Latest updates featuring Callie Calypso

Callie Calypso - Callie craving

Callie Calypso - Cum Fiesta

27th May - Calli's friend gave her the address for the fiesta with very few details of what to expect. Upon arrival, she was greeted by Jmac who glanced over Callie's amazing body and then asked for the password. She showed her perfect perky tits and access was granted. Once inside, Callie sensually stripped and then twerked. Jmac worshipped her nice round booty and then stuffed her pretty mouth with his hard schlong. Soon after getting his knob slobbed, Jmac fucked Callie's tight little pussy in multiple position and from various angles. Callie had the pleasure of experiencing countless orgasms and a load on her pretty face. ...Read More
Harley Dean - Party titties

Harley Dean - InTheVip

13th May - Harley rounded up the ladies for a hot night at the club. She brought along some of our favorites which were known to spice up the night. The panty-less bottoms were easy to spot since all skirts were hiked way up. The ladies loved showing us a good time. Jmac and Ralph were there for the ladies to feed off of, and they did just that. As the night went on, the horniness went into overdrive. The ladies lined up behind each other and hit up pussy town while a couple others went down cock street. The party was in full force, as the tits and ass were popping to the beats. The girls were swapped by the guys while the others had some of their own fun. Some of them had a pussy rubbing contest. We're pretty sure they all won that round. It was great to see some many smiles with tits and asses. The girls had come out to have some fun, and the guys came all over them, so everybody left the club thrilled. ...Read More
Callie Calypso - Deep sea dick

Callie Calypso - CaptainStabbin

10th May - Callie came on our boat voyage looking very sexy in a bikini top and some tiny tight shorts. Her ass was looking awesome, and she shook it all over the boat for us. Once out in the water, Callie undressed and revealed her luscious body. She got all oiled up and sucked that cock like a champ. It was so hot to watch Callie's juicy ass bounce all over, as she got her pussy pounded. Then Callie got that cock in her asshole for some ass ramming anal. She got her pussy and asshole drilled and got man juice in her mouth. Not surprisingly, Callie swallowed it all down. After the fucking, they jumped in the water to go snorkeling. Tony sneaked back on the boat while Callie was shaking her juicy rump in the water, and the guys took off and left her behind. ...Read More

Abbi Roads - Top notch pussy

Abbi Roads - InTheVip

15th April - The party cruised into the club and took over the VIP section. They were showing ass all the way there. These girls had some serious booty to show for sure. They started dancing, which in the VIP means shaking some ass and lifting up some skirts. They all took some hand fulls of ass and tits to get each other all warmed up. Abbi and her sexy mate stripped down and went to town on each other. The guys followed in and got a tease of their own. After the girls got a taste of pussy, they developed a hunger for some cock. At one point they all bent over in a row and took it from behind one after another. The guys got a work out of a life time because these girl put it on them like never before. This party was a straight up sex orgy with some cum hungry vixens. ...Read More
Tammy Tyler - Easy teasy

Tammy Tyler - InTheVip

4th March - The crew rolled deep in the stretched limo all the while we let loose. They piled out and gave some previews to what the night had in store. We found out who wasn't wearing panties real fast, as the skirts got pushed up. The asses were shaking and bouncing while the beats dropped. The girls couldn't keep their hands off each other, so tits were popped out everywhere. Tammy and a couple other girls started licking their lips for some real action. The guys got ready, as the girls got them rock hard. Pussies were licked and opened with the meat sticks. The night wouldn't end without some cum on a face or two because our parties have it all. ...Read More
Callie Calypso - Cocked callie

Callie Calypso - Teens Love Huge Cocks

22nd February - If you don't know who Callie Calypso is, you will after you've watch this wild and highly entertaining video of her. She was full of passion, fantasy and imagination. Her personality was all about getting fucked and and worshiping the cock. If there was a hardcore sex dream, it would consist of her big smile, sexy eyes, and tight body. Not only did Callie have the look, she had the mind to make any man very happy. She seemed determined to fuck every man that walked the face of the earth, even though her mind my have changed after Chris pounded her ridiculously. Callie gave a sloppy wet blow job, loved the fingers in her ass, and squirted. If that wasn't enough, she talked real dirty and slurped up every drop of cum. Callie still looked very hungry even after the amount of cock she took from Chris, which is amazing. ...Read More
Callie Calypso - Callies coochie

