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…

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…

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…

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…

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…

Alli Rae wasn’t expecting to be asked to babysit Ryan Ryder, after all he’s a grown man who should be able to look after himself! Ryan’s just coming off of…

After bedtime, naughty babysitter Alina Lopez has the house to herself, letting her snoop into the affairs of sexy DILF Stirling Cooper. Alina’s been trying to attract his eye ever…

Iris is bored babysitting for the Sullivans, but when the couple returns from their dinner, she stimulates herself with Mr. Sullivan while Mrs. Sullivan gets ready for bed.

Lillith Shayton is a very responsible teen who always takes all her babysitting jobs very seriously. When hot MILF Alexis Fawx decided to start dating again and find herself a…

Sweet babysitter Nicole is jumpy, so when she starts hearing noises when she’s babysitting alone, she calls Kyle to come home right away. Kyle arrives to find Nicole cowering by…

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…

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…

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…

Keisha has been babysitting for Bill Bailey’s ex wife, so when he goes over to pick up his little ones and finds Keisha there instead, he’s not a happy camper!…

Madison is babysitting for Marie and Johnny’s kid and Marie is running late. When Johnny gets home and Madison tells him about Marie’s lateness, he’s sure she’s cheating on him…

Phoenix Marie is babysitting for her friend John Strong, who only has one rule: no concerts. But Phoenix doesn’t see the harm in letting the ladies go to one little…

Gina can’t believe how cheap Keiran is. After spending her entire night babysitting, he can only cough up 10 bucks! Gina tells him straight up it isn’t good enough, and…

Rhiannon is a new babysitter in town who provides a surprising range of services. While babysitting and tutoring seem obvious choices, Danny can’t believe his eyes when he sees “blow…

Jessy is a married man, but that has never stopped him from fucking around. His wife is well aware of his addiction to random women and has tried everything to…

Quinn decides to take a little break and hone up on her studies while on her latest babysitting gig for Mr. Lee. When Keiran drops home for lunch, he sees…

Victoria Cakes has hired Kenzie Reeves to babysit for her because she wants to head out for a hot date, which is long overdue. However, Kenzie has invited her boyfriend,…

When Aria Alexander took a gig babysitting for a hunky single dad, she could only dream it would lead to the hottest sex of her life. When Rob came home…