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…

Kim Bella always wondered why she was still required to work even after the dad came home. But this naughty babysitter soon came to understand. He wanted to bang her…

Honey Foxxx has spent a long night babysitting but she’s always down to get her transexual dick sucked! This dude loves her cock and she fucks him right there in…

Yasmine Lee may not understand a lot of English, but she definitely gets it when her boss starts to flirt with her! The whole reason he hired her as a…

Danielle Foxxx is a hot tranny MILF who’s bi-sexual babysitter has asked for a raise. Danielle will give him a raise, that’s for sure. This super busy pornstar treats her…

Babysitting a rockstar is more work than it seems. Keeping a grown man in line, and on time, is almost a thankless job. But this Tranny has it made! Her…

No one knows that this cure teen is a tranny except the dad of the house. And he only found out when things progressed from a blowjob here and there…

The Tranny Nanny agent inspects each shemale that walks through his door for sexual virility, and a willingness to perform on demand. He’s a lot more thorough and generous than…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…