Boffing The Babysitter 26 (2021)

Charles Dera is interviewing a new babysitter, Chloe Cherry. He's impressed with her references, so she seems perfect for the job. Chloe asks where Charles' wife is, and he admits that he's divorced. He tries to change the subject to something more cheerful by saying that someone as pretty as Chloe must have a boyfriend. However, Chloe says that she's still single. This gives Charles an idea, and he hints that he would love to spoil a hot girl like her. Chloe says that Charles is a naughty man... and she LIKES naughty men, so she gladly shows him her pussy, and then rides his cock!

Van Wylde needs a new employee for his babysitting company. He interviews Raven Right for the job. She has previous babysitting experience, so she seems like a good candidate. But just to be sure, he needs to ask further questions. He describes several different scenarios, asking her how she would react. From the way Raven answers the questions, it's clear that she is patient and has an open mind. So far, so good. Just to be sure he's going to like working with her, he has one more test: He takes out his cock, and asks Raven what she's going to do about THIS scenario right now. So she demonstrates on him, first with her mouth, then with her pussy!

Kyler Quinn is a babysitter. She is talking on the phone, telling a friend about what her job is like. She especially likes that her current client, Mike Mancini, is really hot... and he's single. He hasn't flirted with her yet, though. However, it looks like Kyler is in luck today, because shortly after the phone call, Mike comes in and asks her if she'd like to stay overnight. Kyler says that she likes to cuddle, and asks if that would be okay. He moves closer to her, and then Kyler adds that she would really like to fuck him. Mike is fine with that as well, so she sucks his cock, and then lets him pound it into her pussy!

Harlow West is a babysitter. Her client, Steve Holmes, offers to drive her home. However, Harlow says that she has a question first: how does a girl know that what she's doing is pleasing to a man? She doesn't want to disappoint her boyfriend during sex, you see. Steve is surprised, because he sure wasn't expecting that kind of question. He wonders why Harlow doesn't ask her friends instead, but she says that her friends are all more experienced than her and she doesn't want to seem uncool. Steve agrees to help her out, so he explains how to read her partner's reactions, and gives her some tips on how to give a good handjob. Harlow says that an actual demonstration will make this easier to understand, so Steve helpfully takes out his cock so she can practice touching it with her hand, and then her mouth. And that's just the first lesson..