heels, she demands loyalty and respect from her obedient employees. Her ASSistant, the curvy natural beauty Maddy O'Reilly know exactly how to serve her boss. She will do anything to kiss Dana's perfect ass. The new girl, petite anal newbie Vienna Black, is looking to work in the industry and needs to land this job. Her showing up late to the interview gets Dana worked up and ready to deliver a brutal punishment to her new intern. Starting with rimming, Vienna is made to use her long tongue to fuck Dana's asshole wet. Maddy then brings out the metal dildo to pop Dana's asshole right gaping open. Eager to please, Maddy is next inline for the metal dildo to show Vienna how it's done. Maddy cums hard right away from the anal fucking and it's now time for Vienna to get to work. Stuffed with a butt plug, Vienna's face is bound with a strap on dildo to fuck her new boss. Vienna has a front row view of her bosses perfect gaping asshole as she is made to fuck Dana deep. Maddy is again eager to show off and cum for her boss and she takes the first fist before both girls are stacked ass to ass ready for the bosses huge strap on cock. Both the girls get their asses rammed which causes Maddy to scream with body shaking orgasms. Looks like Dana found the perfect assistant for Maddy.

Shyla Jennings in 'Going Off Script'

Shyla Jennings - Going Off Script

Shyla Jennings and Sasha Heart can't keep their hands off each other! It's clear to everyone that they haven't seen each other in a year because they can't stop making out. The problem is, they're on set and the director is trying desperately to get them to focus. As soon as he yells action, the girls can't get two lines out before they start fooling around again. He pleads with them, hoping that they can knock out the scene today but unfortunately for him, they aren't very good at listening. He cuts the scene and is about to give the girls a piece of his mind when the cameraman tells him that his battery is dead. Mischievous laughter ensues as the director says they're taking five. The girls look at each other and realize that this is their chance. They get up and run to the nearest bedroom, slamming the door behind them as they giggle and start making out. The girls make small talk as they undress each other as quickly as they can. They do have five minutes after all! Sasha doesn't waste anytime diving into Shyla's pussy as she devours it. Shyla, in turn, reciprocates the gesture by face fucking Sasha as hard as she can. The girls had been at it for longer than five minutes, but they just don't care. They've clearly missed each other and are going to savor every sensual moment!

Maddy O'Reilly in 'Oily Anal Big Cock 3'

Maddy O'Reilly - Oily Anal Big Cock 3

Butt-blessed redhead Maddie O'Reilly, tattooed tart Kissa Sins and thickly hung Manuel Ferrara share a passionate, oil-drenched anal threesome. The natural-bodied girls wear net lingerie; Maddie has a 'SLAVE' collar and a butt plug wedged in place. Slathered slick, the trio exchanges French kissing, intense choking and slobber. Manuel fucks both mouths and shaved pussies. As one slut rides his massive, uncut meat, the other sits on his face, licks balls, tongues his bunghole, sucks feet, eats pussy and/or rims the second girl. Amid more oil, the aggressive stud fucks Maddie up the ass, slapping face and tits; Kissa gives an ass-to-mouth blowjob. Manuel drills her to orgasmic frenzy. Soaked in oil and sweat, hair matted, the kneeling ladies trade semen-slurping kisses.

Maddy O'Reilly in 'Hold The Phone: Conference Call'

Maddy O'Reilly - Hold The Phone: Conference Call

Jenna Sativa is on the phone with a client. She's working from her office at home and is eager to get off the phone. While she explains the pros and cons of branding to her client, Maddy O'Reilly walks down to see her and she looks incredible. Wearing nothing but sexy pink lingerie, she walks up to Jenna and starts massaging her shoulders. Jenna is busy talking to the client but it's clear that Maddy just wants to have some fun. She starts running her hands-on Jenna's chest and squeezing her tits. Jenna looks at her and asks her to stop but Maddy is having way too much fun to do that. Maddy picks up a pen and starts running it on Jenna's skin as Jenna tries to push it away. She runs it down her chest and then starts running it up Jenna's leg. Jenna moans as she moves the phone away from her mouth telling Maddy how bad she's being. The client overhears her and Jenna has to correct herself as she asks Maddy to stop. Maddy smiles indicating that she's not done having fun just yet! Maddy spreads her legs open and runs her hands in between her thighs, she grabs her tits and squeezes them as Jenna gets so turned on she barely is paying attention to the client on the other line. When Maddy starts eating Jenna's pussy, it clear to Jenna that it's high time she put an end to this call and pay attention to Maddy who's got her face deep in wet pussy!

Shyla Jennings in 'Laundry Day'

Shyla Jennings - Laundry Day

Shyla Jennings is sorting through her clothes to do some laundry. When she hears a knock at the door, she wonders who it could be. She opens the door to find her neighbor, Eliza Jane, standing there. Eliza apologizes for the intrusion and tells her that her washing machine broke and she desperately needs to do a load. Shyla, who was about to do a load herself, tells her that she can throw in her clothes as well. The girls walk to the machine and Eliza starts taking off her clothes. When Shyla asks her what she's doing, she tells her that she doesn't know when her machine will get fixed and figures she may as well wash everything while she's there. Shyla ends up agreeing with her as she takes off all her clothes as well and joins her on the couch. When Eliza asks her why she took off her clothes, she tells her that she may as well do it all at once so she can save the environment. Shyla looks at her neighbor and can't help but be intrigued. She gets up and pretends to stumble as her ass lands on Eliza. When she apologizes, Eliza tells her that it's totally fine, adding that her ass is spectacular. Shyla returns the compliment and blushes. The girls start kissing. Eliza climbs on top of her, rubbing and grinding her pussy on hers. The girls eat each other's pussies, sit on each other's faces, and eat other's asses. When they finish getting each other off, Eliza knows which neighbor will get her out of a jam next time she needs her laundry done... or her pussy eaten.

Shyla Jennings in 'While The Boss is Away'

Shyla Jennings - While The Boss is Away

Jenna Sativa and Samantha Hayes are in bed sleeping. When Jenna's alarm goes off and she sees the time on her phone, she panics realizing how late she is for work. When her girlfriend Samantha reminds her that she's the boss and can go in whenever she wants, Jenna nods. The thing is, is that Jenna is lying. When she gets to work, her boss, Shyla Jennings, is yelling at her. As Jenna apologizes, Shyla tells her that this is the last time she's going to tolerate any of this nonsense from her. She's going to stay till she's done the presentation Shyla needs for her board meeting and until she finishes it, she's not going anywhere. Jenna nods sheepishly as she'll do anything to keep her job. Shyla walks away in disgust as Jenna gets to work. When Jenna calls Samantha to let her know that their dinner plans are canceled, Samantha is upset. She was really looking forward to spending the evening with her woman. Jenna apologizes and promises to make it up her as she hangs up the phone. Shyla leaves the office telling Jenna she'll be going out for lunch. Jenna gets back to work for a moment until she hears a familiar voice; It's Samantha. She came to work to surprise her. Jenna panics knowing she's going to have to get rid of her and fast. But Samantha isn't going away until she gets some sugar from Jenna. Shyla walks in the office to catch them in the act. When Samantha tells her to get lost thinking she's one of the employees, she's shocked to find out that isn't the case. When Shyla fires Jenna, Samantha has a better idea. Since they're all like-minded business women perhaps they could negotiate a peace treaty. And when Samantha kisses Shyla. It looks like the negotiations have begun and Jenna's job is saved.


Sadie Blake in 'Bare'

Sadie Blake - Bare

Shyla Jennings and Sadie Blake show us why make-up sex is the best kind is this intense lesbian vignette. Shyla wakes up the morning after a blow-out argument with her girlfriend Sadie, the memories of the previous night flashing before her eyes. She decides to take a hot shower to relax before starting her day but can't escape the memories. Sadie appears and jumps in the shower with Shyla where the passionately kiss before heading to the bedroom. They grind their pretty pussies together as they moan in ecstasy then Shyla slowly makes her way down between Sadie's legs, making sure to kiss and lick every part of her body on the way. Sadie returns the favor as she buries her face in Shyla's spread pussy which makes her scream in excitement. They lick, finger and trib each other to multiple orgasms before collapsing from the pure exhaustion of their sex romp.

Maddy O'Reilly in 'Don't Tell My Wife I Buttfucked Her Best Friend 8'

Maddy O'Reilly - Don't Tell My Wife I Buttfucked Her Best Friend 8

Maddy is on the phone with her best friend trying to make her feel better about her asshole husband. She decides that she will take her to lunch and spend the day with her so that she feels better. It's when she gets off the phone that we realize what is really going on.

Maddy O'Reilly in 'Practice Makes A Happy Ending'

Maddy O'Reilly - Practice Makes A Happy Ending

Maddy and Scarlett are college students, hanging out in Maddy's dorm room. Scarlett is trying to do homework while Maddy is devising how best to fake her massage certification so she can start doing massages through the 'Relax' app. Scarlett wants her to be patient and get through massage school so she can be legit, but Maddy just wants to make money to go to Ibiza during spring break. Scarlett relents and agrees to take a break from her own homework and let Maddy practice techniques on her. Maddy is paying special attention to Scarlett's perfect hips and butt, to alleviate sciatic pain. Scarlett starts to get hot and bothered during the massage and finally admits that she is very aroused. Maddy is excited, realizing she might have found a way to really cash in doing happy ending massages through the 'Relax' app. Maddy happily gets Scarlett off with her fingers and mouth and Scarlett returns the favor.

Maddy O'Reilly in 'My Boss' Wife'

Maddy O'Reilly - My Boss' Wife

When introducing Nat Turnher, an employee of Sean Michaels', to his stunning wife Maddy O'Reilly he notices how Nat is mesmerized by her. Sean catches him off guard when he gives Nat the okay to fuck her. He quickly declines, until Maddy tempts him by sucking her husband's cock right in front of him luring him to join in on the fun. How can he resist a woman like Maddy who is craving double penetration? All she wants is two big black cocks in her at the same time is that too much to ask!?

Maddy O'Reilly in 'Rocco and Kelly: Sex Analysts'

Maddy O'Reilly - Rocco and Kelly: Sex Analysts

Legendary Rocco Siffredi and his classic muse, buxom British blonde Kelly Stafford, explore the freaky, psychosexual crosses they bear. A visually striking orgy in a European mansion features Rocco, Kelly and porn rebel James Deen harshly dominating fishnet-clad sluts Maddy O'Reilly and Dahlia Sky. The girls provide slobbery oral worship amid gagging, choking breath play, slapping, spanking, hair pulling and foot sucking. Collared, leashed Maddy rides James' dick as Kelly rims her. The scene starts with Kelly dramatically splayed on a cross; by the end, she has naked Rocco bound to the cross as Dahlia sucks his load into her mouth.

Maddy O'Reilly in 'Undercover Pleasure - Part One: The Prototype'

Maddy O'Reilly - Undercover Pleasure - Part One: The Prototype

Agent 069 (Carter Cruise) has been selected to work on an important assignment. She's been instructed to infiltrate Aniston enterprises, which have been suspected of working with North Korea. Her mission: to enter the premises, sedate the receptionist (Maddy O'Reilly), and use a new technology to extract her DNA and temporally assume her identity. Having 60 minutes before she shapeshifts back to her former self, Carter needs to extract the files before her time is up. After sedating Maddy, she wastes no time storming the office and looking for the file. When the CEO, Nicole Aniston, comes back from her workout, she surprised to find her employee - Maddy, who is really Carter - rummaging through her office. When Carter makes up an excuse about a canceled afternoon appointment, Nicole reminds her that her back is sore and she wants her massage. Knowing that she needs to play this right, Carter does what she's told as she bides her time trying to figure out how to get out of here. When Nicole complains about upper body soreness, Carter isn't sure what she's getting at... but when Nicole grabs Carter's hands and puts them on her tits, Carter gets the message loud and clear. Carter realizes pretty quickly that she needs to get this over with but can't be too obvious as to not blow her cover. She complies with all of her boss' demands and gets it on with her. When they finally finish she's got about 3 minutes to go. When Nicole comes out of the office with the briefcase, Carter asks if she needs to volunteers to take it off her hands. Nicole declines but Carter insists, stating that she wants to help her. She pulls it out of Nicole's hands just before her times runs out but Nicole knows something is amiss. Will Carter get out of this mess? Will she escape without being found out? Can she extract the briefcase containing the secret file without blowing her cover? Find out in part 2!

Maddy O'Reilly in 'Never Forgotten Scene 1'

Maddy O'Reilly - Never Forgotten Scene 1

Robert and Elizabeth were young sweethearts in the 1940s with a picture perfect romance. Then a silly argument set off a chain of events altering their paths for eternity and leaving Robert's heart to spend decades longing for the one true love it simply cannot forget.

Shyla Jennings in 'Stepsister Showdown'

Shyla Jennings - Stepsister Showdown

All natural, petite cutie Shyla Jennings is so over her stepsister--dark haired stunner Adria Rae. Adria always gets her way at home. Shyla decides she needs to show her who's really in charge...seducing her sexy stepsister proves the perfect plan, as the two connect like never before. Both take turns sucking each other's hard nipples before diving into each other's pussies, causing earth-shattering orgasms. Not to be outdone, Shyla finger bangs Adria until she orgasms. Adria returns the favor, making Shyla cum hard. Both girls kiss afterwards, exhausted from their tremendous orgasms.


Maddy O'Reilly in 'Strap-On Stories: Strap Trap'

Maddy O'Reilly - Strap-On Stories: Strap Trap

Angela White is stretching after her afternoon jog in the park. Maddy O'Reilly approaches her pointing out how hot she looks in her outfit. Maddy makes it pretty obvious that she's hitting on Angela. She asks her out for a coffee, but Angela lets her know that she has a girlfriend and there's no way she's going on a date with her. Maddy is overly aggressive telling her she's going to regret it. Annoyed, she leaves abruptly. Angela goes back home to her girlfriend, Karlee Grey, and tells her what happened. Funny thing is, Karlee confesses that the exact same thing happened to her. The girls are stunned as they describe the culprit to each other realizing it's the same girl! Karlee informs her that she even has her number: Angela can't believe someone tried to pick up her woman. The girls start thinking of a plan to get back at her. They give her a call and the trap is set. She's on her way to the house not knowing that she's gonna get more than she bargained for. Angela surprises her and before Maddy realizes what's happening, they shove her to the floor and pulls out their strap-ons. Maddy tells the girls she's not into that, but if she wants both of them she's going to have to play it their way. With two straps-on in her mouth, the tough girl act disappears. Slapping her tits they fuck her throat, shoving them deep in her mouth as she gags and spits. As they double penetrate her they finally get to show her who the boss really is!

Karlee Grey in 'Decorate My Poon'

Karlee Grey - Decorate My Poon

You never know when inspiration will strike! When sweet redhead Maddy has to strip off her shorts after spilling nail polish on them, it gives her BFF Karlee an idea! She grabs her girlfriend's nail gems and begins decorating Maddy's bare pussy with a dazzling array of shiny jewels. Next, it's Maddy's turn to give her artistic side free rein as she uses the gems on Karlee's beautiful big tits. The pair sit back to admire their handiwork, and Maddy finds herself drawn to playing with Karlee's bedazzled boobs! Soon, the babes are kissing passionately, letting their adornments guide their hands and mouths to each other's breasts and pussies. Before long, they find themselves pressing their slender bodies together in a hot tribbing session!

Shyla Jennings in 'VAMPIRES: Part 5: There Can Only Be One'

Shyla Jennings - VAMPIRES: Part 5: There Can Only Be One

After stepsisters Lucy (Abigail Mac) and Ella (Shyla Jennings) move to Los Angeles in the wake of their father's death, Lucy falls prey to a coven of vampires. With the help of her blind sister Ella and vampire hunter (Serena Blair), Lucy vows to destroy the coven's matriarch Anya (Jelena Jensen) to save her own mortal soul. But when her scheme is foiled by Anya's henchwoman Angelica (Angela White), the sisters make it home on the skin of their teeth. In hot pursuit, Anya comes to the sister's house and waits outside for Lucy, as vampires are obligated to do. The sisters hatch a desperate plan to save Ella's life. Lucy makes a break for their vehicle, leaving Ella in the house. Instead of pursuing Lucy, Anya lets her drive away. Anya sets her sights on Ella. But Ella bravely makes a run for it and hides in a neighbor's barn, until Anya finds her. Using her vampire stare, Anya places Ella under her spell, making the blind girl submit to her will. Ella lets Anya take off her clothing and caress the flesh between her legs. She licks her pussy until she cums harder than she's ever cummed before. Anya swears destroy her and her sister out of vengeance for burning down her house. That's when Ella figures out a plan. She distracts the matriarch with her deft tongue, and while bringing her to orgasm, she places the crystal ornament on her chest. Anya is drained of her life force. Ella lights the all-consuming fire and walks out of there alive, heading home to find her sister Lucy.

Maddy O'Reilly in 'Pumping My Pantyhose'

Maddy O'Reilly - Pumping My Pantyhose

After a long day, Maddy likes nothing more than to kick back and relax. Especially if it involves gorging down on Isiah's gargantuan meat stick. All that she asks is he rips into her pantyhose, and gives her ass the pounding it deserves. Isiah is more than happy to oblige, rubbing her rump with oil before giving her a pantyhose pumping she won't soon forget!

Shyla Jennings in 'VAMPIRES: Part 3: Calling The Cavalry'

Shyla Jennings - VAMPIRES: Part 3: Calling The Cavalry

After two stepsisters move to Los Angeles in the wake of their father's untimely death, they cross paths with a coven of vampires when one them swipes right on the wrong dating profile. Sister Lucy (Abigail Mac) finds out her hookup Willow (Melissa Moore) is a vampire soon after they meet. She is seduced into an all-girl orgy with her date's whole family, and then slated for death. Lucy's date convinces the coven leader to spare Lucy's life and turn her into a vampire instead. Confused and afraid, Lucy runs home and begins to feel the effects of the turning. Her blind sister Ella (Shyla Jennings) tries to intervene. Lucy tells the whole strange story and her sister pledges to save her damned soul.The following morning, Lucy wakes up to a call from a stranger (Serena Blair) who knows about the vampires. She strongly advises the sisters to leave the house for their own safety. They decide to heed her advice and accept her offer to pick them up. The stranger drives them to her safehouse from the undead, underneath a church, stocked with garlic and ammunition. She is a vampire hunter and tries to enlist them. Lucy is slow to trust the stranger but her sister implores her to get aboard. The stranger is a doctor and offers hope. It may be possible to reverse her condition. She can help.Lucy submits to a medical exam and lets her naked body be inspected. The doctor reveals the only way Lucy can become human again is to eliminate leader of the coven. The sisters stick to their vow to save Lucy and begin formulating a plan. Serena gives them survival tools for their mission. She tells Lucy she has to prepare for tomorrow by feeding her energy to her now. She elaborates, and Lucy resists, but the blind sister slips her hand between Lucy's legs to make her more cooperative.Soon the threesome of lesbians are naked and sucking each other's hard nipples, full breasts and juicy pussies. Serena takes her time licking Lucy's meaty lips while the vampire gets face-fucked by her sister. Drained of all energy, Lucy eventually can't take it anymore, but Serena makes her keep going. And her sister pitches in to help. The lesbians form a chain of mouth to ass, licking and nibbling and making each other cum. Lucy sticks her finger in Serena's pussy and slowly extracts its juice. Her sister joins in. The threesome take turns riding each other's tongues and tribbing each other's pussies, cumming over and over again!