Callie Calypso - We Live Together

23rd January - Callie was waiting for Nikki to get home, so they could go to a party. But once Nikki arrived, she was too tired from work and needed a rejuvenating leg and foot massage. The gals undressed to reveal their super sexy bodies. They had it all: nice tits, slim waists and big booties. Callie began by rubbing Nikki's feet and sexy thighs. After a while, Callie started rubbing her pussy onto Nikki's pussy, and they both got super turned on. They turned into an all-out sex romp where they licked each others wet pussies and assholes. It was another beautiful day of living together. ...Read More
Callie Calypso - Ready for action

Callie Calypso - Monster Curves

27th July - Callie was dragging Bruno all over the mall on one of her many shopping sprees, and he desperately called me up to save him from the dizzying nightmare. I got to the mall and finally tracked them down. Bruno was ready to call it quits, but thankfully Callie was nice enough to give him a well deserved break. We got back to the house, and Callie rewarded him by being frisky and stripping down. Her curvaceous ass bounced around and hypnotized Bruno. Turns out, a great way to revitalize Bruno after a whole day of shopping is with a hot chick that has monster curves. Callie woke the beast from within Bruno, and he caught his second wind. Her bodacious body got him to switch it into high gear and made her cum until she shivered. ...Read More
Natalie Lust - Lustful night

Natalie Lust - InTheVip

11th June - I think the ladies felt real comfortable at the this new hot spot, or maybe they were just really fucking horny. Knowing our crew, they were in fact really horny. They were on a mission to fuck one another and most of them did just that. It was an all out buffet of hot ass with a side of cock and balls. They didn't even get undressed, and they were 69ing each other. Once Jmac saw this, he just pulled his cock out and pointed it at the nearest girl. It was game on at that point. Within minutes, it was an all out orgy. Legs were getting tossed in the air, as pussies got spread wide open. The few girls that weren't hungry for the buffet settled for tits bouncing and ass shaking, but they were still making the party just as live. At one point, the girls were on all fours in a row with their booties pushed up for Jmac to dive deep inside them. One by one, he filled them up. As they got their fill and orgasmed, he moved on from one girl to the next. Jmac fucked one girl so good, she released a nice squirt of excitement that only made this party even better. Jmac got his chance to return the stream of cum on the ladies too. There's really nothing like a group of chicks kneeling before you waiting for your to jizz all over them. ...Read More

Chrissy Greene - Anal attention

Chrissy Greene - Monster Curves

1st June - Chrissy and Callie, two fun loving girls, are hanging out with Tony. While waiting for Jmac to return from the store with some party favors the girls get to know each other a little better. They show off what they got, two big beautiful asses and four luscious tits. They start licking each others pussies to reveal Chrissys hairy bush and Callies shaved and scrumptious delight. Jmac sneaks in while the two are going at it. Its Callies first time having anal sex, so with the toys Jmac brings the girls soon have dildos in their asses. Before long a two girl bj starts and is followed by plenty of sex. Chrissy starts it off, taking it in her pussy while Callie licks around. Then Callie breaks her anal cherry while Chrissy masturbates. Jmac eventually explodes all over Callies ass and Chrissys face and tits. ...Read More
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Maddy O'Reilly - Anal Avenue Sluts 02

Maddy O'Reilly - Anal Avenue Sluts 02

8th April - 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. ...Read More
Callie Calypso - Deep Anal Drilling 6

Callie Calypso - Deep Anal Drilling 6

30th December - Callie Calypso Wants To Prove She Is A Willing Anal Slut. With a lithe body, natural tits and a hankering for anal sex, Callie Calypso has got everything a good whore needs to satisfy. Taking Chris Stroke's cock down her throat or up her ass this super slut just digs sex and it shows. From DEEP ANAL DRILLING 6 comes a brunette who's aspirations include sucking the cock straight out of her asshole. Just what the doctor ordered, watch. ...Read More
Callie Calypso - Stretching Out Callie's sweet asshole.

