February 2009
Better than a female slut
Meet Alessandro, I mean, Alessandra! The new shemale in town who believes that she can satisfy a cock more than an average female slut! Angered by her statement, the FFS (Federation of Female Sluts) told Alessandra to show proof that she can do better than them. With no hesitation the tranny showed a video tape of her sexual experience a couple of days ago with a guy. After seeing the whole clip everyone was stunned and decided to make Alessandra their leader! The video begins with the ladyboy stroking the guy's cock while her tits were being licked like ice cream. After a few minutes they had an exchange of hard oral and anal sex that left both of them drowning in so much cum!
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Crys Riding A Fat Cock
Brunette hottie Crys loves to hang around the lobby of a new hotel just down the street from her apartment, being in the center of town there is always a huge amount of businessmen looking to have one night stands and Crys being the sex fiend that she is is always up for a one night stand! One night stands to Crys mean that she gets to have a stunning fuck with a different man every night and the best part about that is that each and every penis feels amazingly different deep inside her tight asshole!
Crys went to the hotel lobby last Friday night looking for someone to spend the night with and when she saw Damien she knew that he was the one she wanted to feel inside her tight asshole! The shadow of his fat cock inside his tight slacks was enough for her to know, and walking over to him she put her hand on his upper thigh and asked if he’d ever fucked a chick with a penis. It was obvious that Damien was shocked but he didn’t seem that shocked because taking her hand he led her up to his room and proceeded to fuck the hell out of her tight butt!
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MILF and a Tranny MILF
Two MILF sluts, one is a tranny, have been good friends for several years now. They have fucked tons of guys already but still they're out for plenty more. One night while both of them were getting ready to go clubbing the tranny MILF suddenly felt aroused when she saw her friend naked. Her cock suddenly grew so big it became hard to hide. She thought it was going to be an awkward moment but she found out that her friend was hungry for her as well! So without talking they just decided to stay home and have hardcore sex! The ladyboy pumped the slut's ass really hard and kept on going until she can't pump anymore! When she got tired she received a rough deep throat blowjob and in return she gave her friend a nasty pussy licking! It went on and on even when they're already covered in cum, now that's what friends are for!
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Alan Pounding Twink Butt
Alan couldn’t stop thinking about the last party he went to over at Marcus’s apartment, he’d hooked up with one of the hottest twinks he’d ever met and every moment since he’d been reliving every moment of feeling that tight twink’s asshole around his throbbing penis! Unable to get a thrill like it since Alan made his way over to Marcus’s apartment on Friday in hopes that he’d be throwing another one of his crazy parties and luckily for him he was.
Walking in to Marcus’s apartment Alan couldn’t believe it, there were twice as many people than there were last time he was there and all of them looked so appetizing he couldn’t pick just one to drag up to one of the bedrooms for some fun! It was then that Alan saw Davis in the corner of the room looking a little nervous at the amount of people around him, smiling Alan grabbed hold of Davis’ hand and dragged him upstairs to an empty bedroom. Davis didn’t seem so nervous once they got upstairs and stripping naked he got on all fours and begged for Alan to slide his throbbing penis in to his tight asshole!
Tranny Orgy
This lucky ladyboy got was looking for some fun, and ended up getting more than she expected! She was walking around the club, looking for some hot studs to meet, and came across this man, who obviously looked like he had a large package. After, a few minutes of flirting that tranny realized that this guy came to the club with a hot date. Angry at the guy, the tranny tried to leave the place. However, the guy's hot date stopped that ladyboy and told her that they were not a couple, but a pair of bi-sexuals who were looking for a tranny to have a threesome with. And since that tranny had both what they wanted, which was a cock and huge breasts, that tranny agreed and went home with them. That ladyboy just had an awesome night fucking that stud's ass, while getting fucked by a strap-on dildo at the other end!
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Hanging Out – 3pm
Anne, Margaret, and Tony have been friends forever, even back when Margaret was still Mark. Getting that operation didn't change their friendship, if anything, it strengthened it! And what's more is that it opened new vistas of curiosity for the group of friends, especially when Anne and Tony found themselves strangely attracted to Margaret! Before you knew it, their daily hang outs at 3pm turned into great fuckfests with these horny friends eating each other up! A cock in a pussy, ass or mouth, these three friends explored each other every 3pm!
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It’s Worth It!
This brunette chick has just broke up with her boyfriend and now that she's free she would like to try out new things! After going out with a couple of guys she realized that she was still bored with her life! She almost gave up but when she met a hot shemale slut in a club her life was back on track. They had a short conversation and the tranny began rubbing her tits. The girl was shocked when she was turned on by it so she decided to invite the shemale to her apartment to find out if having sex with her would be fulfilling. She received a heavy ass pounding from the tranny that she never felt before. It was a joyful moment and to show her appreciation she sucked the tranny's cock and drank the jizz. Up to now she still craves for a shemale cock to bang her holes!
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Claudia’s Fat Cock
Sexy Claudia with her flat stomach and her perky titties is a real nympho and if she can’t get her hands on a fat cock to play with she’s perfectly contented to play with her own throbbing shecock! Ever since she was old enough to know about sex she knew she was different and not just because she had a fat dick between her legs but because no matter how much her boyfriends fucked her she was always ready and begging for more as soon as her boyfriend came! Claudia’s appetite for sex always ended up ruining her relationships because men could never provide her with what she needed and she always ended up cheating on her men just to get her fix.
Check out these photos of Claudia on a night in when she couldn’t find someone to take care of her needs! Sexy blonde Claudia doesn’t mind staying in to play with herself though because just the sight of her fat penis is enough to turn her on and she could stay in bed all day with that curvy throbbing cock in her hand. Watch as Claudia strokes her thick shecock until she just can’t take it anymore!
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Chinny – Back Again

After a short absence, we saw Chinny back working at her bar in Nana the other day. So we figured what better occasion to put up her other photo set here at Ladyboy Crush? Like all good galleries, this one ends in a very sticky mess!
Claudio Sucking Penis
Sexy stud Claudio was just getting ready for bed and as he lay there with his penis in his hand it was as though his newest fuck buddy knew it because as soon as he slid his hand down his penis shaft the telephone rang. Billy was downstairs in the lobby and wanting to come up and have a little fun, Claudio was never one to say no to a stunning fucking so he buzzed him upstairs. When Billy walked in and saw Claudio laying on the bed wearing just a tiny robe he felt his cock stand to attention immediately.
Billy didn’t waste anytime in stripping off and jumping on to the bed, Claudio leaned over and grabbing hold of Billy’s dick he slipped it between his warm wet lips. Feeling Claudio’s lips around his cock Billy felt his cock getting harder and he begged Claudio to fuck his tight asshole. Not wanting to disappoint Claudio flipped Billy over to all fours and leaning over him he rammed his throbbing dick deep in to his tight asshole. Billy gasped as he felt Claudio inside him and pushing back he begged him to fuck harder and faster.
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