Shyla Jennings in 'VAMPIRES: Part 2: Sisters'

Shyla Jennings - VAMPIRES: Part 2: Sisters

During last night's torrid orgy, coven matriarch Anya (Jelena Jensen) kept her promise to Willow (Melissa Moore) and turned the blind girl's sister Lucy (Abigail Mac) into a vampire, rather than taking her life. Back at her late father's cabin, alone and asleep in bed, Lucy's body rocks with spasms as her once-mortal form metabolizes the venom now coursing through her blood. She awakens the following morning, drenched in sweat. She gets out of bed and looks out the window. The sunlight scorches her retinas and burns her skin. She takes shelter inside her bathroom, and panics when she looks in the mirror but sees no reflection. Ella (Shyla Jennings) hears the commotion and comes running. By the time she finds Lucy, her burns have spontaneously healed. But Lucy is still shaking like a leaf. She doesn't want Ella to see her in that condition., but Ella brings her into her bedroom and stays there to care for her. Once Lucy settles down in bed beside Ella, she suddenly feels famished, but her hunger is for sex. With a wicked gleam in her eye, Lucy divulges a family secret. The truth is that she is only Ella's sister by marriage. Ella isn't in the mood for sex and she is worried for her sister, but Lucy makes her quench her thirst. In the middle of fucking, Lucy draws the life force out from Ella's lungs. When Ella recovers, scared and confused as to what happened, she instinctively grabs her cross. She holds it up like a shield, and its protective powers scorch Lucy's face. She demands to know what's going on. Lucy tells her about Willow and the vampires. Ella is so devoted to Lucy, the shocking revelation does not deter her from cumming in Lucy's mouth, again and again. It's not like there's any way out of this mess anyhow ... Or is there?

Maddy O'Reilly in 'Axel Braun's Big Ass Anal Movie Scene 4'

Maddy O'Reilly - Axel Braun's Big Ass Anal Movie Scene 4

It's the BIG ASS ANAL EVENT OF THE YEAR! Legendary director Axel Braun assembled an all-star cast of stunning girls with seriously huge butts, and masterfully filmed them enjoying some totally awesome anal sex. So go ahead and make it your duty to bang a big booty!

Maddy O'Reilly in 'Basking In The Afterglow'

Maddy O'Reilly - Basking In The Afterglow

Darcie Dolce is smitten with Maddy O'Reilly and misses her lover very much. Basking in the afterglow of a passionate night, she lounges in bed and begins to stroke her pussy. She pulls off her bra and fantasizes about their explicit encounter, filled to the brim with longing. The girls have just arrived home from their date and they are ravenous for each other. Maddy pulls down the top of Darcie's dress and exposes her huge natural breasts. Then Darcie pulls up the bottom of Maddy's dress. She grabs her ample booty and slides her fingers inside her wet slit. Darcie kisses Maddy's pussy and lets her ride her tongue to orgasm. Maddy dives between Darcie's legs and slowly sucks the cum from her clit. Darcie shakes her tight little ass for Maddy as she rims it. Then Darcie lies on top of Maddy and the lesbians cum together in 69. It's no wonder Darcie's in a fog of post-coital bliss and can't stop masturbating!


Shyla Jennings in 'I Have a Confession'

Shyla Jennings - I Have a Confession

Girlfriends Keisha Grey and Shyla Jennings both want to make a confession. Since neither one wants to go first, the teens blurt it out at the same time. The big secret is that they cheated on each other. Both of them are extremely hurt and angry and demand to know who they cheated with and why. Neither divulges exactly who, but Keisha admits she did it because she doesn't think Shyla loves her, and Shyla feels the exact same way. They both wind up laughing at the silliness of their mutual mistake and agree to kiss and make up. Keisha's already sporting lavender lingerie on her bombastic body. She helps Shyla out of her jean shorts and peels off her bra. Keisha makes Shyla's hard nipples wet by sucking on them. She puts her hot lips on her panties and warms up her clit with her breath. Then Keisha pulls aside the panty material and sucks on her pussy directly. Shyla gyrates against her tongue and cums in her mouth. Shyla can't wait to ravage Keisha's body. She takes off her bra, tastes her boobs and tribs her pussy over her panties. Then she licks out her pussy with her panties still on. She takes them off and finishes the job. Then Keisha plants her bush on Shyla's and tribs her pussy. Keisha takes Shyla's clit in her mouth and sucks the cum out of it. Shyla rims Keisha's juicy booty and fingers her pussy, then tribs another orgasm from her one and only special girl.

Maddy O'Reilly in 'is sexually brutalized by cock and bondage. Deepthroated and fucked while helpless.'

Maddy O'Reilly - is sexually brutalized by cock and bondage. Deepthroated and fucked while helpless.

Welcome back the beautiful and very dirty Maddy O'Reilly, this girl loves her job, loves rough sex and breath play and it shows!Bound and helpless in three different positions, Maddy soons remembers just how exciting and fun Sexaully Broken is. It doesn't take long for our sexy slut to be in subspace, while drool runs down her face and body as the cocks penetrate her throat over and over with our mercy. Not many girls can even handle the intensity of Sexaully Broken. Maddy handles it, and does it with grace, even when broken she bounces back quickly and with a smile.

Shyla Jennings in 'The Rivalry'

Shyla Jennings - The Rivalry

Competitive Kristen Scott hates that her best friend Shyla Jenning is better than her at everything. When Kristen searches for the reason why she keeps hanging out with Shyla, she figures out it's because she's in love with her. If Kristen could finally win at something for once, she'd want it be Shyla's love. So, she proposes a coin toss - and wins! Shyla honors their bet and agrees to get into Kristen's bed, naked. At first, Shyla isn't comfortable taking off her clothes, so Kristen takes off her shirt shocking Shyla with her nipple piercing. Shyla takes off her shirt too. She doesn't want their friendship to be ruined because of this. Kristen promises it will only bring them closer. She gently strokes her nipples with her thumbs. Kristen trails her kisses down Shyla's tummy all the way to her pretty pussy. Kristen takes her time licking the cum out of Shyla. She's still wearing her panties when she cums in her mouth. Kristen takes off both their panties and presses her naked pussy against her best friend's wet opening. She grinds against her, tribbing her vagina full throttle till they cum at the same time. Kristen isn't done yet. She wants Shyla to eat her pussy. But Shyla's scared it will come between their friendship. Kristen's not letting up. She turns it into a competition, declaring herself the best at eating pussy. Shyla makes her cum in no time with her skillful tongue. Not to be outdone by her bestie, Kristen calls a rematch. The lesbians go down on each other at the same time, licking and slurping their clits till their little pussies detonate!

Shyla Jennings in 'Not So Shy Shyla'

Shyla Jennings - Not So Shy Shyla

Shyla Jennings is one hot and bubbly babe who loves to show off her perky tits and hot trimmed pussy as she strips and relieves her lust by masturbating until she cums.

Maddy O'Reilly in 'All Stuffed Up 02'

Maddy O'Reilly - All Stuffed Up 02

Pretty, big-assed Maddy O'Reilly says, 'Nothing's hotter than getting destroyed by two guys at once.' Her slo-mo booty clap invites director Toni Ribas and hung Ramon Nomar. They spank her natural tits, shaved cunt and fleshy cheeks red. Maddy gives a slobbery, double BJ; she shrieks and blushes through straight-to-anal reaming, face slapping, gagging, double vaginal stuffing, double anal plowing and double penetration! She joyfully chokes, gives A2M head, cleans feet orally and eats spit. Ramon fingers her to an orgasmic squirt. Her own juice splashes her face, followed by two thick loads.

Shyla Jennings in 'Want My Cookies'

Shyla Jennings - Want My Cookies

When teen Karlee Grey's girl scout sister gets sick with the flu, she agrees to sell cookies on her behalf. Karlee dons the girl scout uniform and goes door to door with no success, eventually landing upon the home of Shyla Jennings. Lucky for Karlee, Shyla wants all the cookies and invites Karlee inside for respite from the cold. The girls are hanging out of Shyla's bed when Shyla reneges on her promise. She already swore she'd take Cathy's cookies, so Karlee tries to guilt trip Shyla into clearing out her stash. Shyla makes her a deal, she'll take a box of cookies for each item of clothing she removes. It takes a bit of convincing but Karlee takes off her hat and her sash. Then she unbuttons her blouse. Once she's out of her dress she feels quite relieved. Shyla ropes her into taking off her bra and panties by whipping off her dress and getting naked too. With both girls on the bed in their birthday suits, Shyla sniffs Karlee's neck and leans into kiss her. She suckles Karlee's big natural boobs and encourages her to lean back on the bed. Karlee parts her legs and shows off her thick bush. Shyla goes down on her pussy and makes her cum, then she scissor fucks the girl scout. Their boobs jiggle as their hips rock, pressing their wet pussies against each other. Then Karlee sits upright and tribs Shyla till she cums. Then she licks Shyla's clit till she cums on her face. The lesbian teens ravenously feast on each other's meaty slits in 69, convulsing till they detonate juicily into their mouths.


Maddy O'Reilly in 'Penchant For Pricey Panties'

Maddy O'Reilly - Penchant For Pricey Panties

Georgia Jones is on her way to work when she catches her roommate Maddy O'Reilly trying on her glitzy panties. Now she knows what happens to the pairs that disappear. She used to blame the washing machine for eating them, but it's just Maddy with a penchant for pricey panties. Maddy takes off the underwear and playfully shoves them under Georgia's nose to prove they're still fresh. When Georgia doesn't complain, Maddy teases her for liking the smell of her pussy. Maddy thinks the top she's wearing belongs to Georgia too. She takes it off and hands it over, stark naked. Georgia doesn't know what's gotten into her roommate. Maddy wrestles Georgia onto the bed and pries off her shirt, ignoring her protests about being late for work. Maddy wants Georgia to suck on her tits. She kisses her to encourage compliance. Then Maddy hikes up Georgia's skirt, pulls down her drawers and licks between her legs. She stuffs Georgia' mouth with her beloved panties, then takes off her bra and licks her little hard nips. She hoists her onto her lap and kisses her deeply, then pulls her in close and tribs her pussy, slowly building in speed and intensity till she cums. After Maddy rubs out another orgasm from Georgia's pussy, the lesbian stoops over Georgia's gaping mouth and rides her tongue. Georgia kneels for Maddy and lets her stuff a pair of panties into her mouth. Maddy rubs Georgia's pussy from behind until she cums on her fingers. Then Georgia licks Maddy's pussy into a frenzy using her panties to soak up the cum!

Maddy O'Reilly in 'The Rim Job'

Maddy O'Reilly - The Rim Job

While broke actress Alix Lynx is on the phone with her agent arguing over the part that someone else got, a call comes in from the auto service shop. Her car is ready for pickup, but the bill is astronomical! She heads down to the shop to find out what was wrong with her car's rims to cost that much. She meets her cranky mechanic Maddy O'Reilly. Maddy just wants the client to pay and leave. But Alix doesn't have the dough, so Maddy can't let her take the car. Alix is distraught because she needs the car to get to an audition tomorrow. If she gets the part, she'll have the means to pay her bill. Maddy wishes she could help, but Alix' sexy red sports car only takes pricey custom parts. Alix attempts to win the mechanic's favor by giving her a signed copy of her movie Artificial Intelligence on DVD. But Maddy's not interested in the DVD. She wants to have sex with the pretty girl. Alix isn't happy about it but agrees to have sex with the grimey mechanic. Maddy pulls up Alix' top and cups her firm braless breasts. Alix is utterly disgusted as Maddy puts her nipples in her mouth, but admits her tongue feels good. Slowly but surely, Maddy eases Alix out of her panties, and then licks her pussy as the actress leans up against the car. After Alix has a mad orgasm in her mouth, Maddy takes off her shorts despite Alix' objections. Maddy insists that Alix reciprocate, so Alix begrudgingly eats her pussy until she cums. Alix wipes her mouth and gets ready to go, but Maddy tells her they're just getting started. She makes Alix bend forward and lean on the car as she eats her ass from behind. Then Maddy gets down on all fours and sticks her ass in the air. Alix bravely inserts her tongue in her asshole, while massaging an orgasm from her pussy. Then, Maddy instructs Alix to lie down on the floor. The lesbian aligns her pussy over Alix' and begins to trib. The girls frantically rub their pussies together till they cum intensely! Talk about an auto body experience!

Maddy O'Reilly in 'Squirting Stories Volume Two: Mopping Up'

Maddy O'Reilly - Squirting Stories Volume Two: Mopping Up

Cadence Lux from the cleaning service comes over to clean her client's house. No one answers the door so she uses the code to get in. She's busy cleaning the kitchen when the homeowner Maddy O'Reilly comes downstairs and demands to know why the house is still filthy. She's not happy with the chemical products Cadence is using to clean. Maddy only wants organic cleaners in her home. Cadence loses it on Maddy. She's sick of her rich stuck up clients pushing her around. She saw Maddy staring at her body, she knows what she's really after. Cadence pulls off her shirt, yanks down her pants and flaunts her tits and ass. She hotly accuses Maddy of wanting to fuck the cleaning lady. Maddy kisses her on the lips and admits she does want to fuck her. Maddy plants her mouth on the maid's pussy and sucks on her clit. Cadence undresses her boss and washes her pussy with her tongue. Cadence lies down on the dining room table and spreads her legs. Maddy devours her pussy till it squirts all over. Then Cadence mops up her mess with Maddy's hair. Maddy shakes her ass over Cadence's face and rides her expert lesbian tongue. Then Cadence spins her around and they eat each other's pussies in 69. Cadence straddles her boss' face till she empties a bucket of squirt, soaking her hair with it. She sucks Maddy's pussy till she cums, then licks the pussy juice off her body!

Shyla Jennings in 'Surprise Lap Dance'

Shyla Jennings - Surprise Lap Dance

Serena Blair gets dolled up in sexy black lingerie and treats her girlfriend Shyla Jennings to a surprise lap dance, She starts off her seductive routine by gyrating her ass in Shyla's lap and soaking her panties. Meanwhile, Shyla can't resist slipping her fingers inside Serena's panties, feeling her wetness on her fingers. The lesbians kiss passionately and begin tribbing over their clothes. Serena peels off Shyla's mini dress and runs her wanting tongue across her skin, kissing her hardening nipples, then removing her own bra for skin on skin contact with her favorite girl. Serena rips off Shyla's panties and urgently devours her pussy. Shyla moves onto all fours and Serena thumb fucks her pussy while rimming her ass till she cums really hard. Eager to reciprocate, Shyla pulls off Serena's high heels and lies down to position her face under Serena's cute booty. Serena leans onto the arm of the sofa and rides Shyla's tongue till she orgasms. The lingerie-clad brunette climbs between her girlfriend's legs and plants her wet pussy onto Shyla's. The lesbians moan with pleasure, tribbing wildly till they both cum all over each other. Then Shyla sucks another cum out of Serena's clit. Now wasn't that a nice surprise?! Click to find out!

Maddy O'Reilly in 'The Art of Lesbian Anal: Birthday Play'

Maddy O'Reilly - The Art of Lesbian Anal: Birthday Play

Maddy O'Reilly is lying on her girlfriend Jayden Cole's lap buck naked, her glistening ass covered in oil. Jayden is massaging Maddy's ass, lamenting how much she loves it and how sad she is that Maddy never let's her in there. When Jayden leaves for work, Maddy decides that anal play would be the perfect way to celebrate Jayden's birthday. It's the least she can do after their amazing year together. When Jayden comes home from work, Maddy's on the bed wearing nothing but a helium balloon. She playfully offers her ass to Jayden and Jayden can't wait to finally feast on her bubble butt. She peels off her clothes and the lesbian couple begins to make out. They tease each other with kisses on their nipples, sucking gently till they stimulate the circulation down below. Maddy treat her lover to tantalizing head, fucking her with her eyes while licking her pussy till she cums in her mouth. Then Jayden reciprocates licking Maddy until she cums. Maddy kicks off the anal birthday play, putting Jayden into position onto all fours and eating the birthday girl's ass till she howls with pleasure. Jayden returns the party favor, taking her hot girlfriend from behind. She licks her tight little butt and fills her asshole with as many fingers as she can fit, slowly fucking her ass to orgasm!

Maddy O'Reilly in 'Dredd's Interracial Anal Destruction'

Maddy O'Reilly - Dredd's Interracial Anal Destruction

Adorable, all-natural white beauty Maddy O'Reilly craves interracial thrills -- she loves getting her thick, soft booty fucked by enormous black cocks! Stretching her sphincter with a glass dildo, she eagerly sucks on Dredd's massive meat pole, barely able to fit the head in her mouth. She mounts his monster dick and slides her pussy up and down the throbbing shaft. Dirty Maddy rims the black man's anus. Dredd fills the slut's juicy ass with his giant pole and cums in Maddy's mouth.


Shyla Jennings in 'Lesbian Research Study'

Shyla Jennings - Lesbian Research Study

Shyla Jennings needs a job so she can afford some new clothes. She scrolls through the job listings and answers an ad for a research study on the physiological effects of exposure to lesbian pornography. It sounds weird but a lot better than the other options. Shyla goes down to the lab to meet the doctor Serena Blair and her research assistant Melissa Moore. They sit her at a desk in front of the lesbian porn while they set up the biofeedback to record the data. They instruct Shyla to remove her panties and they apply an electrode to her clitoris. She allows it, reluctantly, then returns to watching porn. She's impressed with the quality on Girlsway. The researchers comment on the spike in the numbers, but Shyla swears she's straight. She even has a boyfriend. They assess her as a potential lesbian outlier. When the numbers continue to climb, Serena asks the subject to calm down, as she could be skewing the meters. Shyla wants to know if that means she's a lesbian. They can't answer her, but her data is in line other lesbians in the study. Shyla begins freaking out, believing this means she's a lesbian. The researchers are baffled. Indeed, Shyla's data is off the charts. In her heightened state of excitement, Shyla wants to know if Serena and Melissa are lesbians, if they think she's cute, and if would they make out with her. They won't answer her question, but Serena decides to test the subject's reaction to external stimulus. She instructs her assistant Melissa to expose her magnificent tits, which Shyla immediately puts in her mouth. Serena asks Melissa to remove the rest of her clothes, noting how Shyla instinctively kisses up and down her naked body. Shyla turns to Serena and undresses her. For the sake of the study, Serena allows it. The hot participant messes with the researchers and an explicit lesbian threeway ensues. When Shyla licks melissa's pussy, they can't believe it's her first time. Melissa eats out Shyla's pussy, in the interest of science, then Serena takes a turn. They tag team Shyla's clit till she cums. Serena plants her dripping wet pussy on top of Shyla's and Melissa licks her asshole till she explodes. The researchers switch up positions, and Serena rims Melissa while she laps up Shyla's pussy juices. Then Shyla tribbs Serena and cums really hard, feeling much better about her diagnosis!

