shemale

John wants to hire Kimber James as his babysitter, but first he needs to understand what a transsexual is. The only way Kimber knows how to explain that she's a shemale is to show ...

Victoria Di Prada has a new teacher, a hot man who's never been with a tranny before. He's curious, and just can't keep his hands off of this hot Latina shemale. Giving in to his ...

Holly Sweet is always prepared when her tutor shows up at home for some extra credit assignments! Holly's teacher has a thick dick that she just loves to suck and fuck- he gapes her ...

Ryder Monroe is a senior member of her cheerleading squad, and she's worried about being cut as the new girls come pouring in. So Ryder works it out with her coach that she'll suck ...

Diamond Dixon is a great babysitter and they use her all over town. Little do the wives know that she fucks their husbands after every shift! These guys can't get enough of her tight ...

Super excited about her boyfriend's championship win, this sexy shemale can't wait to get out of her cheerleader outfit and fuck him for all she's worth! Teasing him with her huge ...

Promising he'll be a perfect gentleman, and never rat her out to his wife, this dad gets his way and gets to have sex with his shemale babysitter. It's their first time together, so ...

If you lick her ass, Khloe Hart will do anything you want. Now you get to watch her man lick her ass while stroking off her cock at the same time. In turn, Khloe gets hard as she ...

Natalie Foxxx was worried about getting cut from the cheerleading squad. so when her coach pulled her aside, Natalie determined to show him exactly how many great cheerleader talents ...

This John has always had a thing for bringing strong women to their knees. When he meets sexy tranny hooker Foxxy, he knows he's met his match! She spends lots of time on her knees, ...

The dad that babysitter Paris works for is a real tool. But that just makes her want him even more. After getting everyone settled into bed for the night, this live in nanny heads to ...

Gianna Rivera gets the ultimate shemale fantasy cum to life when she's gangbanged by her boyfriend, his gay boss, and her secret lover! They all walk in on her servicing cock, her ...

Aubrey doesn't know why she's been hired to babysit two legal aged brothers, but her paycheck makes it worth it. But these boys are more interested in banging her than in being ...

Tattooed Foxxy is a fan favorite tranny. Her tits are super natural looking and Foxxy likes for her cock to be referred to as her clit. She definitely gets off on ass sex, so watch ...

Tattooed hottie Aubrey Kate slowly introduces her new lover to the whole concept of her being a shemale. They've talked about it enough, but he's still not ready to play with her ...

This is the first time Aubrey Kate is babysitting for this couple and the husband is going over the rules but somehow his face lands on Aubrey's cock! he throats her down while she ...

Kylie Maria showed up a little too early for her babysitting appointment and she walked in on the guy that hired her sleeping. He took one look at her hard nipples peeking through ...

This crew of trannies is so hot you are going to have a hard time picking a favorite. Jane Marie is definitely up there on the fan fave list. It's no wonder why. She's hot as fuck ...

Yup, this hot bitch is a tranny. Bet you wish your girlfriend was this fly. Well at least you can watch this hottie suck some cock then take it up the ass as she strokes herself and ...

Jane Marie has been politely turning the dad down every time he comes home asking for sex because she's afraid she'll get fired when he finds out his nanny is a tranny. After ...

Juliette Stray is on the verge of getting fired when the man she babysits for says "put out or get out". She's been sucking his dick for days, so often that she wears her hair in ...

Even though Vaniity only has to babysit on the weekends, her boss has her live in the house full time. Because he has needs beyond someone taking care of his boys, and Vaniity's ...

As part of his gay conversion therapy, this guy started hiring tranny hookers to broaden his sexual scope. Getting his dick sucked by sexy Eva Lin is a start, but nothing beats a ...

Honey Foxxx has never been in such nice digs before. Usually her John's hide who they are, but not this wealthy patron! he admits he's never been with a tranny before, but he's a ...