Morgan Bailey is enjoying a break while they’re down for a nap, until dad comes out and starts rubbing her shoulders. This tranny babysitter knows what he wants, and she’s…

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…

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…

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…

When it comes time for Kimberly’s annual evaluation, the dad calls her in from the pool and asks her to perform some special care-taking skills. Whipping out his dick, this…

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…

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…

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 she…

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…

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…

Usually it’s the transsexual hottie getting used in all her holes by a hot guy. But Johanna B takes her feminism to a whole new level. This tranny cheerleader uses…

Carmen Moore is supposed to be working on her English, but she and her tutor can’t help but find other uses for her mouth! Sucking her teacher’s cock gets her…

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…

After her arrival to her new nanny position, the boss runs down all the expectations he has. Among them, Alexis Lissa needs to understand, is her sexual availability to him…

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…

When the teacher’s assistant offers to give Astrid Shay a little help with her chemistry homework, after school, she knows what he really wants! She catches him staring at her…

Paris is sent to the principal’s office for rumors she was sucking cock at school. Though the rumors are true, the principal asks for a personal demonstration. Sucking the principal’s…

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…

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…

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…

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…

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…

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…

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…

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…

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…