Maddy O'Reilly in 'Craving Some Dick'

Maddy O'Reilly - Craving Some Dick

Maddy O'Reilly is back with us and is horny as hell! She can't wait to suck some cock for you and is begging for a big pounding! She makes sure to deep throat that dick and describes to you how bad she wants it! She gets it in all positions and loves licking up Damon's load afterwards!

Shyla Jennings in 'Dream Pairings: Fucking Crazy'

Shyla Jennings - Dream Pairings: Fucking Crazy

When Shyla Jennings breaks out of the asylum with her lover Aiden Ashley they disappear into the desert hills like fugitives on the run. Shyla is afraid, but Aiden already has a plan. After a mountainous hike they find their getaway car right where Aiden expects it. Aiden lights up a smoke and drives Shyla to the safe house. The couple are unwinding on the bed when Shyla realizes she's missing her medication and none has been left at the house as should have been arranged. Aiden leaves her alone to take a shower. Shyla starts to have a panic attack, which induces a state of psychosis. An alternate personality surfaces, with a naughty cast in her eye. When Aiden gets back Shyla tries to fuck her. Aiden is happy to go along with her girlfriend's sudden aggressive streak. Shyla rides her face like she's out of her mind horny. But Shyla's no match for Aiden's lesbian mouth work. With a little bit of sucking Aiden extracts a powerful cum from her pussy. Aiden then straddles Shyla's mouth. Shyla pierces Aiden's pussy opening with her expert tongue licking it furiously till Aiden cums. The lesbian sweethearts swap positions licking and tribbing their wet pussies till they melt. But how long can either of them last without Shyla's meds? Click to find out!

Jenna Sativa in 'Fully Enjoying Each Other'

Jenna Sativa - Fully Enjoying Each Other

Shyla Jennings and Jenna Sativa have been waiting for this moment all day to finally enjoy each other and they were not disappointed! This moment was built up with all the flirting they have been doing and once they started, they could not stop! They loved kissing each other's sweet lips as they passionately made out and loved tasting their sweet juices after they orgasmed!

Jenna Sativa in 'Meet Our First COTM'

Jenna Sativa - Meet Our First COTM

We are so excited to announce our first Cherry of the Month... Jenna Sativa!! She is an all natural captivating beauty, so we knew she would be the perfect fit for our first ever COTM! This was a total surprise to Jenna who thought this was just a special shoot who we had the honor of Dean Capture producing. Shyla Jennings interviewed Jenna so we could all get to know her better and then sprung the surprise of her being our first ever Cherry of the Month!

Maddy O'Reilly in 'Happy New Rear'

Maddy O'Reilly - Happy New Rear

We're ending the year on a high note and letting Maddy O'Reilly do whatever she wants with a big cock. Lucky for us she wants it in her thick ass! Johnny gives this cutie an anal pounding that she'll remember well into 2017.

Elle Alexandra in 'Christmas Spirit: Part Three'

Elle Alexandra - Christmas Spirit: Part Three

When lesbian Shyla Jennings brings her girlfriend Elle Alexandra home for Christmas, Shyla's step mother Reena Sky rejects the lesbian couple and sends Elle away. Reena's been grooming Shyla for marriage a rich man, and she refuses to let Shyla ruin her future. Later that night, Reena is visited by the Spirit of Christmas, a ghostly entity who warns her of a tragic fate. After wasting her life on material things, which cannot love her in return, Reena will meet an early grave. She will have starved herself of love and meaning, causing unnecessary pain for those around her. But Shyla and Elle, will live happily ever after without her. Reena must change her ways soon, lest she will die sad and alone... When Reena wakens from the terrible vision, she's a changed woman, grateful for a second chance. It's Christmas morning, and the girls gather by the Christmas tree, unwrapping their presents. Shyla confesses to Reena that Elle is her lesbian girlfriend. Instead of reacting negatively and judgmentally, Reena lovingly welcomes Elle into the family. The couple are completely surprised to see Reena behave like a sweet, supportive mother, Reena just wants Shyla to be happy. Besides, Reena understands firsthand about loving women. The former lesbian admits she slept with Shyla when her step daughter was barely eighteen. Elle had no idea that Shyla and Reena were lovers. When Elle asks if she can kiss Reena too, Shyla offers to share Elle with her mom for Christmas. Elle slips off her sweater, and exchanges a passionate kiss with the lesbian MILF. The teens suckle and nurse each of Reena's huge breasts as a sumptuous threesome unfolds! Elle fingers Shyla's pussy under her flowing grecian dress, while Reena laps at Elle's pussy from behind. Then Reena tribs Shyla till she cums, while Shyla licks an orgasm out of Elle. Giving and receiving, in the true Spirit of Christmas!

Elle Alexandra in 'Christmas Spirit: Part Two'

Elle Alexandra - Christmas Spirit: Part Two

The Spirit of Christmas visits miserly step mother Reena Sky while she sleeps, and shows her what happens on Christmas Eve, four years into the future... Step daughter Shyla Jennings is still with redhead Elle Alexandra, but the lesbians have gotten married. They snuggle on the sofa beside the Christmas tree, lighting a memorial candle in Reena's honor, while they reminisce somberly about the tragedy of her life. Reena watches on in horror, as she realizes she's dead. Yet life goes on happily without her. Shyla and Elle's life is filled with joy. The kind of joy she could never find in life, because she was too busy caring about money. Christmas music plays in the background, as the girls cuddle by the fire and kiss under the mistletoe. They pull off their Christmas sweaters, and suck on their juicy plump nipples, combing every inch of their nubile bodies with curious tongues and probing fingers. Elle can't resist tasting the succulent pink of Shyla's pussy. They pull each other close, entangle their bodies, and taste each other's pussies with their warm wet mouths, tribbing their pussies until they cum in ecstasy, and lay exhausted in each other's arms... After Reena witnesses the tender lovemaking of these two beautiful girls, so innocent and so in love, she sees the error of her ways. But is it too late to avoid her tragic fate?


Maddy O'Reilly in 'Buttman Focused 11'

Maddy O'Reilly - Buttman Focused 11

John 'Buttman' Stagliano explores the mystery and timeless attraction of a woman's asshole in this epic-length (96 minutes!) series of hot anal fetish clips. Rectal supermodel Casey Calvert and cute Gabriella Paltrova masturbate with vibrating wands, stretching their expressive sphincters with huge toys and speculums. Gabriella employs pussy clamps and pushes the wand into her ass! Jodi Taylor, Savannah Fox, Abella Danger and Maddy O'Reilly get themselves off using various dildos, butt plugs and vibrators.

Casey Calvert in 'Buttman Focused 11'

Casey Calvert - Buttman Focused 11

When girls visit John 'Buttman' Stagliano's studio, they naturally expect lots of anal fun! These insanely hot tease clips showcase 55 minutes of Buttman's favorite asses, and some stunning models that enjoy making their sphincters gape open! Casey Calvert parts her adorable butt cheeks to flaunt her tender anus, Gabriella Paltrova winks her talented asshole, Jodi Taylor displays her outrageously big, beautiful booty, and Savannah Fox, Abella Danger and Maddy O'Reilly all tempt us with perfect rear views.

Maddy O'Reilly in 'Buttman Focused 11'

Maddy O'Reilly - Buttman Focused 11

When girls visit John 'Buttman' Stagliano's studio, they naturally expect lots of anal fun! These insanely hot tease clips showcase 55 minutes of Buttman's favorite asses, and some stunning models that enjoy making their sphincters gape open! Casey Calvert parts her adorable butt cheeks to flaunt her tender anus, Gabriella Paltrova winks her talented asshole, Jodi Taylor displays her outrageously big, beautiful booty, and Savannah Fox, Abella Danger and Maddy O'Reilly all tempt us with perfect rear views.

Shyla Jennings in 'Christmas Spirit: Part One'

Shyla Jennings - Christmas Spirit: Part One

When college student Shyla Jennings comes home for Christmas with best friend Elle, stepmother Reena Sky catches them making out in bed! Shyla should be on the fast track for marriage, according to the ruthless matriarch. Instead, her little ingrate daughter has the nerve to announce she's a lesbian! Ever since the girl's father passed away, Reena's taken care of Shyla. Reena was smart with the money she inherited from Shyla's dad, and tripled his wealth. Shyla should be following in her footsteps, snagging a rich husband. Reena will always love and look after Shyla, but she will not put up with Shyla being an embarrassment to their family. She forces Shyla to send her lesbian girlfriend home, even though it's Christmas Eve. Shyla is devastated, but Reena is satisfied. As Reena readies for bed and drifts off to sleep, topless, a ghostly apparition enters her bedroom. It's the Spirit of Christmas Past coming to haunt Reena, with an eerie memory of Christmas Eve four years ago... Shyla receives a smartphone for Christmas from Reena, and gives her a bracelet in return. But Reena spews on like Scrooge, admonishing the girl for wasting her money on cheap trinkets. Reena already has everything money can buy. The only thing she needs is affection from her precious step daughter. All she wants from Shyla are orgasms. Shyla recoils from her mother, but Reena reminds her they both know it's not the girl's first time. It was true, Shyla and Reena had sex on her 18th birthday. Reena did it because Shyla needs experience to find a husband. Reena offers to take the smartphone back if Shyla doesn't appreciate it. Shyla agrees to be Reena's perfect little present. She kisses her mother passionately, slipping off her mother's boots, like a good little girl unwrapping a present. Meanwhile Reena admires her daughter's developing body and plays with her pretty titties. She excitedly pulls off Shyla's turquoise lacy panties, and dives into her bushy teen pussy. Shyla hornily rocks her hips, fucking her mom's face, humping an inserted finger. Shyla climbs onto all fours, and Reena licks her asshole, rubbing the teen's pussy till she cums. Then Shyla licks her mom's wet pussy, sucking her swollen clit, till Reena screams orgasmically, cumming all over her mouth! The Spirit of Christmas beckons Reena to behold her future, but she begs not to see any more. To be continued...

Maddy O'Reilly in 'Buttman Focused 11'

Maddy O'Reilly - Buttman Focused 11

John 'Buttman' Stagliano gets as close as his camera will allow to photograph the perfect pussies of stunning models. Casey Calvert puts clothespins on her exquisitely shaved cunt. Gabriella Paltrova queefs at will while using labia clamps! Jodi Taylor strokes her sensitive clitoris and shows off her furry snatch. Savannah Fox manipulates her plump, meaty cooch. Abella Danger and Maddy O'Reilly each masturbate their sweet spots in quivering detail.

Abella Danger in 'Buttman Focused 11'

Abella Danger - Buttman Focused 11

In this series of sloppy fetish clips, dirty girls gag on big dildos to create nasty rivers of messy drool. John 'Buttman' Stagliano documents the soaking action as Gabriella Paltrova blows spit bubbles, Savannah Fox bastes her tits in gooey expectorate, Maddy O'Reilly shoves fingers down her throat and slobbers all over her chest (with suction cups on her nipples), and kinky Abella Danger thoroughly ruins her makeup, slapping her own saliva-smeared face.

Maddy O'Reilly in 'Buttman Focused 11'

Maddy O'Reilly - Buttman Focused 11

John 'Buttman' Stagliano shoots video of insatiable young sluts using the finest in sexual technology to make themselves cum! Casey Calvert, Maddy O'Reilly, Jodi Taylor and the spit-slathered Abella Danger each climax with powerful vibrators while getting stuffed by various anal dildos. Gabriella Paltrova queefs in orgasm, fingering her juicy cunt, and redhead Savannah Fox squirts copiously while stretching her anus with a huge glass butt plug followed by a big vibe.

Savannah Fox in 'Buttman Focused 11'

Savannah Fox - Buttman Focused 11

In this series of juicy video clips, John 'Buttman' Stagliano shoots video of teasing temptresses as they squeeze, spread and stroke their sweet, plump pussies. Casey Calvert, Gabriella Paltrova, Savannah Fox, Abella Danger and Maddy O'Reilly wedge their panties between their cunt lips and tug their sensitive labia apart for our perverted perusal. Fans of these young ladies' most holy holes can bow and worship!


Maddy O'Reilly in 'Buttman Focused 11'

Maddy O'Reilly - Buttman Focused 11

Gorgeous young ladies show off their deep-throating skills for kinky director John 'Buttman' Stagliano, using various toys and gag-inducing phalluses. Huge, wall-mounted dildos stretch the throats of Gabriella Paltrova, Savannah Fox, Abella Danger and Maddy O'Reilly, making these orally skilled sluts regurgitate rivers of slimy spit. Adorable, big-assed Jodi Taylor chokes on rubber dick while she buzzes her juicy pussy to orgasm!

Maddy O'Reilly in 'Buttman Focused 11'

Maddy O'Reilly - Buttman Focused 11

John 'Buttman' Stagliano explores the contours and texture of several sets of gorgeous, all-natural tits in this series of teasing video clips. The director pinches and tweaks the sensitive nipples of stunning babes like Casey Calvert, Gabriella Paltrova, Jodi Taylor, Abella Danger and Maddy O'Reilly as they flaunt their sexy boobs for him. Redheaded cutie Savannah Fox gets her jiggling jugs stimulated with a pair of nipple-swelling suction bulbs.

Maddy O'Reilly in 'Buttman Focused 11'

Maddy O'Reilly - Buttman Focused 11

A true connoisseur of feminine beauty, director John 'Buttman' Stagliano trains his camera on a variety of gorgeous young ladies in his home studio. In this epic highlight reel of perversity, model-tier babes like Casey Calvert, Gabriella Paltrova, Jodi Taylor, Savannah Fox, Abella Danger and Maddy O'Reilly sloppily suck and masturbate with big dildos, huge butt plugs, suction cups, clamps and other outrageous sex toys. See all-natural sluts buzz their sensitive pussies with vibes, teasing the director to madness!

Maddy O'Reilly in 'Buttman Focused 11'

Maddy O'Reilly - Buttman Focused 11

In this provocative series of video clips, lucky director John 'Buttman' Stagliano gets to shove his nose into the alluring, thinly clothed butt cracks of a series of gorgeous young ladies. Casey Calvert, Gabriella Paltrova, Jodi Taylor, Savannah Fox, Abella Danger and Maddy O'Reilly sport a variety of sexy clothes, from sheer fishnet hose and tiny thongs to butt-hugging spandex. Casey even sits right on the director's face so he can inhale the delicious scent of her ass.

Maddy O'Reilly in 'Buttman Focused 11'

Maddy O'Reilly - Buttman Focused 11

In this hypnotizing series of video clips, John 'Buttman' Stagliano closely follows beautiful asses swaying from side to side as they strut. Stunning booty teases Casey Calvert, Jodi Taylor, Savannah Fox, Abella Danger and Maddy O'Reilly stride away from the camera, providing perfect views of their gorgeous butts -- clad in fishnet dresses, taut spandex, tiny thongs, leotards or nothing at all! Abella's walking rump is festooned with suction cups, and Casey's bare booty clutches a butt plug.

Shyla Jennings in 'Not So Shy'

Shyla Jennings - Not So Shy

The rare moment she got all to herself, Shyla Jennings let her imagination run wild, and whisk her away to an exotic place in her mind. Feeling the soft fur of her couch against her bare skin, Shyla caressed her taut stomach, and reached down between her legs to feel the dampening crotch of her panties. Pulling the fabric aside to rub at the slick skin of her pussy-lips, Shyla teased herself until she had built up tension only the release of orgasmic bliss could dispel. Watch how she masturbated herself to the big finish, masturbating with two fingers until her hips bucked with waves of pleasure in this hot solo scene!

Maddy O'Reilly in 'Black Snake Oil 3'

Maddy O'Reilly - Black Snake Oil 3

Captivating, all-natural fuck-slut Maddy O'Reilly adorns her light-skinned body with slinky fishnets and classic stripper heels for an interracial anal date. The lusty harlot drools over Mickey Mod's stiff black cock in an intense blow job. Hung Mickey delivers throat choking and spanking; he fingers her cunt to squirting orgasms! He douses her plump booty in oil and plunges his thick prick into her sphincter for a ravaging anal fuck. Lust-addled Maddy babbles foul-mouthed rhetoric, guzzles greasy prick ass-to-mouth and swallows Mickey's cum.


Maddy O'Reilly in 'Squirtqueen'

Maddy O'Reilly - Squirtqueen

All-natural blonde beauty AJ Applegate teases the camera with her big, curvaceous ass and small, perfect boobs. Next, the leggy bombshell dominates young brunette Maddy O'Reilly in a lewd display of lesbian lust. She rips off Maddy's dress and makes her kneel; AJ diddles Maddy's shaved pussy and squirts messy girl cum all over the young slut's face! Maddy submissively laps up the fragrant liquid. The lovely minxes grind their tender cunts together. They share vibrators and dildos, face sitting, girl kissing and female ejaculation!

Shyla Jennings in 'Little Red: A Lesbian Fairy Tale: Part Two'

Shyla Jennings - Little Red: A Lesbian Fairy Tale: Part Two

FoxThis is a tale of transformation; of predators and their prey. Of little girls who obeyed their mother; but got lost along the way.I'm starting to freak the fuck out now, fox! I haven't heard anything from that conniving slut Ms. Flowers in days, and she was supposed to send this sweet little number over to us. You heard how excited she was on the horn! Said she was all special, and I'd dish out double for her... We can't just give handouts from the Penny's fund. Anyway you were here when Wolf (Abigail Mac) traipsed in here with a lil' smoking gun! She's sweet but a total double edged sword, first off she's wearing like the most recognizable lil' red hood on the planet, and I'm pretty sure that useless little flower girl knows there's something up with her, but as long as Wolf gets her grandma bound and gagged, no one's gonna cum looking. I was taking a nap trying to rest off some of that third bucket of Penny's in peace, when I heard those two moaning over me. Why didn't you say you smelled a rat, fox? They were all slinky and stuff, but I stood my ground, you saw, I made them do what I wanted. These little girls can suck a mean tit! I was really getting into it when they shared my holes. I taught that flower girl how to scissor, and then Little Red blew flower girl away with her sweet little tongue. But, when I climbed on Red, and started tribbing like nobody's business, I was killin' it; so good I nearly barfed when that flower bitch must have knocked me out!

