Jill Kassidy gets bored while babysitting, so she wanders around the house looking for fun stuff to do. When looking inside a closet, she finds her lady boss's wedding dress and can't help but try it on. Suddenly, her boss Donnie finds her and threatens to tell his fiancée, so now Jill will have to make it up to him in order to keep it a secret.
Bootylicious babysitter Willow Ryder likes her boss’ house so much that she decides to break in when nobody’s home. The naughty gal enjoys the comfortable couch and also washes her hot body in the place’s amazing bathtub. When she decides to take a nap, she overhears someone coming in, so she rushes to the kitchen window half-naked to escape. Unfortunately, she gets stuck with her ass facing the house’s kitchen, and Peter, her boss, catc...
Charity Crawford is the epitome of the wholesome and hot girl next door you dream about doing nasty things to. Charity gets a babysitting job call from Mr. Kovac who is also the owner of a swank hotel on the strip. She decides to live up to her name and provide a charitable service for her friends who need jobs there. This absolutely smoking hot girl with a gorgeous face and slender well toned body is sitting on his bed as Mr. Kovac comes in to pay her. She...
Maxie Mellow has been working as a babysitter for Dr. GI Joey and his wife for a while, and she’s been yearning for the doctor to have sex with her. One day, Maxie goes to his office pretending to be sick so he can check on her. As Dr. Gi Joey feels her, he starts to get aroused as well, the perfect chance for Maxie to make her move and have his pussy pounded by her favorite doctor.
Anna Claire Clouds and Lily Starfire are surprised to run into each other at an interview for a babysitting job. Although the two of them got hot and heavy at their college mixer, they didn’t expect to run into each other so soon OR have to compete with each other over a job. Determined to seduce family-man Mick Blue, the two women flirt with Mick in the hopes of winning the gig. However, once his wife leaves it&...
Lulu Chu’s babysitting job is not going well. She’s looking after Crhis’ kids, a couple of spoiled brats who keep making messes and breaking stuff. When Chris comes home to find everything upside down, he decides to teach Lulu a lesson on babysitting. Chris spanks Lulu’s bootylicious ass and feeds her with cock, the kind of discipline that turns Lulu on.
Gi Joey is interviewing babysitters for his family when he runs into Sawyer, a sexy girl with a naughty attitude. Joey hires her and decides to monitor her through the security camera. He soon discovers that Sawyer is going through the family’s stuff, finding the wife’s sex toy and playing with it. Joey interrupts her while she is masturbating in the shower. He promises he will keep it a secret and not fire Sawyer as long as she plays with his new boss instead.
Innocent babysitter Jade Kimiko learns that her client, Peter, is part of the modeling world. She wants to break into the industry and seeks Peter’s help. Peter thinks he can help Jade make her dreams come true, but he will need to see some more commitment from her. Jade is amazed at the size of Peter’s cock when he whips it out, but stroking it makes her feel horny, and now getting to join the modeling world is just a bonus to riding his dick.
When Peter requests a babysitter from the agency he’s happy to discover they sent Skyla Sun. As they talk Skyla gets a text message that makes her very upset, turns out her boyfriend was breaking up with her! Peter hates to see her sad and suggests that she could do something to make her ex jealous, so Skyla grabs Peter’s cock! Peter is unsure at first but when Skyla shows him her juicy ass he cannot resist the temptation!
Loyal babysitter, Cherry Fae, has a crush on her boss, Peter. She fantasizes about kissing him and what her body would feel like against his. When Peter learns Cherry has the hots for him, he decides to make her New Year's dreams come true. Peter takes it all the way and blows Cherry’s mind by fucking her hard. This nerdy babe is anything but innocent and shows Peter she can fuck just as well as any other girl.
When babysitter Kimmy Kimm asks Rion for a raise he tells her he’ll have to discuss it with his wife first, so she fakes feeling faint, and asks Rion for a glass of water. When he leaves the bedroom she grabs his phone and starts taking dirty pictures. He comes back and catches her in the act, but Kimmy tells him she’ll send the pictures to his wife or he can just agree to give her that raise. Rion is pissed, and pulling his cock out, tells her that i...
While babysitting Binky Baez starts vlogging showing around the house she’s at until she finds some sexy lingerie in the master bedroom and decides to put it on and model it for the camera. This is when Brock gets home from work and catches Binky wearing his wife’s lingerie! If Binky wants to keep her job she’s gonna have to put out!
Sergeant Miles calls a new babysitter Freya Von Doom to take care of his daughter, after going through the strict schedule and instructions, he leaves… but not really. Sergeant Miles peeps through the windows to make sure Freya is following his orders but she’s doing everything wrong! When he comes back he confronts her, and says he’s gonna need to send for a new babysitter. Suddenly, things take a turn for the naughty, when Sergeant Miles ...
Mike and Miles meet up with babysitter Willow Ryder to tell her she got herself double booked. Willow invites both men inside to talk and hopefully work something out to make up for her mistake. When Miles suggests that she can fuck both of them, she agrees and gets to work immediately!
Day Dreamer: A Liz Jordan Mini-Series - In the last episode of Day Dreamer, Liz and her stepdad, Bobby, have a special heart-to-heart. But Liz still has trouble focusing, and her crazy sexual appetite can’t be satisfied. Luckily, she might just get what she needs during her babysitting gig. Her boss, Kyle, notices Liz is a little stressed, so he does everything he can to ensure she feels comfy.
