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Archive for May, 2010

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Pink Penetration

31 May 2010


Ice penetrates her ass with a curved glass sex toy! Wearing sexy lingerie and a bikini thong Ice caresses her Ladyboy bulge. After teasing her nipples and you Ice makes sure to deliver on all her promises and slides the toy deep inside her stretched asshole.
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Glittery Oiled Blowjob

28 May 2010




Ladyboy Alis is on her knees in the shower for a blowjob! Her body is shiny, all covered with oil. This helps beautiful Alis stroke cock, sucking wildly as she jacks it off into her waiting hungry mouth.
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Glittery Oiled Bikini

27 May 2010


Ladyboy Alis oils up and impales her asshole on a 12″ dildo! Alis's glittery bikini doesn't stay on long as she douses herself with slippery babyoil. Every sweet crevice is smooth and accessible, ready for any wild fantasy. Bracing herself against the shower wall Alis squats on the dildo until it almost splits her sexy ass in half!
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Pop My Cherry Bareback

23 May 2010




It's been a few weeks since Vickee was last fucked so her asshole is good and tight. Vickee's excited since it will be just like when she first popped her Ladyboy cherry! Vickee gives an amazing blowjob, making the cock slick with her spit. Climbing on top Vickee bounces up and down bareback, enjoying the pleasureful pain of her ass fucking.
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Pop My Cherry

22 May 2010


It's been a few weeks since Vickee last had sex and her asshole is good and tight. She's excited to have her ass penetrated, since it will feel the same way as when she popped her anal cherry! Biting her lip in pleasure Vickee relives her first cum spurting anal experience.
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Hung Girlfriend Bareback

16 May 2010




Sweet Ladyboy Oil's sundress raises to expose her big hard cock and winking asshole! Oil readies her asshole with a glass dildo as she sucks a hard cock. Oil is horny and ready now, yearning for a bareback penetration. With her legs high Oil relishes every inch until sperm shoots all over her pretty anus.
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Anne – Ample Cleavage

13 May 2010


You probably have heard the old saying that more than a mouthful of titty is a waste, right? Well, if that saying is true, then Anne is one wasteful ladyboy. She’s got enough tits to serve up mouthfuls to me, you, and a couple of other fellows all at the same time.

Anne is looking incredibly passable in this set. I’m liking the way that black dress clings to her, and the cleavage showin’ cutout is rockin’. She’s a bad girl, wearing nary a thing under her dress. Which is good for us, because that gives us a stellar view of her fuckable ass and delicious looking cock.

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Donny’s Shemale Fantasy

13 May 2010

VIP Tranny

Donny had been trying to start up his own business for a while now, he didn’t have much as far as start up funds go but he was a hell of a painter and he already had a few clients lined up and ready to have him drop by to paint their houses. Soon enough word of mouth started to spread and Donny started getting more and more clients. One day last week a new client dropped in to see if Donny would be interested in painting her new house as well as giving her an added bonus.

Donny had never even seen a transsexual in person but when she slid her hand over his dick he couldn’t resist her. Donny smiled at her and told her that he was sure they could work out a deal for painting her house. He didn’t have to say anything else because she was already on her knees and sliding his ramrod between her lips. As she mouth penetrated him her plump transsexual ramrod started to get bigger and harder and Donny couldn’t take his eyes off it until finally she dropped her panties and bent over his desk with her ass spread.

See more gorgeous trannys at VIP Tranny!

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Sam Gets Tricked

11 May 2010

Studs Fun

Sam was relatively new to the tech company he was working for but so far he really liked the job. He got to wear his jeans on the job and he got to pay calls to some really marvelous and fuck starved women who were stranded at home and needed his help getting their computers up and running. His first week he’d come home with three fuck starved women’s telephone numbers and had been chased out of one house by an angry boyfriend already! Then at the beginning of this week things took a glamorous strange turn.

Sam answered a call and when he got to the condo he found two women waiting for him outside the door. They escourted him in to the condo and started pulling at his belt and rubbing his stomach and Sam couldn’t help but rub his hand over their breasts. Then he noticed something strange, he noticed stubble and their milk wagons felt strange but by the time he realized that they were fuck addicted cross dressing angels he was already meaty and his ramrod ached for some kind of action. The hotties were more than willing to help him as they teased his weenie through his jeans!

See more guys getting tricked at Chaps Fun!

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Rock Concert Bareback

11 May 2010




Ladyboy Vickee is barebacked after Thai rock concert! Dressed in a micro black mini skirt and black boots Vickee plays out her fantasy of sneaking in a band members hotel room to get her ass pounded! Vickee literally gets the shit fucked out of her in this wild barebacking session. And she loves every second of it!!!
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