Maddy O'Reilly in 'Work Is Long When Youre Wearing A Thong'

Maddy O'Reilly - Work Is Long When Youre Wearing A Thong

Maddy O'Reilly loves being the office tease. She's got a big booty and loves to flaunt her butt any way she can. Her co-workers take notice and are often distracted by her ass-tonishing backside. So, when the office boss Preston Parker realizes that the workflow has come to a halt, he decides to summon the booty-licious Maddy into his office to reiterate the dress code. Only, Ms. O'Reilly just wants to get closer to her boss--for an anal dicking, that is!

Maddy O'Reilly in 'No Panties For Me'

Maddy O'Reilly - No Panties For Me

Maddy O'Reilly loves to be ready for anything and wearing no panties we know what she is ready for as she shows us her wet pussy and begins to stroke her fingers over her hard little clit.

Shyla Jennings in 'Deep Delivery: Part Two'

Shyla Jennings - Deep Delivery: Part Two

Shyla Jennings decides, after an amazing day trying out her new favorite Toy with her hot lesbian courier Nikki Hearts, she's ready for round two! She decides to call Nikki up while she's on the job, to let her know how truly satisfied she is with her previous service. As Nikki rushes to the door Shyla appears in a silk white robe. Nikki gazes over her hot body fondly remembering the last time they were together. She can only contain her excitement for so long before Shyla's in her arms again. This time Shyla takes charge, leading Nikki to her bedroom. They begin to undress each other slowly. As Shyla puts her fingers to her mouth she brings them down to stroke Nikki's soft, tight pussy. As Nikki's body reacts to Shyla's gentle strokes, they take turns pleasuring one another over and over again.

Shyla Jennings in 'Deep Delivery: Part One'

Shyla Jennings - Deep Delivery: Part One

Shyla Jennings is a modest and shy young woman sexually eager to experiment in a world of erotic fulfillment and delectable sex toys. Shyla waits patiently for her delivery to arrive unbeknownst to her that lesbian courier Nikki Hearts finds out her dirty little secret...a huge strap on dildo! Nikki quickly puts the dildo back in the box and knocks on the door where she sees the beautiful Shyla and gives her the box. Shyla thanks her and closes the door with haste. As Shyla tries on her new toy, Nikki realizes that she forgot her customers receipt. Shyla opens the door once again with a dildo on her leg embarrassed. Nikki volunteers to help Shyla out since she has a lot of experience fucking girls with a dildo. Nikki kisses Shyla passionately and slowly removes her shorts, kissing her lower back and ass as she bends her over and licks her lesbian shaved pussy. Shyla's moist pussy is ready for Nikki's hard dildo and grabs her ass as she pleasures her lover in different and erotic positions! They top off their euphoric bliss by rubbing each other pussies, reaching orgasms simultaneously and harmoniously! To be continued...


Maddy O'Reilly in 'Rocco's Intimate Initiations 2'

Maddy O'Reilly - Rocco's Intimate Initiations 2

Strawberry blonde Maddy O'Reilly's fleshy, all-natural body looks enticing in her fishnets-and-heels outfit as she re-connects with stud porn legend Rocco Siffredi. It's their private, very personal backstage reunion before a scene, and Maddy's excited beyond words because her last scene with Rocco was the best of her life. He teases and fingers her into masturbatory reverie. Maddy makes full, intense eye contact with Rocco's POV camera as she worships the gigantic cock she calls 'so perfect.' Her cocksucking, plus intense French kissing and brief fucking, make Maddy's cunt creamy. This backstage honesty leaves them primed to go shoot some porn.

Maddy O'Reilly in 'Anal Avenue Sluts 02'

Maddy O'Reilly - Anal Avenue Sluts 02

Beautiful brunettes Callie Calypso and Maddy O'Reilly demonstrate their love for nasty anal fucking in a three-way with director Mike Adriano. After some lewd ass licking, the girls orally pleasure the director's massive cock and ball sack in a wet, sensuous double blow job. The sluts take turns getting their sphincter stretched, each slurping Mike's meat straight from her girlfriend's gaping hole. Callie climaxes with a vibrator as her rump is reamed; finally, Maddy laps up Mike's splooge and shares it in a tongue kiss.

Maddy O'Reilly in 'Redheaded Maddy O'Reilly is ball gagged, tightly tied and ragdoll fucked by two big dicks!'

Maddy O'Reilly - Redheaded Maddy O'Reilly is ball gagged, tightly tied and ragdoll fucked by two big dicks!

The curvy redhead Maddy O'Reilly is back for another serving of Sexuallybroken. She just can't get enough. And who can blame her? Bondage cock and orgasms are always a great way to spend the day. Let's give this cock slut exactly what she craves.Bound in strict rope bondage that perfectly displays Maddy's juicy all natural breasts and sporting a big black ballgag that seals up her face pussy, our starlet is ready for a test drive. Let's see exactly what this fuck toy can take.Pussy, meet dick. Dicks, meet pussy. Get acquainted you three. Maddy is ragdoll fucked all over our well used bed as the cocks run a train on her tight pussy. Judging by the noises that are leaking around her ballgag, Maddy is enjoying herself immensely. As are we.Maddy is fucked every which way from every possible angle as the dicks turn her into a sex sandwich. The tight rope bondage turns her into the perfect fuck pet. We use her until we have had our fill for the day. We will try another round when the urge arises...

Ryan Ryans in 'Trust Your Senses'

Ryan Ryans - Trust Your Senses

When Ryan Ryans heard that using a blindfold on your partner could heighten their other senses, she just had to try it out. That night, at home with her girlfriend Shyla Jennings, she covered Shyla's eyes with her tights, and proceeded to tease her with erotic sensations. On the kitchen table, Ryan teased Shyla's lips with a plump strawberry before finally letting her take a bite. With Shyla desperate for more touch, Ryan licked whipped cream from her nipples, and pulled Shyla's panties to get her tongue between her legs too! Shyla melted in Ryan's arms, then returned the favor with her own oral sex skills in this steamy girl'girl sex scene!

Maddy O'Reilly in 'Redheaded Maddy O'Reilly bound and drooling in strict bondage as she is dicked down by BBC!'

Maddy O'Reilly - Redheaded Maddy O'Reilly bound and drooling in strict bondage as she is dicked down by BBC!

Today we are happy to welcome back that lush pale redhead Maddy O'Reilly to the pages of Sexuallybroken. Maddy is one of those that was simply built for sex. She craves it. She needs it. And we are here to provide. As we do.The set up is simple but effective. A pillory, a hot porn star and two hard cocks. Mix up and let the fun start. Once we have Maddy bound in place, all we have to do is walk up and make full use of that luscious bubblebutt. Which is exactly what we proceed to do.The drool pours out of Maddy's ballgagged mouth as the dicks pound out her pussy. The harder we fuck her the bigger the puddle of drool grows around her feet. This is hole training at its best. All Maddy can do is take the dick we dish out. She loves every single minute of it.We fuck until we have had our fill, two hard cocks tag teaming our starlet down into a drooling undone mess. Maddy clouded eyes stare off into the distance and we do the only logical thing...stick a leather hood over her head and vibrate her to another orgasm. Good times, good times. Until we meet again...

Shyla Jennings in 'Sharing the Bed: Part Six'

Shyla Jennings - Sharing the Bed: Part Six

Girlsway Highly Anticipated Lesbian Love Story, Sharing the Bed, concludes in this romantic final chapter:From all that has come before now, from Shyla's intense experience with Dani's sexual surrogacy therapy, to Sasha's corrupting family stories, a lot is at stake, Shyla and Sasha both know this, but do they know how the other feels?Sasha heard of Shyla's time with Dani, and can't help but feel upset for the way things ended up. Shyla, while feeling more confident in her lesbian shoes knows that she has done some things that may not please the one she loves. Sasha knows that Shyla might not feel the way she feels but needs to know what's going through Shyla's pretty little head. Shyla preps herself, by choosing between the best of her lesbian outfits, and eagerly awaits her lover. She hears a knock at the door, and runs to check to see if it's Sasha. It's the courier with a surprise package for Sasha. Shyla is excited, but the courier warns her, the package didn't work for her. With all the anxiety this stirs up, Shyla worries of about the state of her room. She rushes to make everything perfect for Sasha's return.Sasha works up the courage to walk up to Shyla's door, realizing the intensity of her feelings and forgetting the facts of what has led to this moment. She knocks on the door, and when Shyla opens it, it's as if the passion has never left either of them. They realize that the love they share is exactly the same, mirrored in their wardrobe choice.Shyla grabs Sasha's shirt and pulls her into her house, and kisses her passionately as if every moment of waiting has led to this very second. Both are just so happy to be in each other's arms that none of that matters now. Words would only ruin the moment as they gradually ascend the stairs to Shyla's bedroom, where she has strewn rose petals and laid out a pride flag to show her support for Sasha, and to show her that she is ready for her. Shyla peels off Sasha's top, and Sasha follows suit, revealing their perfectly soft bodies, to be bathed in the afternoon light. Their hunger for one another can't be matched, and as they begin to join their bodies together to share their intensity of love, their coos and cries of intense release fill the room. The time has come, they are finally Sharing the Bed once again. This time... to last.

Dani Daniels in 'Sharing The Bed: Part Four'

Dani Daniels - Sharing The Bed: Part Four

Girlsway's Exciting Lesbian Love Story, Sharing The Bed, Continues with this pivotal fourth chapter:Dani welcomes Shyla into the bedroom where she has yet another lesbian lesson to teach the ripe young Christian lady. Shyla follows suit, knowing that the girl she loves Sasha approves of Dani's Techniques, unaware of what has been happening to Sasha with her family.Dani kisses Shyla again in the doorway to her bedroom, promising her to show her how to be versatile in her lesbian relationship. As Shyla begins to explore Dani's soft body, Dani asks her to take charge, telling her what she would do to Sasha if she were there with her. Shyla inhibited by her newfound lesbian comfort chooses to fuck the theoretical lover all over the room, in many positions and in many versatile ways. Dani tells her that none of these fantasies are wrong, and that the answer to the next step has just presented itself through her fantasies. Dani and Shyla test out each of these spaces, taking time to enact Shyla's deepest lesbian desires without any form of seduction. Shyla has begun to flourish under our very eyes, and Dani certainly can tell, having experienced all the different ways Shyla would fuck the girl she loves.Finally on the bed, Dani asks how Shyla feels being in control, Shyla appreciates having just simply fucked, no seduction, no butterflies, just pure uninhibited lesbian passion. Dani tells Shyla that she wants her to show exactly how she would make love to Sasha, right there on the bed. Dani gives over control, relinquishing all her ability, and allowing Shyla to take control of not only her sexual hunger but her lesbian desires.Dani demands that Shyla call her Sasha, and show her exactly what she wants. Shyla chooses to have her cake and eat it too, by forming a 69 with Sasha's sexual surrogate. Shyla realizes that she doesn't have any anxieties from this form of therapy. The morning later, the unsuspecting sexual surrogate finds the cute new lesbian eating her out as she wakes. Alarmed, Dani goes with it, but raises a new question. Will Shyla be able to control her intense lesbian hunger? And what's Sasha going to think when they meet up for the second time?


Dani Daniels in 'Sharing The Bed: Part Two'

Dani Daniels - Sharing The Bed: Part Two

Girlsway's Exciting Lesbian Coming Out Story, Sharing The Bed, Continues with this highly psychological second chapter:In our pilot episode, we met Shyla, an anxious young Christian lady. Shyla has grown up with all the values of any typical Christian All-American girl, but when she met her first ever live gay person Sasha, her gear began to turn. In all her anxiety, she finally comes to terms with her true feelings of curiosity and attraction for her new friend. But as we saw, Sasha was more eager than Shyla had expected, and before things heated up, Shyla had to face herself, and ask who her true authentic self is.As Shyla returns to her home, we see her following her normal routine: self-deprecation, and decision making, get coffee, stare out the window, think of... Sasha finally texts her and like any young lady who's coming to terms with her seemingly naughty lesbian attraction, the butterflies in her tummy keep her fighting with herself to answer, excited about what could come of their relationship. She tries to act normal, and stick to what she knows. Soon her Christian identity pulls at her from her new found lesbian obsession. Sasha realizes that Shyla may be going through a serious change of identity, and recommends she see her therapist, Dani Daniels. Shyla isn't sure, since Jesus has always been there to guide her, but in the end, Dani seems to be the only one to talk to about this rather complicated situation.Shyla arrives to meet Dani, who uses all her tricks to try and help Shyla to calm down. Clearly the inner turmoil of being a devout Christian has led her to a state of serious anxiety. Dani swoops in to save the day, helping Shyla to calm herself, and validate her feelings. Dani tests out a new technique, Sexual Surrogacy, something in which Shyla must come to terms with on its own, in order not to feel like she's cheating. Dani lets down her hair to explain how it works, and Shyla agrees to the therapy. Shyla opens up her heart to explain her attraction to Sasha. Dani follows Shyla's lead, delving into her both figuratively and physically. As the clothes fly and the butterflies grow in Shyla's tummy, Dani gets to work in pleasing Shyla's every sexual desire as if she were Sasha, playing out Shyla's fantasies on every level. Dani's soft tongue and lips explore Shyla's tender body, and her soft nipples all to the gentle moans Shyla sings to accompany the tender seduction.What ensues is a lesbian love making session that will certainly alter Shyla from the person she once knew herself to be. Will Dani's sexual surrogacy therapy continue to reach new heights of lesbian intensity?

Dana Vespoli in 'Dana Vespoli's Real Sex Diary 04'

Dana Vespoli - Dana Vespoli's Real Sex Diary 04

Sexy pornographer Dana Vespoli's dream about playing with award-winning girl-girl performer Shyla Jennings comes true in this scene. It's not standard studio porn: Candid, unglamorous home footage shows the tan, tattooed director and the all-natural brunette cutie telling behind-the-scenes porn stories and talking intimately about their bisexual attractions. Dana massages Shyla's shaved labia and sucks the gummy nipples on her little, natural titties. With Dana eating pussy, girly Shyla grinds orgasmically into Dana's face. Nude Shyla laps Dana's hairy vagina. The entire scene is sensual female lovemaking with mouth kissing and full-body snuggling.

Carter Cruise in 'Only The Best'

Carter Cruise - Only The Best

Lusty beauties Shyla Jennings and Carter Cruise have just woken up together after a night of passionate lovemaking. Carter wants to pick up right where they left off, and soon Shyla has given in to her lover's tender touches and seductive advances. When Jillian Janson crawls onto the bed to join them, things really get heated up.Pulling Shyla's bra from her sweet boobs, Jillian entices her lover up with a kiss and then lays down to switch places with her. While Shyla works her way down Jillian's body and then removes Jillian's thong between scorching kisses, Carter peppers Jillian's rock hard nipples and neck with open-mouthed kisses and licks.Soon Shyla has settled into position between Jillian's legs so that she can get to work with her hands and mouth to bring Jillian to a screaming climax. It takes the brunette some time to bring Jillian to that peak of completion, but she never lets up in her mission. Meanwhile, Carter has risen to her knees to put her breasts at the perfect height for Jillian to go to town suckling the pierced nipples until her cries of passion overwhelm her.Next Shyla gets her turn with Jillian using her magic fingers and tongue to their fullest potential. Carter keeps Shyla's mouth busy while Jillian pulls Shyla's thong aside to press her thumb to the brunette's clit. Liking the breathy moans that Shyla is making, Jillian rolls her thong down her legs and then replaces her thumb with her tongue so that she can make eye contact with Shyla while fondling her tender button.Carter busies herself squeezing and kneading Shyla's tits with plenty attention for her puckered nipples, but Shyla's attention is never far from Jillian's magic mouth. With her nose buried in Shyla's trimmed mound, Jillian holds nothing back as she works to bring her lover to the ultimate completion.Finally Carter's patience as she has helped her lovers achieve their climax pays off when both Shyla and Jillian turn their attention to her. Jillian climbs on top of her blonde lover, pressing her breasts to Carter's mouth for a titty licking while Shyla pays homage to both of her lover's landing strip pussies.After a few teasing licks for Jillian, Shyla turns her full attention to Carter. Pushing two fingers into her lover's twat, Shyla leans forward to add even more pleasure by licking Carter's clit at the same time. It doesn't take Carter long to fly apart in her lover's arms, leaving her boneless and gasping her pleasure.Although all three girls have gotten off, Jillian isn't quite finished with this fuck fest yet. Putting Jillian back in the middle, they pull out a Magic Wand vibrator to help them increase their ecstasy. While Shyla holds the vibrator close, Carter delivers a pussy fingering that quickly reduces Jillian to a quivering mass of pleasure as she squirts her joy all over the bed.

Ryan Ryans in 'Body Language'

Ryan Ryans - Body Language

A cozy afternoon on the couch turned into something much steamier when Ryan Ryans couldn't keep her hands off her girlfriend's body. Shyla Jennings tried as much as she could to ignore her girlfriend's thirst for hot lesbian sex, but when Ryan started stroking her pussy-lips through her panties, all bets were off. Shyla got so turned on, she let Ryan tickle, lick, and suck on her nipples, and finally, when the teasing was too much for her, she took her shirt off and spread her legs to get fingered and eaten out. After Ryan licked Shyla to an intense orgasm, Ryan lay back for her turn, and savored the feeling of Shyla's eager tongue against her clit until the waves of pleasure radiated out from her crotch as she came.

Capri Anderson in 'I Love Surprises'

Capri Anderson - I Love Surprises

Capri Anderson enjoys pussy licking with her hot friend Shyla Jennings

Dana DeArmond in 'Anal Buffet 12'

Dana DeArmond - Anal Buffet 12

Slender slut Dana DeArmond, adorable Maddy O'Reilly and gorgeous Asian sex bomb London Keyes are spotting one another in the gym. Of course, this workout is all about their round, sexy asses, and worshiping them with fingers and tongues! After a sensuous session of wanton butthole licking and anal probing, the ladies team up on Prince Yahshua and his massive black cock. Yahshua provides intense interracial reaming to their various orifices and splatters their sweet butts with hot semen.


Maddy O'Reilly in 'Up My Booty'

Maddy O'Reilly - Up My Booty

Auburn-haired slut-next-door Maddy O'Reilly poses poolside, showing off oiled natural tits and tugging her bikini bottom between shaved, puffy pussy lips. Inside, she spreads for stud Mark Wood, who spanks and rims her fleshy ass. He expands her butthole with a glass toy and a fat butt plug, which she tastes. (Maddy: 'It smells so good after it's been in there.') Mark's wood then slides straight up her booty with zero resistance. He plows pussy and asshole back-and-forth, choking her, smacking her tits and face hard. Mark pulls Maddy's red pubes as he porks her bunghole and grips her head for an ass-to-mouth face fuck with heavy spit. Orgasmic anal slamming makes her howl, buns flexing, and Maddy's butthole gapes. She swallows Mark's semen.