Callie Calypso - Mr. Anal

5th December - Callie Calypso comes by to get her sexy ass pounded hard. She started warming up with some of her toys. She gets double penetrated with her massive toy until she gets a massive orgasm. She gives the stud a good sucking before her ass swallows it deep from various angles until she makes him cum all over her face and mouth. ...Read More

Callie Calypso in Naughty Office

Callie Calypso - Naughty Office

21st November - Callie Calypso may seem like a good girl at work but she's really really dirty and she sets out to prove this to her co-worker. Callie throws of her clothes and starts banging her co-worker on her desk to prove what a dirty girl she can be. ...Read More
Callie Calypso in Naughty Rich Girls

Callie Calypso - Naughty Rich Girls

6th November - Johnny is a vacuum salesman trying to get Callie to purchase the NA 5000. She's not buying his sales pitch because she has her own staff that cleans her house. Johnny gives it one last go and tells Callie that it can such better than anything on the market right now. It appears that Callie has some talents of her own that can put this vacuum to shame. ...Read More
Callie Calypso - All Things Anal 02

Callie Calypso - All Things Anal 02

4th August - Lithe brunette Callie Calypso, 22, comes from Fort Lauderdale, which she claims has 'all the biggest sluts, the dirtiest and the horniest.' She flaunts her trim body in a pink string bikini; director Mike Adriano shoots tease footage. He eats her holes and sucks her natural tits. Callie's shaved, tight pussy creams his thick cock, and she makes eye contact with the camera as Mike shoots POV-style. Greasy anal plowing makes her groan and gasp; she spreads and pulls her legs back, anus gaping. Her ass fills the screen in a POV butt fuck and her anus presses out lube. Mike delivers a manhandling butt fuck and Callie deep-throats ass-to-mouth before swallowing cum in reverie. ...Read More
Callie Calypso - Big Dick Vocal Coach

Callie Calypso - Teens Like It Big

12th July - Callie Calypso has been training for the big show coming up, and despite her trainer's best efforts, she just can't seem to hit those high notes. Desperate for a way to save the show and his reputation, Callie's instructor calls an old rival: Johnny Sins, big dick vocal coach. Johnny has unconventional methods, using his fat cock to entice the high notes out of Callie's pretty mouth, but there's no denying he gets results. First, he has her lube up her instrument by giving him some nice sloppy head, and then he fucks her tight teen pussy until she's cumming hard. But like any true musician knows, the only real way to hit the high notes is by taking a cock up your ass, so Callie spreads her lovely ass cheeks and takes Johnny's big dick balls deep in her tight asshole! ...Read More
Callie Calypso - Alien Ass Party

Callie Calypso - Alien Ass Party

13th June - Sex can be an otherworldly experience... Sweating through brief workout clothes, athletic brunette Callie Calypso fascinates stud Jessy Jones. Suddenly the natural-bodied cutie wants to strip. She kneels by the pool and avidly sucks his big cock with her pierced tongue. He grips her hair to fuck her face. Inside, he massages her shaved pussy and they play with vibes and butt plugs. Jessy drives his dork up the cutie's adorable butt as she buzzes off with her vibrator. It's twisting, choking sodomy. He pile-drives her greased asshole, making it gape prettily. Her butt bounces on his prick and she loves ass-to-mouth flavor. Callie sucks balls; he floods her face and mouth with hot semen. ...Read More
Callie Calypso - Curing Callies Cock Cravings

Callie Calypso - Teens Like It Big

15th March - Callie Calypso isn't your typical teen slut. Her cock cravings are so intense that all she seems to do with her time these days is paint pictures of big dicks all day. Her parents are concerned about her, so they called the one and only Mick Blue, big dick therapist. Mick can tell right away that Callie has a highly acute case of Big Dick Deficiency, a very serious condition indeed. Mick knows there's only one cure for a case of BDD that bad: take one fat cock rectally, and repeat as necessary! As soon as Callie lays eyes on Mick's huge member, she starts sucking, stroking, and generally worshiping the dick she's been craving for oh so long. After Callie gives Mick a nice deepthroat blowjob, she goes face down and ass up to take that fat cock deep in her asshole. Before long she's begging for his cum, and Mick is happy to oblige her. Just another day on the job for Mick Blue, big dick therapist. ...Read More

Callie Calypso - Sex For Breakfast

Callie Calypso - Sex For Breakfast

20th December - Callie Calypso is planning on spoiling Ryan with a nice hearty breakfast immediately followed by a sloppy blow job and a good, hard fucking. Naturally, Ryan takes her up on her offer and takes her grocery shopping then heads home for some eggs, bacon, bloody mary's and a nice wet pussy. ...Read More
Callie Calypso - Ass For Days

Callie Calypso - Teen Curves

2nd December - The best way to describe Callie Calypso is her amazingly juicy phat ass that would drive anyone crazy. Callie is just one of those girls you see out on the street with a nice bubble butt that you're just DYING to fuck. Luckily for you, the Skeet team got this little hottie to show us her hula hooping skills and then we busted that pussy wide open! This girl is fucking wild. The kind of girl you don't take home to mom but you just fucking destroy her pussy every weekend and make her do some of the dirtiest shit you can imagine cuz she would be down. What a freak! Love this teen. ...Read More
Callie Calypso - Im Bored As Fuck!