Maddy O'Reilly in 'Oil And Anal'

Maddy O'Reilly - Oil And Anal

Maddy O'Reilly thickly slathers her body in oil, from auburn hair to smoky eyes to natural tits to fleshy butt. She booty-claps as slick fluid sheets on her ass cheeks and floods her holes. Muscular, bearded Ramon Nomar stuffs three greasy fingers up her ass and feeds her the flavor. His big prick goes straight up her ass, pounding out moans and whines. Ass-to-mouth cocksucking makes Maddy gag. She talks dirty in a cheek-slamming anal ride, Ramon masturbating her clit. With her glistening legs pulled back, he alternates hammering butthole and pussy as Maddy blushes and cums. And she sucks his toes as he sodomizes her. Ramon pulls her oil-saturated hair and slaps her tits as he butt-fucks her. Maddy kneels for a cum facial.

Maddy O'Reilly in 'Cuckold Sessions'

Maddy O'Reilly - Cuckold Sessions

They're always up to something kind of stupid. Take Cuckold Charlie. He loves sports. The only thing he loves more than sports is gambling on sports. He calls most of his bets "locks" and "easy money". Then why does he owe the bookie 10 Large? Trust me, The Bookie is tired of chasing Cuckold Charlie around for his money. After a sound beating, it's on to Cuckold Charlie's house, where, Charlie claims, is all the money he owes The Bookie. Once there, however, there's no money. There is his girlfriend, Maddy.Maddy's shocked to see what's going on. She thought Charlie was all done betting. Charlie's such a degenerate gambler, he's going to be OK with Maddy's mouth, pussy, and ass acting as "the vig" until Charlie comes up with some hard cash. Does it really surprise you, too, that Maddy's got some skeletons in her closet? They're big, black skeletons!

Shyla Jennings in 'The Business of Women Part Six: The Showdown'

Shyla Jennings - The Business of Women Part Six: The Showdown

India has instructed her menial stepdaughter to take Samantha back to Ms. Veracruz, and act like she has what she wants. Samantha is equipped with a safe word so that it's clear when to make their move. While the unsuspecting Vanessa parades her wealth around in the form of India's best girls, she makes the mistake of taking them back to India's mansion.Vanessa flaunts her jewels in front of India taunting her, and laying the facts out for her. Vanessa has her own daughter, her last girl, her business, and seemingly the upper hand. India sits in silence, tantalized while savoring the mockery Vanessa is making of herself. Vanessa orders her girls to put on a show for 'Mommy.' While Samantha and Shyla play their roles, India's knowing smirk proves she is getting tired of Vanessa's embarrassing tirade. Vanessa continues to bark all the orders, but India loses her patience when Villain Vanessa gets a bit too high on her horse.Ms. Summer stands, face to face with Ms. Veracruz and challenges her to exert her control. When Ms. Summer speaks, the cards turn, and Samantha and Shyla take the side of the hand that feeds. India instantly assumes control. Vanessa's words mean nothing any longer, and her subsequent break down leaves her dragged through India's mud, begging to come back to the home she's always been destined for.

Maddy O'Reilly in 'Pillow Talk'

Maddy O'Reilly - Pillow Talk

What's a girl supposed to do, when her husband is out of town and she's waiting patiently for her lover to show up and give her a hot afternoon of adulterous sex If she's anything like Maddy Oreilly, she'll get started on her own, teasing her plump pink nipples and pulling her panties aside to get a finger in her eager pussy. When Rob finally arrived, Maddy was so excited, she slid off her wedding ring and pounced right on his big black cock. After flicking her tongue over the tip of his member, Maddy two-handed the shaft and sucked Rob's cock until he couldn't wait another second to get it inside her. Maddy straddled Rob on the sofa, bouncing her big white butt on his rock hard manhood, then lay on her side so he could enter from behind, and give her a taste of his truly expert lovemaking.

Shyla Jennings in 'The Business of Women Part Five: The Struggle'

Shyla Jennings - The Business of Women Part Five: The Struggle

Vanessa demands that Shyla is clear, Ms. Veracruz will instruct Shyla when she can be dominant, but only answering to her. Shyla gets it, even though it seems at times she's got a mind of her own. Shyla's testy attitude will prove resourceful on her day's assignment. Shyla is faced with the unimaginable task of bringing Samantha back to Ms. Veracruz, fresh from her stepmother's binding arms. A plan which will surely result in Ms. Summer's imminent downfall.Samantha takes the bait, she arrives as instructed by Charlotte's note posing as India. Samantha will follow India's every order, down to every detail, pouring a bath for dom. Shyla and undressing both herself and Shyla. Before long Shyla shows she will be skilled as Ms. Veracruz' undercover dom. with Samantha, following her every demand. Shyla tries being washed, but soon finds that more mouth to pussy action is what pleases her. Samantha uses her training to show Shyla why her evil stepmother has Samantha in her employ.Dominance has corrupted Shyla's mind, leading her to spill all. She alerts Samantha that she is indeed India's defiant stepdaughter. Shyla reveals team Veracruz' plan. Samantha isn't prepared to back down so easily, and confronts Shyla with and her immoral high ground, suggesting that Shyla is nothing but a naughty runaway bitch, now part of a web of ungrateful bitches who simply cannot win. Samantha owes everything to India, and won't leave her to join them. Samantha takes what India promised her, the chance to be dominant in order to save India's business. Samantha fucks Shyla back into submission, showing her how things are going to go. Shyla submits, and must confront India. To be continued...

Maddy O'Reilly in 'Magic Mike XXXL A Hardcore Parody Scene 2'

Maddy O'Reilly - Magic Mike XXXL A Hardcore Parody Scene 2

Award-Winning Director Brad Armstrong brings you a 'Ladies Night' to remember! Magic Mike, Dallas, and the rest of the boys are getting the women all Hot, Horny, and very much willing to please. Girls, we know you've been waiting for this one! And guys, don't worry... there's plenty of gorgeous women in here to make you happy too! So, tonight, do yourself a favor: Let her pick the movie!

Maddy O'Reilly in 'Buttman Toy Master'

Maddy O'Reilly - Buttman Toy Master

Auburn-haired, brown-eyed cutie Maddy O'Reilly visits John 'Buttman' Stagliano for a sensual exploration of her all-natural body and lustful soul. She shows off her shapely, fleshy butt -- with her dress tugged into her cheeks for a wedgie; twerking in a thong that forms a camel toe; and naked, outdoors. Buttman tests the depth of her crack with his nose. He torments her nipples with clothespins and wicked suction devices, one of which makes her clit throb visibly. Sucking huge dildos, Maddy's drool floods her face and body. A bejeweled metal butt plug expands her anus and Buttman captures cool ass imagery through a Lucite chair. Huge glass butt plugs plus a vibe on her clit give Maddy a howling orgasm; she sucks a plug ass-to-mouth. Soaking wet, she twerks good-bye, naked cheeks clapping.


Shyla Jennings in 'The Business of Women Part Four: Taking the Bait'

Shyla Jennings - The Business of Women Part Four: Taking the Bait

The affairs and inner workings of India's business have been weakened to a fresh vow, the vow between Ms. Summer and her sub Samantha must be solidified. Samantha must give up all control to her mistress India, and India makes it clear that the future of her business hinges on one important pact, never to be broken. Once this pact is made Samantha can get to work, learning bondage under India's expert tutelage.Meanwhile, vigilante dom. Ms. Veracruz is being chauffeured on her quest to find Shyla Jennings, Ms. Summer's runaway daughter. It's not long before Ms. Veracruz finds her and initiates her plan for seduction. Shyla is unwittingly innocent to the inner workings of Vanessa's work. Within minutes Shyla is convinced to join Ms. Veracruz against her stepmother, taking her own vow of submission to Ms. Veracruz, and relishing the idea of putting India in the most vulnerable position.Shyla's initiation begins immediately with the help of menial Abigail, who gives Shyla the ropes, showing Shyla that Vanessa is token object requiring all her doting energy. Shyla agrees to their pact, and gets started with her training immediately following her ceremonious acquisition. Ms. Veracruz peels off her constricting garments and orders her subs to show her why they live. For her pleasure.Ms. Veracruz' network proves useful, when Abigail conspires with Charlotte to set up a meeting for Vanessa's newest prot?g? Shyla that the innocent and corruptible Samantha would never think of refusing. To be continued...

Maddy O'Reilly in 'Double Black Penetration 2'

Maddy O'Reilly - Double Black Penetration 2

Super sweet, super pretty Maddy OReilly shows off her beautiful all natural body before diving into a double blowjob with two big, black cocks. Maddy can take it all, delivering some amazing deep throat action on both men. This dirty, brunette slut loves it and gags on each cock, lubing them up for the interracial 3 way action that's only going to get hotter from here. Watch as Maddy's puffy pink pussy is revealed and she deepthroats one black cock while another slides into her from behind. She is plugged at both ends and keeps the action going the whole time. This pretty slut loves to talk dirty and does the whole time, unless her mouth is full. Spitting, slapping and spanking while each cock takes its turn on her sweet pussy, pounding away. Maddy gets DP'd, hard, and loves having her pussy and ass pounded at the same time. She sure can take some big, hot loads on that pretty little face of hers.

Maddy O'Reilly in 'Rough Malpractice'

Maddy O'Reilly - Rough Malpractice

After learning his nurse Maddy Oreilly was stripping ass-naked in the examining room and giving some of his patients hand-jobs on the side for cash, Dr. Di Sergio had to step in and handle things personally. But when the Doctor tried to fire that redheaded slut, he ran into a larger headache than he expected. While Dr. De Sergio was trying to discipline Maddy, she kept putting the moves on him, using her best seduction techniques to talk the dick right out of his trousers and into her mouth. After getting his rock hard cock sucked on, Tony pulled Maddy's pants down and spanked her big round ass, then sprawled her out on the desk so he could pound her from behind.

Vicki Chase in 'Pretty Sloppy 06'

Vicki Chase - Pretty Sloppy 06

Auburn-haired Maddy O'Reilly, Latina beauty Vicki Chase and blonde superslut Jillian Janson are nasty girls in sheer white stockings and lacy lingerie. These sultry lesbians love nothing better than to gag themselves with dildos and drool wads of sloppy spit directly into each other's mouth! Each young lady takes her turn getting her asshole drilled with a fake cock ... as her girlfriends slobber with pleasure and lewdly lick her winking anus!

Maddy O'Reilly in 'Undisputed'

Maddy O'Reilly - Undisputed

Maddy O'Reilly's Ass Devours A Big Black Cock. Sultry, sensuous and possessing an ass built for sin, Maddy O'Reilly owns this interracial offering like she was born for porn. In this slice of UNDISPUTED Maddy deep throats Prince Yahshua and takes all of his big black cock in her nasty asshole. Quality whoring from a quality whore, watch.

Casey Calvert in 'Sisterly Love 2'

Casey Calvert - Sisterly Love 2

Casey finds herself unable to resist her stepsister, Shyla's advances in the aftermath of their steamy one night stand.

Maddy O'Reilly in 'Caged Ass! These girls did the crime, now they do the anal time!'

Maddy O'Reilly - Caged Ass! These girls did the crime, now they do the anal time!

Cherry Torn runs a tough system. Even her intake processing is the most brutal known. She strips her prisoners down, does a full body cavity search then leaves them in the cage until she's ready to use them. Poor Veronica Avluv has been Cherry's toy for weeks but now she has company. Hot young Maddy O'reilly gets a new inmate hazing of a life time. Cherry's prisoners do ass to mouth, get strap on fucked, eat ass off the strap on, gape and lick inside each other gape, get fisted and squirted on all over a few parking tickets and for jaywalking.

Maddy O'Reilly in 'Babysit My Ass 5'

Maddy O'Reilly - Babysit My Ass 5

Adorable butt-slut Maddy O'Reilly submits to a bare-assed spanking from director Joey Silvera before joining sultry blonde Carter Cruise and well-hung stud Xander Corvus in a nasty threesome. The girls double-team Xander's huge cock, orally worshiping his balls and bunghole. They take turns anally riding him, then slurping his greasy tool ass-to-mouth. Maddy even gets double-penetrated when Carter straps on a butt-reaming dildo! Using her tongue, Carter helps clean a mess of Xander's hot cum off of Maddy's pretty face.


Shyla Jennings in 'Sharing The Bed : Part One'

Shyla Jennings - Sharing The Bed : Part One

Shyla Jennings sits alone reading a magazine on her couch receives a phone call from her bff Samantha Rone about going to Vegas. Shyla knows she shouldn't go since its her finals, but is persuaded. Feeling excited, Shyla quickly gets ready to meet Samantha at the hotel. When they finally meet up, Samantha has news to share with Shyla...Being from a Christian family, Samantha thought it was her obligation as a friend and morally to let her know that her other friend Sasha Heart was coming on the trip, but Sasha was a lesbian. Shyla is reluctant at first, but finally caves to the situation. As Samantha leaves to go pick up her dress, Shyla is alone in the hotel room. As she ponders over the whole situation, she starts to think this whole trip was a bad idea, and should've stayed home... Her paranoia peaks as she hears the door opening the room and its Sasha...Sasha comes to sit beside Shyla introducing herself. Shyla is extremely shy and nervous, not knowing what to expect. They start talking about their pastime and what they like to do. Shyla starts to loosen up thinking it isn't so bad after all. Sasha asks if she wants to go swimming. Shyla accepts since they have to wait. Everything comes to a stop when Sasha takes off her shirt in front of Shyla. In shock, Shyla goes to undress in a room, paranoia kicks in all over again, resounding questions running through her head. What if she turns her into a lesbian, how can she do this for a whole week? But, at the same time, Shyla thinks she's cool because they have common interests ... What is she going to do?Asking Sasha to come into the bedroom, Shyla confesses she's never been around a lesbian before. Shyla's in need of answers, Sasha explains to Shyla that she is no different from another person, and the joy she gets from kissing another girl. Shyla is so interested to find out how it feels to kiss a lesbian. It's not long before Shyla's tension has dissolved. Both start to kiss like it was a natural thing to Shyla, caressing, as Sasha licking Shyla's feet as if they were natural lovers. Shyla can't help herself but cave into her inner lesbian side. Touching herself, Shyla makes herself wet and ready for Sasha's mouth. They change positions and start tribbing and rub their essence onto one another. Sasha sits on Shyla's pretty mouth and tells her to look at her while she's eating her pussy out. Her eyes are so beautiful. The more Shyla looks at her, the faster she cums. Their first time experience has been amazing. Now how will Samantha feel when she finds out?

Penny Pax in 'and Maddy Oreilly - Glory Hole'

Penny Pax - Glory Hole

Penny Pax and Maddy O'reilly pretty much wrote the book on being black cock sluts. Maddy finds herself in the middle of a lunch date when Penny calls her over to a filthy glory hole. Maddy's eyes light up when she finds out that her bff wasn't bullshitting--it's an actual glory hole where big black cocks come to play with white chicks. Maddy and Penny take turns sucking on that random black cock , and, well, that could be the end of our story and it would be good enough. However, both sluts yearn and beg for that lucky black stranger to fuck them right up their rear entry. Both asses are for the black man's taking. Can you say, " Ass to mouth"?. And that's exactly what happens--ass juice is sucked off right before the black stranger unloads his creamy goodness all over both eager sluts.

Carter Cruise in 'In House Whore'

Carter Cruise - In House Whore

Carter Cruise has got a real sick crib, with a beautiful view, great pool, and decorated like the lap of luxury. But the all-out best feature is the in-house whore waiting to satisfy any of Carter's dirty desires. Whenever Carter wants her dirty feet licked clean, she just brings them to her whore Maddy Oreilly to tongue-wash between her toes. Maddy loves getting choked, spat on, and having her asshole eaten out and stretched with big fat toys. Once she'd came, Maddy returned the favor, fucking Carter's ass with a big toy, before they sucked the cameraman's cock and shared his load. Don't miss the filthy finale as Carter gave Maddy her favorite treat and peed on her.

Ava Addams in 'Rocco's Perfect Slaves 4'

Ava Addams - Rocco's Perfect Slaves 4

Young, cutie Maddy O'Reilly is really annoyed by her older housemate: Busty bombshell Ava Addams is constantly having outrageous sex! Ava enlists her big-dicked pal Rocco Siffredi to loosen up Maddy. Before long, the Euro-stud is cramming his enormous cock down sweet Maddy's throat, and both fishnet-clad sluts are riding Rocco's dick in a nasty anal three-way. After some relentless ass fucking and kinky foot worship, the ladies share a hot load of Italian cum.

Shyla Jennings in 'Roller Coaster Me'

Shyla Jennings - Roller Coaster Me

Today Addison was being super lazy and I have been up since like 5 am waiting to go to the pier to go on the beach! Addison took her sweet time to get ready but when she got situated we went nuts out on the pier. The sand under our feet was so soothing and warm. We even did some naughty stuff on the roller coaster. I can't wait for you to see that, but when we got to the top of the ferris wheel I knew things were going to get hot. From that moment on, with the beautiful ocean and Addison's pretty little titties I could resist but make our little film take a new turn. What we got up to will just have to wait. It'll be worth it I promise!From Shyla Jennings and Addison Ryder

Maddy O'Reilly in 'Anal Buffet 10'

Maddy O'Reilly - Anal Buffet 10

Adorable, auburn-haired doll Maddy O'Reilly may look innocent, but this soft, young cutie has a secret lust for huge, hard dicks. When white stud Erik Everhard and older black cocksman Sean Michaels come over, Maddy's in heaven, kneeling to worship their throbbing shafts with her mouth. The all-natural slut rides one boner while sucking the other and enjoys a passionate double penetration. Her plump ass well fucked and gaping, Maddy gets rewarded with two creamy facials.

Shyla Jennings in '2 for the price of 1'

Shyla Jennings - 2 for the price of 1

I was on a trip with Jenna for a conference when I got horny from sitting around all day in the hotel room, just vegging out, when I had this fantasy of having my baby watch me in the tub, splashing the hot water over my perky nipples, and touching my cool skin everywhere with the soothing hot water. Well, as soon as I made it happen I knew that this was going to be one of the best orgasms I've ever had. But when Jenna showed up and scared the shit out of me. Her beautiful round ass is perfect. My fantasy just doubled in intensity. The feeling of her warm smooth body under the water made everything so much tinglier. Anyway, I wouldn't normally submit something so racy, but I thought the world just had to see how hot it is to have such a vivid imagination and how lucky we were to capture the best lesbian sex on tape. From Shyla Jennings and Jenna Sativa

Maddy O'Reilly in 'Lex Is Up Her Ass'

Maddy O'Reilly - Lex Is Up Her Ass

Auburn-haired Maddy O'Reilly wears a pink fishnet body suit; lush-lipped, freckled brunette Jodi Taylor sports tight, revealing leggings. The girls flirt, massaging their scantily clad, pale, all-natural bodies. Lex teases them with his huge boner hanging from his pants. He tears open the crotch of Jodi's leggings as the girls kiss, and they kneel to share cocksucking duties. As Jodi takes a doggie-style fuck, Maddy spits into her hairy ass crack. Maddy rides the big black cock, her fleshy cheeks bouncing. Lex alternates pounding Ms. O'Reilly's tight backdoor and her red-haired cunt; Jodi slurps Lex's flavored bone, gets her box bored out and eats Maddy's twat. After lots of shared cocksucking, spit play and boning, Lex creams Jodi and Maddy's faces, and they share cum kisses.


Maddy O'Reilly in 'Balls deep in that white girl ass!'

Maddy O'Reilly - Balls deep in that white girl ass!

Monsters Of Cock! White girls love big black dicks. Just ask Maddy Oreilly. She came here begging to be on today's update. All she wants is to be pleasured in the best way possible. Meaning a big black dick stuffed balls deep in that tight asshole. Big Moe Johnson was the right person for the job. He loves to fuck innocent petite women that want to be manhandled. He went from ass to pussy, pussy to ass. Pounding Maddy Oreilly just the way she wanted it. Then dropped a huge load in her mouth to swallow Enjoy!

Maddy O'Reilly in 'Epic Asses'

Maddy O'Reilly - Epic Asses

After Maddy O Reilly teased us with her juicy oiled ass and wet pink pussy in front of the office we rushed over and had cock in hand ready for pussy. She put her fine booty in the air as she went down swallowing all our swollen inches balls deep. Of course after holding those cheeks we got her doggy and fucked her tight pussy hard making that butt ripple away. Maddy's huge ass had us wanting to erupt inside, but we got lucky and covered that ass instead.

Maddy O'Reilly in 'Fetish Fanatic 15'

Maddy O'Reilly - Fetish Fanatic 15

When lingerie-clad cuties Maddy O'Reilly and Abella Danger get together, get ready for some lesbian fireworks! These young ladies love to spend the afternoon worshiping one another's plump, jiggling ass and hungrily lapping at each other's juicy pussy. After getting each other off in an intimate, orgasmic session of face sitting and lewd anal rimming, Abella and Maddy cuddle and share a passionate kiss.

Chloe Amour in 'Teach Me Mommy: Part Two'

Chloe Amour - Teach Me Mommy: Part Two

India Summer is on a charity mission with her step-daughter Shyla Jennings. The cute young lady has been on a steep learning curve ever since India gave Shyla her first ever lesson in seduction. Being a CEO really aids you when you need a guinea pig right away. Since India is fed up with this girl Chloe Amour from work, she decides she might be the perfect test subject for her girl on girl... on girl experiment.Later, turns out Shyla isn't quite as smooth as she thought, and Chloe isn't really feeling the moves Shyla's throwing her way, even though Chloe knows Shyla is pretty hot. When things start to heat up, Shyla lets her horniness take the front seat and India has to step in and show Shyla how it's done. Knowing Chloe will lose her shit when she discovers them, India asserts her normal power, and orchestrates some very enticing lesbian positions for Chloe and Shyla. India is sure everyone gets what they want without relinquishing an ounce of control.India lines the younger women up and uses her tongue to coax the girls closer to their orgasms. She lines them up to feed from her own pussy and soon all three are working closer to cumming for one another. Each cums screaming through their muscle shuddering orgasms. Finally India makes sure Chloe knows she used her, by instructing her to have the reports done and on her desk first thing in the morning. No beach for her.

Maddy O'Reilly in 'takes on a huge cock'

Maddy O'Reilly - takes on a huge cock

Maddy comes by with her big ass and hunger for cock. She ends up taking on every inch of prince's huge dong and loving it. She a bit shy but totally opposite when she's fucking. its GREAT! She sucks him off and takes a hard pounding on various angles until she takes his load in her mouth.

Maddy O'Reilly in 'Lil' Gaping Lesbians 07'

Maddy O'Reilly - Lil' Gaping Lesbians 07

For gorgeous redhead Rose Red Tyrell and adorable Maddy O'Reilly, the number one way to spend a horny afternoon is in a haze of lesbian bliss, licking and sucking... and making each other's asshole gape widely. Using a fat dildo, Rose Red invades Maddy's elastic anus and lovingly laps at her sphincter as it yawns open. Next, Maddy returns the anal favor, expanding the entrance to Rose's big booty and tonguing the winking hole. Who needs guys?

Maddy O'Reilly in 'Maddy Oreillys Bikini Butt'

Maddy O'Reilly - Maddy Oreillys Bikini Butt

Nothing makes Maddy Oreilly horny like spending the day chilling out by the pool, getting her juicy ass wet and ready for action. Bill Bailey came by to satisfy her carnal cravings, and after teasing him for a while with her big bikini butt, she gave him a sweet extra sloppy blowjob. He fucked her from behind until her she was cumming hard, and then it was time for the main event: some intense anal sex! Once he was done fucking her juicy ass, Maddy talked dirty, begging for his jizz until he busted a fat nut all over her pretty face!

Maddy O'Reilly in 'White girl ass fucked by black dick'

Maddy O'Reilly - White girl ass fucked by black dick

White girl Maddy O'Reilly bring's her amazing big butt by to be praised before it gets fucked. She bounces her ass before she starts giving this big dong a good sucking and finally fucking it. It turns out is an anal scene and she doesn't disappoint. She ends up taking this big cock deep and hard until she gets to play with his jizz before she swallows.


Maddy O'Reilly in 'Drill Her Ass'

Maddy O'Reilly - Drill Her Ass

Pale brunette Maddy O'Reilly has natural tits and a patch of ginger pussy fur. She shows off her fleshy cheeks for director Mike Adriano, and the anal marathon is on! Maddy deeply tongues Mike's bunghole, with dirty POV eye contact. In a blow job/two-hand job, she slurps spit and sloppy slobber bubbles coat her chin, tit, his balls and the lens. His cock goes straight up her ass. After some ass-to-mouth fellatio, a lighted speculum shows slimy pink intestinal walls in graphic close-up. Maddy squirts gummy candies and lube from her anus, and a close-up reveals a greasy rectal prolapse. Ass reaming makes her whimper and her butthole gape widely. Maddy swallows the cum Mike shoots on her face.

Shyla Jennings in 'Teach Me Mommy: Part One'

Shyla Jennings - Teach Me Mommy: Part One

India Summers is the stepmom most of us hope for. She's a hard hitting business woman who makes a lot of money so she can enjoy her luxurious life with her step-daughter Shyla Jennings. Today Shyla needs her stepmom, but India isn't used to dealing with such moods, usually she dismisses them, but today Shyla is genuinely blue. She never interrupts India's business calls. Turns out Shyla's boyfriend ditched her because she doesn't know how to have sex. India is resolved to help Shyla with her problem, after all her step-mom showed her! India shows Shyla her personal spin on seduction, and Shyla falls into her trap, just like every other person she's been with. After instructing Shyla on the basics, and giving the nubile vixen her first real orgasm, it's Shyla's turn to show her stuff. And show her stuff she does! Get ready for some of the best oral sex you've seen in ages. After multiple wet orgasms each, accompanied by intense moaning and passion, India is ready to put her stamp of approval on Shyla's new techniques. But first, she uses her manipulative nature to set up a first victim for Shyla to initiate. Wish it was me!

Maddy O'Reilly in 'in I Have a Wife'

Maddy O'Reilly - I Have A Wife

Karlo is running out of options to fix his marriage. The fire and passion is gone between them and he wants to know what's causing that or how to get it back. He takes a visit to Maddy who is a psychic. She hits the nail right on the head figuring out they haven't had sex in a long time and that she sees infidelity in the relationship. Karlo's a little worried about this but, Maddy says that it is on his end and is willing to give him a helping hand. Karlo isn't sure he should go through with this and Maddy assures him that the cards are always right.

Maddy O'Reilly in 'Big Black Cock POV'

Maddy O'Reilly - Big Black Cock POV

Maddy O'Reilly Is Hungry For Some Big Black Cock. Today she awoke and knew she had to get a big black cock in her ass, soon. From BIG BLACK COCK POV here's your chance to fuck Maddy O'Reilly and to have a big black cock while doing so. A whore for interracial anal sex, Maddy obviously loves the taste of her own ass. Watch.

Maddy O'Reilly in 'Love Is In The Air'

Maddy O'Reilly - Love Is In The Air

When her fiancé gets sucked into never-ending conversation at a friend's party, a woman lures him to the bedroom for a passionate sexual encounter.

Maddy O'Reilly in 'Yoga Butt Sluts'

Maddy O'Reilly - Yoga Butt Sluts

Cute, natural Maddy O'Reilly loosens up on a yoga mat in brief, pink stretch fabric. Athletic Mick Blue guides her through poses and postures, her shorts riding up her crack, and her limber form puts temptation in his face. He peels off her shorts to rim her butthole and sits on a pink yoga ball for a slurpy blow job/face fuck with flowing gag spit. Maddy leans over the yoga ball, and straight up her asshole goes his meat. She whimpers and her bunghole gapes as her pussy queefs. Maddy sucks cock ass-to-mouth and masturbates as Mick sodomizes her. She swallows the thick jism he blasts onto her face.

Maddy O'Reilly in 'Sex On Wheels'

Maddy O'Reilly - Sex On Wheels

Maddy Oreilly is one of the freakiest sluts on the planet, and when she goes roller-skating, it's really just an excuse to find some big cock. So when Keiran fell into her and she got a feel of his dick, it was on. She got on her knees to give him a super sloppy public blowjob, then took him back to her place so they could really turn it up a notch. She took off his roller skates so that she could lick his feet and suck his toes, and then he fucked her up against the window so that all the passers-by could see. She licked his asshole and then jerked his dick until he gave her a nice facial cumshot!

Maddy O'Reilly in 'Alien Ass Party 2'

Maddy O'Reilly - Alien Ass Party 2

Beautiful, young alien captive Maddy O'Reilly is in a trance, completely under the mental control of director Joey Silvera. He blindfolds the stunning creature, and as he films POV-style, Maddy submissively gives the director a wet, slobbery, eye-watering, deep-throat blow job. Slurping away at Joey's stiff cock, Maddy drools and gasps, playing with the long, messy strands of spit she uses to coat his shaft. Finally, she jacks out a hot load of cum, licking every drop from her fingers.


Maddy O'Reilly in 'Heat Wave'

Maddy O'Reilly - Heat Wave

Maddy's boss may be handsome and sharp as a tack, but he's so shy and reserved. She's tried everything to entice him and tease him with peeks at her stockings and bod, but so far he hasn't taken the bait. If Maddy wants to pierce the icy cool of her Mr. White's reserve, she's going to need to hike up her skirt and waggle her plump butt, or go a step further and dip one of her breasts in his mouth. Finally, Mr. White jumped on the chance to bed his secretary, and his cock stood stiffly at attention. Lying across her boss's desk, Maddy wrapped her mouth around his cock, sucking it tip to tail while she tugged the shaft. Fulfilling a fantasy she had from day one on the job, Maddy got on all fours while Chad thrust into her from behind, pulling him deeper and deeper into her. Switching things up, Maddy sat on Chad's lap, and rode his dick until her hips bucked with the blissful feeling of orgasm.

Gianna Nicole in 'Secret Desires'

Gianna Nicole - Secret Desires

Since as long as she can remember, Shyla's fantasized about enjoying a woman's touch on her body. Whenever she lays down and starts masturbating, lesbian fantasies of jumping into bed with a curvaceous, passionate woman brings her to the brink of powerful orgasms in no time. Today, while rubbing her clit through her panties, Shyla imagined a raven-haired beauty joining her on the sofa, offering up her plump butt to be rubbed, spanked, and teased. Shyla buried her face between Gianna's breasts, licking her hard nipples while sending a hand down south to finger her new lover's pussy. As she entertained even spicier fantasies, Shyla imagined laying back as Gianna rubbed her clit in tight circles while she licked up and down the lips of her pussy.

Maddy O'Reilly in 'My Pet Pornstar'

Maddy O'Reilly - My Pet Pornstar

All in all, Bill Bailey has a pretty good life. Three meals a day, a roof over his head, and the best parents in the world. But when he finds out that they've been keeping a pornstar named Maddy Oreilly in the old spare room, he can barely believe his eyes! He peeps at her through the keyhole as she rubs her tight little twat, and then grabs the key to go get a closer look. As soon as he sets foot in the door, Maddy starts begging him to give her his big cock, and Bill Bailey aims to please. She gives that dick some nice sloppy head and then goes face down and ass up for a nice deep anal dicking. Bill fucks her ass hard and then blows a huge load all over her pretty face!

Maddy O'Reilly in 'Fetish Fanatic 14'

Maddy O'Reilly - Fetish Fanatic 14

Her leg in a cast, irrepressible brunette cutie Gabriella Paltrova masturbates with fingers and a glass toy. Enter natural-bodied brunette Maddy O'Reilly in the world's porniest nurse costume. She diddles herself on the bed near resting Gabi, then wakes her with cunt fingering, glass toy fucking and pussy eating. The girls share sensual kisses and strands of spit; they fuck each other's holes with glass toys and suck them clean, ass-to-mouth and ass-to-each-other's mouth; they trade warm, deep rim jobs and sniff assholes. Maddy sucks Gabi's good foot. The toy fetish includes glass balls stuffed up buttholes and squirted out, side-by-side. (One ball gets temporarily lost in Maddy's rectum.)

Aidra Fox in 'Hot Yoga'

Aidra Fox - Hot Yoga

Every Tuesday Shyla's class meets for yoga in the park. Each week her students get better and better, but Aidra has been having some issues with her flexibility lately, and Shyla being the expert teacher she is, notices right away. But, that's not all she notices. Shyla has eyes for Aidra, and she's not shy about talking her into some private help at her house.Aidra's downward dog needs help, and Shyla knows exactly what needs help. Watch as Shyla runs her fingertips over Aidra's entire body, checking every muscle for tension. Aidra finally catches on that her yoga teacher might have something up her sleeve. The innocent teen is happy to take extra classes for extra help, but just what is Shyla hinting at? As the heat rises they start to sweat and of course when the heat rises, Shyla suggests they undress, to take advantage of an age old Yoga tradition of performing the poses in the nude! Shyla is a bit reluctant to take her clothes off but when Shyla insists she's has no reason to refuse.Before long Aidra realizes what Shyla's hinting at as she continues touching Aidra's perfect teen body with her gentle fingers and palms, Eventually Shyla and Aidra are face to face, and Shyla just can't resist reaching down and tasting Aidra's sweet teen lips. Shyla's intentions have become clear, and it seems that it's exactly what Aidra was hoping for. Shyla kisses much Aidra's soft torso with her warm mouth, and you can feel the passion blossoming and growing in Shyla's living room. Shyla is so horny for Aidra that she is practically devouring her like a sweet fresh fruit. And that's before she makes her way between Aidra's thighs to finger and suck at her beautiful shaved pussy until she has a sweet teen cum on her face. As they rearrange themselves Shyla gets her turn to get eaten out by Aidra. Shyla writhes against Aidra's cute face, telling her to suck her clit. This sends her in a wild passionate fever for more, and the screams and moans Shyla releases prove she's close to her orgasm. Within moments Aidra has given Shyla an orgasm, but she's not done yet! Aidra just can't get enough of the taste of Shyla's juicy pussy so she continues to lick at her from below in doggy, keeping her own pussy well lubricated by masturbating Shyla has another mind-blowing orgasm, and we see them make out, sharing a sweet moment of bliss before Shyla realizes she has somewhere to be.

AJ Applegate in 'Stars And Stripes And Sluts Forever'

AJ Applegate - Stars And Stripes And Sluts Forever

It's the fourth of July, and Brick Danger has finally gotten his American citizenship. So how does a big-dicked stud like him celebrate such an impressive accomplishment? By fucking two of the sexiest big booty sluts he could find, of course! AJ Applegate and Maddy O'Reilly showed up in a couple of sexy little skimpy bikinis to wash down Brick's car, and as they soaped up each other's toned bodies, they made their big butts clap to get Brick ready for action. Brick fucked both those sexy sluts' big round asses, going deep in those bubble butts while AJ and Maddy came hard all over his big cock. Finally, he unloaded a big cumshot for them to share, because there's nothing more American than fucking big butt sluts!

Maddy O'Reilly in 'Anal Inferno 03'

Maddy O'Reilly - Anal Inferno 03

Adorable, sexy Maddy O'Reilly is offering her sweet young asshole to director Mike Adriano. This all-natural temptress lets the director lovingly tongue her anus. Next, she fills her colon with a fresh enema, expelling the water into a bowl. Maddy deep-throats Mike's massive cock until her eyes tear up, slobbering on his shaft so he can pound it deep inside her gaping rectum. Sucking ass-to-mouth, Maddy gets her sphincter stretched by a speculum... and swallows a mouthful of cum.

Carmen Caliente in 'Triple Your Pleasure'

Carmen Caliente - Triple Your Pleasure

Break out the hot oils! Shyla lay down on the table today for her monthly full-body massage, and under the expert touch of her masseuse Gianna's hands, drifted off into her horniest lesbian fantasy. As real as day, she felt her towel slide off as sexy Carmen joined them at the table and pressed flesh to flesh. With four hands caressing her body and kneading the cheeks of her plump ass, Shyla's heartbeat raced. She moaned with pleasure as Carmen went down on her, licking at her clit with quick, fluttery strokes. Watch what happened next, as Carmen and Gianna peeled off their clothes and indulged in all the face-sitting and pussy-licking they could handle in this luscious lesbian threesome fantasy.


Maddy O'Reilly in 'Big booty white girl gets hard anal'

Maddy O'Reilly - Big booty white girl gets hard anal

We got a super sexy one today everybody. The beauty's name today is Maddy Oreily. When I seen her ass I started to drool. She knows exactly what angle her ass looks good in and it just happens to be all, lol. She gets pounded hard and sucks cock like she was born to do. she has that fuck me every minute and she totally said she likes it rough. So you can just imagine what is going down today on Mr. Anal

Maddy O'Reilly in 'Screaming Ass Gasms 2'

Maddy O'Reilly - Screaming Ass Gasms 2

Maddy OReilly's Ass Is Screaming For Cock. Screaming loudly too and when Maddy's ass screams Manuel Ferrara comes to the rescue. A gorgeous brunette with natural tits dressed in a see through dress and stripper heels, Maddy's hot. Cool tattoos and a cooler attitude Maddy O'Reilly satisfies......well. See her have SCREAMING ASSGASMS IN SCREAMING ASSGASMS 2. One hell of a ride.