Callie Calypso - POV Life

27th November - Callie Calypso is a newb in porn whom I was lucky enough to run into recently around Miami. She told me she was ”bored as fuck” and there's only one way to cure boredom in my book. Yep, that's right, give her the ”D” and she'll be happy! This teen has a great ass and I think we need to bring her back for some big booty fun on TeenCurves. What do you guys think? ...Read More
Holly Halston, Callie Calypso and Bruno Dickemz in My First Sex Teacher

Callie Calypso - My First Sex Teacher

13th September - Holly Halston is a great teacher. What makes her so great is that she's able to tell when her student's are having issues. She's noticed that her best student, Callie, has had her grades slip lately. Callie confesses to Holly that she's been distracted since her boyfriend broke up with her because she couldn't satisfy him in bed. Well, Holly has sucked a few dicks in her days and tutors Callie on how to satisfy a man by having her practice on a dildo. Bruno accidentally walks in on this after school lesson and Holly decides that she could use his cock to help Callie learn how to fuck. Just watching her two hot students fuck gets Holly wet and she soon strips of her skirt and joins in for a hot teacher/student/student threesome. ...Read More
Callie Calypso - Callie Calypso Has Ass!

Callie Calypso - Ass Parade

9th September - This week's AssParade update is starring the sexy Callie Calypso and she brought her sweet ass with her. It is a real pleasure to see a white girl with such a sweet ass. Brick Danger was amazed and couldn't wait to attack that ass. When it was time, Brick bent her over and licked her juicy pussy. Making it drip in moisture. Brick took his cock out and banged Callie Calypso good. She took the dick in many position. Moaning with every stroke of that big dick. Enjoy! ...Read More
Callie Calypso - Pussy Looks Great From the Back!

Callie Calypso - Back Room Facials

31st August - Callie Calypso! Wow! This sexy brunette is someone to keep an eye out for. Her sexy body is all natural. No plastic here. Callie Calypso has big tits, a juicy ass and a thick pussy that looks great from all angles. Mirko loves fucking fresh pussy. He definitely took advantage of this situation. Fucking Callie Calypso good. Leaving her with a face full of cum. Enjoy! ...Read More

Callie Calypso - Sexy Amateur Brunette Gives Awesome Handjob

Callie Calypso - Tugjobs

12th August - Let me tell you something about Callie Calipso; she's mad cute, absolutely sexy, and she loves dick. Wait till you see her amazing body and how she tugs away at Brick Danger's cock like a woman gone mad. You definitely don't want to miss this one. When you're done watching this week's Tug Jobs you will want one yourself. Enjoy ...Read More
Rilynn Rae - Lesbians Love To Lick Wet Pussy

Rilynn Rae - Party of 3

1st August - Nadia Capri, Callie Calypso and Rilynn Rae link up for another Lesbian non-stop action update. All three of these ladies are gorgeouus and ready to lick pussy. They waste no time at all! These girls know what they like and have one thing in common. They love, Pussy! ...Read More
Callie Calypso - Brunette Rubs Her Thick Pussy!

Callie Calypso - BangBros Angels

30th July - Callie Calypso is a sexy brunette with a sexy all natural body. Nice perky tits, a juicy ass, and a thick pussy. This babe pleasures herself on the couch. Moaning as she plays with her fat pussy. Enjoy! ...Read More
Callie Calypso - Blow My Brains!

Callie Calypso - BlowJob Fridays

26th July - Callie Calypso is a sexy brunette with a nice pair of lips. Perfect for today's update of BlowJobFridays. She's here to suck did and suck it good. Brian Omally got the best dick-sucking of his life. It was so good eat licked the pussy while getting head. Enjoy ...Read More
Callie Calypso and Levi Cash in My Sisters Hot Friend

Callie Calypso - My Sisters Hot Friend

24th July - Levi's getting married tomorrow, but when he sees his sister's friend Callie Calypso in a bikini in their pool, he decides it's time for one last fling before making a commitment. She's in town for his wedding, and he's known her forever, but damn how she's grown up! Her nice natural tits and juicy ass get him all riled up, and when they both admit that they each had a crush on one another, it's go time! Levi's dick gets hard as a rock in an instant, and he warms her up by eating her ass and pussy poolside, then takes her inside and bangs the hell out of her while nobody's home! What a way to go out! ...Read More