Riley Reid in 'Rocco's Coming In America'

Riley Reid - Rocco's Coming In America

Gorgeous, young, all-natural models Maddy O'Reilly and Riley Reid are at Buttman's studio shooting a tender lesbian scene. Then who should arrive but Italian porn legend Rocco Siffredi? He takes over the scene, showing some of his groundbreaking sex techniques -- tugging at Maddy's sensitive nipples and choking her until she's in a masochistic daze of desire. He buries his face in Riley's sweet ass, and soon the adorable girls are kneeling to rim his bunghole and swallow his enormous cock. Rocco roughly manhandles these amazing sluts. They eagerly ride his giant pole and finally share a messy load of sperm.

Maddy O'Reilly in 'in Naughty Athletics'

Maddy O'Reilly - Naughty Athletics

Maddy O'Reilly has been receiving volleyball lessons from Daniel. Since it's a bit windy out Daniel is looking to postpone his current lesson, but Maddy has other ideas. Since she can't take lessons on how to spike the ball she insist that they go back to her room where Daniel could spike his cock down her pussy.

Maddy O'Reilly in 'Maddy's 2nd Anal'

Maddy O'Reilly - Maddy's 2nd Anal

For her second anal scene Maddy needed to have twice the fun. She had to visit the city's underworld to find what she was looking for: two hung stallions to pound her ass. In a sordid warehouse the beautiful Maddy unleashes her lowest desires and gets treated the way she likes. See her perfect round butt take Ramon Nomar's reputed thick cock and the oversized shaft of current performer of the year, James Deen

Maddy O'Reilly in 'First We Play'

Maddy O'Reilly - First We Play

Bruce Venture has given himself over to his woman's ample charms, allowing himself to be blindfolded and tied up by the delectable Maddy O'Reilly. This smoking hot babe has plans for her beau, and nothing will stop her from getting what she wants!After a few lightly teasing touches, Maddy works her way down Bruce's body with warm breath and soft kisses. She settles on her knees between his legs and caresses him gently before licking and gently biting her man's rock hard cock through his pants to give him a preview of things to come. Moments later she has unbuckled her guy's belt and pulled his dick out so that she can really tease him with her smiling eager mouth.Too hot to ignore her own needs, Maddy soon straddles Bruce's lap and commences a slow seductive lap dance that presses her thong-clad pussy against her beau's rock hard cock. The lace adds a new dimension of pleasure to the blindfolded Bruce, who only knows that he loves what he feels. As Maddy gets her thighs and hands involved, her beau can't help but groan in ecstasy.This cock hungry lady can't ignore her need for too long. Slipping her thong to the side, she gives herself a small treat by impaling herself on her beau's dick. Loving the way that feels, she kicks off her panties and fills her landing strip pussy to the brim with Bruce's stiff rod.Her strokes up and down remain slow and playful as she uses her man as a personal sex toy, but Bruce doesn't mind at all. He's just enjoying the knowledge that Maddy is getting hotter and wetter by the moment as her shirt comes off and her thrusts speed up.Finally willing to let the game of restraint end, Maddy unties Bruce and gasps in pleasure as he wraps his arms around her and wildly buries his face in her breasts as his hands guide her pumping hips. His seated position doesn't offer the power he craves, so he picks his woman up and carries her to a nearby table where he delivers a hard and fast pussy pounding that leaves Maddy whimpering her excitement.Flipping Maddy over, Bruce enters her doggy style and resumes his quick pace so that Maddy's generous tits bounce and swing. That's all it takes to bring Maddy off, until her hips are bucking and her whole body is pulsing with her orgasm.Moments later, Bruce reaches the edge of his own endurance and pulls out so that he can release his load all over Maddy's lush rump and thigh.

Maddy O'Reilly in 'Fetish Fanatic 13'

Maddy O'Reilly - Fetish Fanatic 13

With their pale, natural bodies adorned in matching ponytails and sling bikinis, dirty blonde Lia Lor and dirty redhead Maddy O'Reilly could be twins. Director Aiden Riley, an aficionado of colorful kinks and real lesbian play, pairs them for a long, extremely soaking session of mouth kissing, slobbery spit splashing, choking, pussy fun, foot sucking and fucking, ass tasting and massive, torrential female ejaculation. The girls caress titties and scissor. Lia sits over Maddy's face and squirts teeming blasts of girl juice all over her, then mops the drenched hardwood with Maddy's hair! Maddy slides Lia's little body around on the flooded floor.

Maddy O'Reilly in 'The Family That Lays Together'

Maddy O'Reilly - The Family That Lays Together

After his mother falls ill, a woman's (Maddy O'Reilly) obsession with becoming her stepfather's (Mark Wood) wife gives way to a twisted, illicit arrangement.


Maddy O'Reilly in 'Strap Attack 18'

Maddy O'Reilly - Strap Attack 18

Maddy O'Reilly is especially girly in a crop-top, flouncy skirt, fishnets and a tiara -- she's the Homecoming Queen! But she hates gruff boyfriend Wolf Hudson, who said she'd never win the crown. Queen Maddy dons a strap-on, and he gags on her dong as she crams his head down. She makes him spell out L-O-S-E-R with each stroke of her riding crop to his ass and balls! She fucks his asshole with the crop and her strap-on while writing 'LOSERS GET FUCKED' in marker on his back. He sucks her dong ass-to-mouth, licks her asshole and wears her tiara as she fucks him. Her Highness fingers his asshole as he jacks off and eats his cum from her tiara.

Maddy O'Reilly in 'Ass Worship 15'

Maddy O'Reilly - Ass Worship 15

Maddy OReilly Caution! Ass Demolition...Ass whore. Maddy O'Reilly is an ass whore. A natural brunette with a big round ass, Maddy starts with toys up her ass, graduates to a big cock up her ass, checks thoroughly for taste then repeats steps two and three repeatedly. From ASS WORSHIP 15 this sultry, brazen, gaping, cock monster takes it up the rear as naturally as water flows off a ducks ass. Maddy O'Reilly, ass whore extraordinary.

Maddy O'Reilly in 'Anal Perverts 02'

Maddy O'Reilly - Anal Perverts 02

Anal pervert Mike Adriano pairs cute Maddy O'Reilly (in fishnet outfit that can't contain her bubble butt) and pretty brunette Jodi Taylor (in red and black lingerie) for a spit-soaked sodomy session, and tease footage shows the girls' sexual chemistry. Mike Frenches each girl's asshole and then the other's mouth. The girls rim each other and tongue Mike's bunghole; Mike fucks their mouths and they play with stringy slobber. A marathon butt fuck makes Jodi's asshole gape for Maddie's drool and tongue, and Maddie sucks Mike's ass-flavored dick. The girls' faces get fouled with spit and spunk.

Maddy O'Reilly in 'Lex Turns Evil 02'

Maddy O'Reilly - Lex Turns Evil 02

Dirty blonde Maddy O'Reilly's tight see-through dress can't contain her meaty ass cheeks, and her collar labels her a SLAVE. A black dildo warms her up for her date with African-American pornographer Lexington Steele. When he arrives she blows him, rubbing his huge, dark dick all over her face. He fucks her doggie-style, on her back and with Maddy astride. Riding cock, she wriggles her lily-white ass and requests hard smacks. Maddy slobberingly sucks dick and licks balls, and she wallows in the spermy mess Lex sprays on her face.

Maddy O'Reilly in '1st Anal'

Maddy O'Reilly - 1st Anal

Maddy O'Reilly is so excited for her first anal sex scene. Of course so is Manual Ferrara, he is more than happy to offer his thick and hard service to Maddy tight sexy ass. She quickly spread her cheeks and is more than ready and willing to received his cock. Manual gives her some litteral deep and hard lessons in anal sex. After this ass-fucking education, Maddy wants his cum all over her cute face.

Maddy O'Reilly in 'Rear View 4'

Maddy O'Reilly - Rear View 4

Maddy OReilly Anal Who Wants To Tap This Ass? It's so nice to be appreciated and Eric Everhard is appreciated by Maddy O'Reilly for the way he fucks her ass. An all natural brunette with a big ass and a desire to be ravished, especially from behind and in the ass, Maddy is the answer to your dreams. Voluptuous and volatile Maddy is a whore not to be missed, so don't.

Maddy O'Reilly in 'Blacks On Blondes'

Maddy O'Reilly - Blacks On Blondes

We're winding down 2013 with some of the nastiest black cock sluts under the sun. Please meet Maddy O' Reilly and her killer body. Maddy is dressed in clothing that would make the most seasoned sluts blush. However, nothing else matters to her EXCEPT that she wants to please Charlie Mac and the 11 inches he's packing. Maddy lets loose by sucking on his big black cock with her amazing ass pointed directly at the sky. The worshiper of mighty black cock takes her slutiness up to level 10 as Charlie goes nuts on her tight, white pussy. Well, it USED to be tight...but that's another thing. Maddy gets then fucking of her life as Charlie doesn't give that white pussy any mercy. With each thrust Maddy's eyes gets wider and her pussy gets stretched more and more. Christmas comes early when Charlie does.....all over that pretty face of Maddy's.

Maddy O'Reilly in 'Interracial Blowbang'

Maddy O'Reilly - Interracial Blowbang

What happens when you add one dirty white girl with nearly a dozen angry black guys? Answer: you get an interracial blow bang that's completely off the charts. Maddy O'Reilly joins a huge list of white girls that are offering their oral services in order to ease the pain and suffering the black race has been facing for centuries. After an inspirational monologue by the crew, Maddy works her way down the line, teasing each big black cock before the mayhem truly begins. Maddy's mouth meets every single inch of black cock presented to her welcoming face. The gang of guys take turns treating her throat to missile after missile of militant black cock. Maddy's ordeal hits its curtain call when her beautiful face welcomes nearly a dozen cannon blasts of black gravy.


Aiden Starr in 'Orgy Masters 4'

Aiden Starr - Orgy Masters 4

More White Booty Than 3 Black Men Can Handle. Well not really, these are three of the most competent dudes in adult but there's five hotties and these whores are horny. Aiden Starr: great natural tits. Phoenix Marie; blonde bombshell. Brooklyn Chase; brunette with big natural tits. Maddy O'Reilly; sultry cock monster and Veruca James; petite anal whore. All the sluts start in silver bikinis and high heels but soon they're deep in an interracial orgy that has double penetration and more. Phoenix Marie gets DP'd as she's sucking cock (air tight) so all her holes are plugged with cock except her ears. How many times do three black cocks go into five white cunts?

Maddy O'Reilly in 'and Bill Bailey in My Sisters Hot Friend'

Maddy O'Reilly - My Sisters Hot Friend

Maddy is awaiting Bill to to take her to the airport when she finally hears a knock at the door. Bill asks why his sister wasn't the one to see her off since they are best friends. Maddy tells Bill that his sister has her finals for school and couldn't make it. Maddy is ready to go but, Bill tells her she has loads of time and that they should just relax in the house. Bill has had a crush on Maddy for a while, he realizes that she won't be coming back for some time and this is his last chance to let her know how he feels! When he tells her she lets him know that she had a crush on him too though, she never did anything about it because she didn't want it to be a weird situation around his sister. Well, his sister isn't around, and she's leaving for the semester! They skip to the courtship and get straight down to business!

Cassie Laine in 'Again'

Cassie Laine - Again

Delicate, creamy, and soft to the touch, Cassie Laine's skin is as inviting and sultry as silk sheets. It's raining out, so she's collapsed onto the sofa with her lover Shyla Jennings for an erotic encounter. A delicious shiver of sexual energy passes between these lesbians with every touch of skin on skin. Watch Shyla nuzzle herself into the crack between Cassie's legs, and treat her lover to the most satisfying vagina orgasms.

Maddy O'Reilly in 'and Jessy Jones  in My Sisters Hot Friend'

Maddy O'Reilly - My Sisters Hot Friend

There's a terrible earthquake while Maddy O'Reilly is over at her friend's house and she runs to the nearest safe place she knows of....her friend's brother's arms. She feels so safe in his embrace after such a horrifying incident yet so happy that he was there to comfort her. She wants to show him just how thankful she is for his protection the only way she knows how, by riding his dick.

Maddy O'Reilly in 'Maddy OReilly Gets The Brother Load 1st Interracial'

Maddy O'Reilly - Maddy OReilly Gets The Brother Load 1st Interracial

Maddy OReilly Gets The Brother Load 1st Interracial. Look at Maddy's pictures, she's beautiful. This brunette hottie is also a crowd pleaser. In a scene from THE BROTHER LOAD 5 Maddy starts with Prince Yahshua's cock down her throat then, as she's getting fucked, she tells Prince "don't stop", "don't stop fucking me", "I love that cock". Maddy O'Reilly likes it hard. Check out the part when Prince is choking her neck while fucking her as hard as he can and Maddy loves it! After Prince nuts the Brother Loaders enter. Five black dicks to service is not daunting for our super whore and soon her face is covered in the brother's loads. Like I said, a real crowd pleaser. Do not miss out on Maddy O'Reilly.

Bridgette B in 'Manuel Ferrara Gangbanged By A Pornstar Army'

Bridgette B - Manuel Ferrara Gangbanged By A Pornstar Army

This is every guys dream, one guy and a half dozen fine ass sluts and the whores all want the one dick. There's ass eating, pussy licking, cunt fucking, ass banging, face sitting, cum swapping and facials. All this group sex performed by absolute hotties. Bridgette B, Anikka Albrite, Riley Reid, Remy LaCroix, Ashley Fires, Maddy O'Reilly, Christie Stevens and six more super sluts. This is every guys dream but only one guy proves he has what it takes, Manny's that guy. Live vicariously through Manuel Ferrara and life is good

Maddy O'Reilly in 'My Sisters Hot Friend'

Maddy O'Reilly - My Sisters Hot Friend

Maddy and Marie are on their bicycles riding over to Danny's house to meet up with his sister. The speedy duo runs right into the back of Danny's leg while he's walking home. Sitting on the ground with his pants torn and his knee in pain he tells the speed demons that his sister is not even home. They help Danny up and walk him home to tend to his knee. While Danny is still angry at them for nearly breaking his leg, they ask if there's anything they can do to help and with his sister gone their imaginations run wild. The pain from Danny's knee has just moved to his dick and the tight little pussies of these natural beauties is just the cure!

Maddy O'Reilly in 'Spandex Loads 7'

Maddy O'Reilly - Spandex Loads 7

Clothing company CEO Kevin Moore does a test shoot with young photo model Maddy O'Reilly, showcasing her perfect, round ass in various styles of form-fitting spandex leggings. Wearing high heels, Maddy arches her back to accentuate every curve of her all-natural body, and soon Kevin is rubbing his stiff dick between her Lycra-clad buns. The aspiring slut wraps her lips around his boner, servicing her employer with a slurpy POV-style blow job, then gets on all fours for a doggie-style fuck. Several changes of outfit later, this fashionable, well-fucked girl kneels for a messy cum facial.


Maddy O'Reilly in 'Tongue In Cheek'

Maddy O'Reilly - Tongue In Cheek

Mature personal trainer Kendra Lust gives adorable, young Maddy O'Reilly a lesson in stretching and proper posture. These sultry, glamorous ladies are packed into form-fitting spandex, their shapely bottoms outlined as they share a sensuous workout. Next they put on wicked platform pumps, and Kendra eagerly massages the young girl's soft butt cheeks before burying her face in Maddy's juicy ass. Maddy probes the busty brunette MILF's anus with her tongue. They enjoy a lewd session of butt licking pleasure and slippery, well-oiled ass grinding.

Riley Reid in 'Going Rough on the Muff'

Riley Reid - Going Rough on the Muff

Whenever Riley Reid gets into one of her nympho moods, one partner isn't enough to satisfy her cravings for the deepest, hardest fucking possible. She calls over Keiran to join in all the naughty fun banging her big-booty fuck buddy Maddy O'Reilly on the sofa. Face-sitting, finger-fucking, cock gagging, these hot babes don't leave anything out in their hot threesome, captured in all its HD porn glory!

Cassie Laine in 'In Her Groove'

Cassie Laine - In Her Groove

Imagine Cassie and Shyla are two glossy haired, medieval, princesses closeted away in some castle keep. Relaxing after a hard day of royal duties, a soothing backrub escalates into; panties sliding down satin cheeks, amidst a flurry of soft kisses on curvaceous globes. Mmmm! What a gorgeous ass, thinks Shyla as she drags her tongue down the dusky cleft. Toe licking that erupts into playful giggles and laughter quickly turns seductive as Shyla bends her head between Cassie's spread legs to softly kiss and suck her royal clit

Jada Stevens in 'Locker Room Hijinks'

Jada Stevens - Locker Room Hijinks

Jake loves spying on the cheerleaders in the locker room. Those perky little tits bouncing as they pull on their sexy uniforms! But when Jada, Kennedy, and Maddy catch the peeping tom in the act, they decide to strip him down and show him just how their pussies taste!

Maddy O'Reilly in 'Tanlines 03'

Maddy O'Reilly - Tanlines 03

Super-sweet, young Maddy O'Reilly is a sun worshiper; her skin is a light caramel hue, but flawlessly pale inside her bikini tan lines. This gorgeous slut teases director Kevin Moore's camera, peeling out of her bathing suit and spreading tanning oil all over her glistening skin. Kevin films POV-style as Maddy wraps her lips around his hard boner and slurps hungrily. She straddles his dick and rides, then lures him indoors; he slides his prick inside her hairless pussy, fucking her from the rear. After a hard dicking, Maddy gets her tan-lined ass decorated further with some hot splooge.

Shyla Jennings in 'Little Inferno'

Shyla Jennings - Little Inferno

Shyla Jennings finally makes her solo debut on Babes.com. All the water in the world couldn't put out these flames.

Kirsten Price in 'I Dont Need A Babysitter'

Kirsten Price - I Dont Need A Babysitter

Maddy is psyched that her parents are going out of town for the weekend, until she finds out that dyke Kirsten across the street is going to be keeping an eye on her! At first Kirsten is a real bitch, making her clean and scrub the bathroom, but then Maddy realizes the advantages to having a hot sexy lesbian in her shower...

Francesca Le in 'Facial Vi0lation 2'

Francesca Le - Facial Vi0lation 2

Suburban pornographer Mark Wood is shooting some sexy photos with big-assed blonde beauty Anikka Albrite. She starts giving him some attitude, so Mark's dominant wife, Francesca Le, teaches the bratty model a lesson - shoving her fingers down Anikka's throat and making her swallow Mark's huge, throbbing cock while he films the slutty action POV-style. Francesca pinches the poor girl's nose shut, yanks her by the hair and stretches Anikka's lips wide to shove her hubby's meat to the back of her throat. After a wet, nasty facial violation, Anikka takes a messy cum load in her open mouth.


Maddy O'Reilly in 'Suck Balls 3'

Maddy O'Reilly - Suck Balls 3

Gorgeous, all-natural Maddy O'Reilly is a glamorous, young slut with an insatiable hunger for hard cocks and swollen ball bags. This slender, sensuous dicksucker goes right to work on director Jonni Darkko's raging boner, giving him a lewd POV-style blowjob with plenty of nasty ball-sucking action. Maddy deep-throats the director's meat with professional skill and wetly slurps on his testicles, gagging with submissive delight. She kneels and buzzes her pussy with a vibrating wand as Jonni splatters her pretty face with hot, messy sperm; already dripping goo, the beautiful girl sucks out the last drops of Jonni's cum.

Maddy O'Reilly in 'and Johnny Castle in Naughty Rich Girls'

Maddy O'Reilly - Naughty Rich Girls

Dainty little rich girl Maddy O'Reilly is going on a blind date with a friend of a friend, but when he shows up dressed down all casual and dirty from his motorcycle ride, she's appalled. When he goes to the bathroom to clean himself up, she desperately calls her friend back and tells her that she's scared for her life. But when he cleans up well, Maddy's pleasantly surprised ... but it's too bad Johnny heard the spoiled, ungrateful rich girl's conversation with her friend, because now wants to bounce out! But Maddy pleads for him to stay ... by getting on her little rich knees and hands and sucking his dick! Turns out she's dirtier than he is ... especially with a faceful of cum!

Maddy O'Reilly in 'Obedience School Part 1'

Maddy O'Reilly - Obedience School Part 1

Auburn-haired girl-next-door Maddie O'Reilly sends her husband to work. Out shopping, she feels she's being watched. Later, an intruder breaks into her home, spies her as she sleeps in thong panties, then binds and blindfolds her in a closet. He touches her with a knife, thrusts his cock into her face ... and she's into it. Maddie promises to be good and gives up control through choking, spanking and a hard fuck. 'Tell me I'm dirty,' she whimpers, and he jerks off on her face. The intruder is her husband, and Maddie calls this, 'the best role play ever.'

Maddy O'Reilly in 'Wet Food 4'

Maddy O'Reilly - Wet Food 4

Dolled up in a pink bikini with matching high-heeled pumps, stunning Maddy O'Reilly masturbates with a vibrating wand, getting warmed up for a nasty party with nine of her closest male friends. There's nothing this adorable slut enjoys more than wet, slobbery blow jobs! Soon Maddy is surrounded by a crowd of enormous, throbbing cocks; the guys take turns brutally fucking her pretty face, making her gag and drool; smearing her make-up into a sloppy mess. After this nasty deep-throat party, the gorgeous girl kneels for a series of cum facials that leave her dripping with spit and gooey sperm.

Maddy O'Reilly in 'Sticky And Sweet'

Maddy O'Reilly - Sticky And Sweet

Dressed in matching black lingerie, Maddy O'Reilly and Natalia Star exchange a lingering kiss over their man Giovanni Francesco. Giovanni is content to watch as both of his women flirt and tease each other above him, slowly removing their matching lingerie until they are both nude.Rising to his knees, Giovanni switches places with Maddy. He positions himself so that Maddy can kiss his erection as she lies on the bed, and so that Natalia can join in the fun by leaning over from above. The two girls take their time worshipping their man's hard cock, sucking and licking.Soon, the lovers reposition themselves so that the pleasure they are generating is distributed equally among all three of them. Maddy remains on her back with her face buried in Natalia's warm juicy pussy and Giovanni's dick deep inside Maddy's tight sheath. As Maddy grows closer to her climax, Natalia drops to her hands and knees beside her friend to tease Maddy's hard nipples with her mouth. Giovanni follows suit, sliding down his belly and using his tongue to eagerly lap at Maddy's tender nub and send her falling over the edge.Natalia climbs to her hands and knees to present her luscious ass to Giovanni. He takes her invitation, sinking into her plush warmth and thrusting with long sure strokes. As Maddy recovers, she is eager to take part in her lover's pleasure. She reaches out to fondle Natalia's tender clitoris, inching steadily closer until she can suckle her friend's big breasts as well. With such devoted attention, Natalia is soon moaning and gasping her ecstasy.The trio takes a moment to catch their breaths and reposition themselves before things heat up again. Starting at Natalia's sensitive feet, Maddy begins kissing her way up her friend's body. She doesn't get very far before Giovanni takes advantage of her open position and anchors her hips so that he can slide into her warm wet channel.Stymied in her climb up her friend's body, Maddy reaches forward to slide a finger into Natalia's tight twat while Natalie takes charge of her own pleasure, massaging her clitoris as she watches her lovers move together.After a second body-shaking orgasm, Maddy finally reaches her goal of nuzzling and licking her friend's weeping pussy. Giovanni is ready to help Natalia cum again, lying down on the bed so that his woman can crawl on top of him and slide down so that they come together in reverse missionary style. Maddy is there to help both of her lovers feel incredible, licking Giovanni's balls as he thrusts in and out of Natalia's warmth, and then massaging her friend's hanging tits as Natalia climaxes again. Satisfied twice over, the girls fixate all of their attention on helping their man cum. They help Giovanni to his knees and take turns sucking and pumping his pulsing erection until he is on the edge of ecstasy. With a few quick flicks of her wrist, Maddy helps him finally achieve his climax all over Natalia's ample bosom. Never one to let a delicious treat go to waste, Maddy leans forward to lick Giovanni's essence from her friend's chest. When she has lapped her sticky treat up, the two girls exchange a long kiss as they share their man's flavor.

Nina James in 'Garden Party'

Nina James - Garden Party

Welcome to the Garden Party. Grab a chair, relax, and take a load off. The entertainment will begin shortly.

Maddy O'Reilly in 'My Amazing Girlfriend'

Maddy O'Reilly - My Amazing Girlfriend

Maddy O'Reilly is intent on giving her new boyfriend Johnny Castle an afternoon to remember. Dressed in sheer lacy lingerie, she gets things started with a hot, intimate blowjob. Things ratchet up a notch as Maddy removes her filmy bra and brings her tits together to rub her man's cock in the valley of her cleavage before taking him back between her plush eager lips.When Maddy stands and turns around to allow her guy to remove her panties, she shows him that she's not done teasing yet by bending forward and allowing him to slide his erection through the split in her luscious ass before he buries himself deep in her welcoming heat.The lovers soon shift to doggy style with Maddy supporting herself on the coffee table. As Maddy grows closer to her ultimate culmination, though, they return to the couch so that she can ride her man while maintaining intimate sensual eye contact as her orgasm pulses through her.When she has taken a few moments to recover, Maddy lays herself out beside Johnny and resumes her interrupted blowjob. Under such a pleasurable assault, Johnny cannot last much longer before emptying himself into Maddy's waiting mouth. She swallows every drop of her man's essence, taking her time licking her fingers and lips with a contented smile.

Maddy O'Reilly in 'The Kinky Cafe'

Maddy O'Reilly - The Kinky Cafe

Hot girl locked inside a kinky cafe and sexually dominated.


Cassandra Nix in 'Snail Trails'

Cassandra Nix - Snail Trails

When sexy, young girls play together, there's no telling what nasty mischief they'll get into! Slender, all-natural beauties Cassandra Nix and Maddy O'Reilly, dressed in seductive bras and panties, kiss passionately; the gorgeous lesbian lovers lick each other's perfect tits and finger their sensitive pussies. Dipping into a vat of sticky lube, they coat each other with the stringy, clear goop and inject their pretty twats with the sloppy mess. Slathered in slime, they indulge in an intimate session of Sapphic lust. Finally, Cassandra and Maddy swap mouthfuls of girl glaze and grind their slick pussies to climax.

Maddy O'Reilly in 'The Hooker Experience'

Maddy O'Reilly - The Hooker Experience

Young stunner Maddy O'Reilly is a brand new call girl nervously easing into professional escorting. When a respected out-of-town client lures her with the promise of a large payday, the beautiful rookie agrees to schedule a discreet meeting at his hotel room. At his request, Maddy wears red lipstick, high heels and sexy lingerie that emphasizes her adorable, all-naturally petite figure. She leans back and spreads her thighs, stroking her pretty pussy, then sensuously sucks her customer's hard boner. Soon Maddy's riding his stiff dick in several positions, then kneeling to receive a hot cum facial.

Maddy O'Reilly in 'Playing Footsies In The Girls Room'

Maddy O'Reilly - Playing Footsies In The Girls Room

Two cute co-ed's seduce teacher with their sweaty socks and feet and end up in a kinky threesome with feet, wet soles, fucking and a 4 foot foot job!

Maddy O'Reilly in 'All I Want'

Maddy O'Reilly - All I Want

Maddy O'Reilly has waited in just a sheer bra and panties all day for Marco Rivera to come home, and now that he's here she's intent on seduction.Dropping to her knees in front of her man, Maddy helps him out of his shirt and pants and then leans forward without breaking eye contact to lick her way up Marco's long erection. Settling in for a long, thorough exploration of her man's cock with her mouth, Maddy alternates between sucking and licking at her man's penis in an amazing blow job. As Marco nears the end of his endurance, Maddy stands up and slips out of her panties so that she can climb atop her man's erection and sliding him home into her tight wet sheath. She rides him slowly, bending down to kiss him before guiding his hand up to cup her sensitive breasts.Climbing off of her stud, Maddy takes a moment to re-lubricate her man's cock with her mouth before she mounts him again reverse cowgirl style. After a few hard thrusts, Maddy switches places with Marco, positioning on herself on her hands and knees with her ass high up in the air as a supplication to her man to take her. Marco pushes himself into Maddy's luscious warmth, but then pulls out and kneels down so that he can eat his woman out from behind.As Maddy moans and writhes in pleasure from her man's ministrations, Marco once again rises to his feet and takes her doggy style. The action is fast and furious as Marco pounds in and out of Maddy's pussy.The passion between this couple truly ignites as Marco leans forward while he thrusts to kiss passionately at Maddy's neck and back. Maddy responds instantly, moaning and whimpering at the seduction.When her orgasm is nearly upon her, Maddy turns over to lie on her back so that she can make eye contact with Marco while he pushes her over that last little cliff. Her climax rocks through her, and she moans and quakes as pleasure overcomes her.The moment Maddy stops shaking from her pleasure, Marco reaches the end of his endurance and pulls out so that he can cum all over his lover's slender belly. Sated, the lovers come together for one last kiss as they bask in the afterglow of their encounter.

Maddy O'Reilly in 'and Mick Blue in My Friend's Hot Girl'

Maddy O'Reilly - My Friend's Hot Girl

Mick comes over to his friend's house to find his friend's girlfriend doing a sexy webcam show. Maddy's boyfriend doesn't know about it, and Mick gets to sit and watch if he doesn't say anything. But he gets more than he bargains for when he whips out his cock.

Maddy O'Reilly in 'Strap Attack 17'

Maddy O'Reilly - Strap Attack 17

Trim, all-natural Maddy O'Reilly challenges skinny boyfriend Kade to a pole dancing competition. After his predictable defeat, Maddy decides to add to his humiliation by making him eat her asshole, worship her spiked heel... and take her strap-on dildo up his wimpy butt! This kinky, young beauty licks Kade's pucker and works a fat vibrator up his rectum while he strokes his dork with his trembling hand. Soon Maddy's corn-holing his tight bottom and jacking hot semen out of his shaft; she scoops up his goo, coats her fake cock with it and makes her bitch-boy suck it clean!

Maddy O'Reilly in 'Hardcore'

Maddy O'Reilly - Hardcore

Petite sex fiend Maddy Oreilly warms up her tight pussy with her fingers before an intensely passionate fuck on her hands and knees


Maddy O'Reilly in 'Maddy OReilly Likes Cum Before Coffee'

Maddy O'Reilly - Maddy OReilly Likes Cum Before Coffee

Maddy O'Reilly Likes Cum Before Coffee. From BED HEAD AND MORNING SEX here's a portrait of a girl who'd rather wake to a cock in her mouth than the smell of fresh coffee. Maddy O'Reilly, a teenager of ill repute, no sooner than upon awakening dives on the first dick she sees, good girl.

Dana Vespoli in 'Slutty and Sluttier 17'

Dana Vespoli - Slutty and Sluttier 17

Petite, fashionable Maddy O'Reilly finds herself watching a hard-core video and getting hot and bothered. In walks stunning brunette Dana Vespoli, who immediately dominates young Maddy: bending her over the couch, exploring her pretty pussy, smothering the sweet girl's pretty face with her shapely ass. The ladies are joined by well-hung businessman Steve Holmes; he grabs Maddy by the hair, shoving his huge cock down her throat. Dana orally pleasures the brown-haired beauty. Maddy rides Steve's hard pole and sucks his shaft directly from Dana's flavorful asshole. When he finishes, Maddy laps his spunky load off of Dana's butt.

Maddy O'Reilly in 'Maddy OReilly, Tanya Tate Kitten Vs Cougar'

Maddy O'Reilly - Maddy OReilly, Tanya Tate Kitten Vs Cougar

Maddy OReilly, Tanya Tate Kitten Vs Cougar. Tanya Tate's the cougar, Maddy O'Reilly's the kitten and the cock is Michael Stefano in this slice of COUGARS, KITTENS & COCK 2. A three way volcanic in it's execution and gifted by Maddy O'Reilly an incredible whore in training. Hot stuff.

Maddy O'Reilly in 'My Sisters Hot Friend'

Maddy O'Reilly - My Sisters Hot Friend

Maddy O'Reilly is supposed to watch a movie with her friend, but she's nowhere in sight. When her friend's brother comes over looking for his sister, Maddy tells him that she ditched her, so he should stick around and watch the movie with her. But she's more interested in making a movie with Giovanni ... the kind that involves a sloppy blowjob and good pussy-eating!

Maddy O'Reilly in 'G Spot O Face'

Maddy O'Reilly - G Spot O Face

Sexy, brainy Maddy is the undefeated Wurdzz championship winner. This year's tournament is off to a rocky start when she suspects Johnny, another contestant, of smuggling letter tiles in. Furious, Maddy demands Johnny be strip-searched. He agrees to it, claiming he has nothing to hide - except his giant dick.

Maddy O'Reilly in 'Nothing is Hard Enough for Maddy O'Reily......Until Today'

Maddy O'Reilly - Nothing is Hard Enough for Maddy O'Reily......Until Today

James Deen sticks his cock deep in Princess Donna's ass and shoves it right down their slut for the day, Maddy O'Reily's, throat.

Dani Jensen in 'Can I Have My Birthday Cock'

Dani Jensen - Can I Have My Birthday Cock

It's Shyla's birthday and all she wants is some good hard cock. She decides to indulge her fantasy by masturbating to some hetero porn. When her girlfriend Dani catches her in the act, she's appalled. However, her revulsion quickly turns into a compulsion - a compulsion to fuck Shyla good and rotten that is!

Maddy O'Reilly in 'Sexy Maddy OReilly Hard Pussy Pounding'

Maddy O'Reilly - Sexy Maddy OReilly Hard Pussy Pounding

Sexy Maddy O'Reilly Hard Pussy Pounding. Born to be bad. Maddy O'Reilly may still be a teenager but this glamorous brunette dwells on the dark side for sure. In this filthy fraction of YOUNG AND GLAMOROUS 3 check out Maddy's natural body and watch how well this slut sucks dick. A star in the making, Maddy O'Reilly


Maddy O'Reilly in 'Ryan's Teen Slut'

Maddy O'Reilly - Ryan's Teen Slut

There's only two things on Maddy's mind, school and cock. She comes over to the Madison's knowing that she could get pounded by Ryan's hard dick and gets exactly what she wanted. Ryan fucks her teen twat until she keeps cumming on his cock and leaves her with two loads of cum deep inside her warm pussy.

Maddy O'Reilly in 'Crack Fuckers'

Maddy O'Reilly - Crack Fuckers

Adorably petite redhead Maddy O'Reilly is dolled up in high heels and a tight white dress that hugs the curves of her cute, little booty. Maddy teases the camera, wiggling her soft buttocks until director Kevin Moore is totally aroused. Kneeling on the bed, this gorgeous young lady sensuously sucks his hard dick, oils up her ass and lets the director slide his erection between those round, firm buns. Finally the beautiful slut lies facedown on the bed; Kevin humps her rear groove until he spurts a load of cum right into the sexy cleft of Maddy's butt!

Maddy O'Reilly in 'Naughty Bookworms'

Maddy O'Reilly - Naughty Bookworms

Art student Maddy Oreilly leaves her sketchbook in the classroom, and when she goes back to retrieve it, she finds her teacher flipping through it. He tells her that her drawings of the male anatomy are incorrect -- she's got the sizing all off. Professor Glide whips out his giant cock to show petite Maddy the real deal! She thanks him for the lesson by sucking his giant cock and letting him stuff it in her pussy until he blasts a load in her mouth! Art is beautiful.

Mercedes Lynn in 'Toying Around'

Mercedes Lynn - Toying Around

I've got two beautiful friends with me here today. The sexy and gorgeous Danni Daniels, and the cute and petite Shyla Jennings. We went to my favorite adult emporium today to pick up some toys to fuck around with. We ended up with a couple interesting vibrators and a nice realistic looking cock. We took that shit back to my place and got busy! Danni has some of the best tits I have EVER seen before, they are just outright mind

Maddy O'Reilly in 'Sex Tape 5'

Maddy O'Reilly - Sex Tape 5

We frequently get some nice amateur submissions on a weekly basis. Yeah the majority that's sent to us is usually sub-par, but the few that are good we throw up on the site. Every now and then, however, we'll get a killer video; an instant classic. I got a submission in the mail a few days ago; a DVD labeled 'Sex Tape #5'. Being burn out on amateur submissions, and not so impressed with the naming/presentation, I set it aside. To be honest, I wasn't even going to bother with it, but let me tell you, thank GOD I did!! This video has to be the hottest amateur sex tape we've ever received. The DVD had multiple footage on it. The guy playing with his girl in their hot tube, getting ready to go out on the town. The shit gets magma hot though when he wakes her up with one hell of a good morning, followed by some amazing sex. Who ever this girl is, her man better put a ring on that finger! Her moaning alone is enough to make you bust a nut. Other than this guy's girl, the only other thing I keep thinking of is the fact that it's called Sex Tape #5. Where are the other videos at?!?! PLEASE SEND THEM IN!!!