Ruby is broke and needs money ASAP! She can't afford rent and needs to get some cash to pay before she is evicted. Out of ideas, a friend of hers talks her into selling sexual content online. There's just one problem: Ruby is also a babysitter, and Calvin, her boss, has caught her shooting hot videos in his driveway. Worried that his kids will see her, Calvin summons Ruby for a candid talk and tells her to stop what she's doing before she also loses her babysitting job. Ruby's desperation knows no limits, so, as soon as her boss leaves and she has the place all by herself, she starts taking sexual selfies with random things around the house. The plan backfires and Calvin comes back minutes later only to find her naked at her home. When he threatens to fire her, Ruby changes her attitude and starts following each and every one of Calvin's orders. The kinky boss won't let her go with a warning this time. He wants much more and Ruby will have to play nice with her boss' cock if she wants to keep her job. Showing her true colors, Ruby gives Calvin an intense fuck sesh he won't forget.
Claire is the cutest babysitter and she's got just the kind of experience Mr. Paris was looking for. He interviews her for the job and pretty soon he can tell this girl is something special. She really enjoys babysitting and she's done it so much she's practically a pro at it. She dreams about becoming a pole dancer and he can't wait to have her dancing on his pole. As soon as she learns his wife left him, she realizes they're both in need of each other: she needs money to support her lifestyle and he needs someone to take her of his needs, so they can definitely help each other out! She decides it's time to show him all of her skills and prove how much she wants the job, so she pulls his cock out and starts sucking it on the couch. He fucks her pretty face and lays her down so he can pound the fuck out of her pussy, quickly learning her experience goes beyond just babysitting. She should put that on her resume! After railing her pussy on that couch in every position imaginable, she drops to her knees to receive a warm load on her face and the job offer she's been waiting for!
Elias' parents call The Babysitter Club looking for a girl to take care of his younger siblings while they go on a trip, but now that they're gone, he's ready to live like a king for three days straight! He wasn't counting on them sending Megan though, and although she's initially annoyed that he's essentially treating her like a maid, she can see through his real intentions in no time. She knows what this prick is getting at, it's not her first rodeo… he wants her on her knees, with his cock down her throat. Megan needs this job and it wouldn't be the first time she had to suck some dick to keep one, so she does what she needs to do: she drops to her knees and sucks his cock like the professional slut she is! She spreads her legs and lets him fuck the shit out of her, she rides his cock and lays flat on her stomach so he can pound her pussy from behind until he's ready to blow a huge load all over her tits!
When Mr. Fitzwell catches babysitter Emma trying on his wife's clothes, she's very apologetic but he assures her that he's not mad, in fact, she should try on a lingerie set next. Emma is thrilled with how cute she looks so Mr. Fitzwell promises to keep providing for her if she keeps him happy… starting with a blowjob!
Babysitter Kate gets the kids down for the night before heading down to the couch to study. Later, Donnie gets back home and finds Kate passed out on the couch among her books, turns out she's been studying like crazy lately stressing herself out. Donnie offers her a massage to help her relax, but when his hands start traveling a bit further down Kate just gives in and lets Donnie help her thoroughly relax with a good orgasm!
Day Dreamer: A Liz Jordan Mini-Series [Part 2 of 3] - 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.
Nicky is impressed by Paulina's babysitting skills, and really feels as though he's found the hottest sitter in town. To show appreciation, Nicky pays Paulina more than she's owed, but still, it's not enough for the struggling college student. So, Paulina decides to show Nicky what other services of hers can benefit him.
Kay Lovely is a fantastic babysitter, and her brother-in-law, Danny Steele, couldn't imagine finding another person for the job. But Kay starts to come on to Danny and leads him into a precarious sexual encounter. Unable to get his wife's younger sister off his mind, Danny pursues Kay in secret, promising to keep their relationship hidden.
When April Olsen is bored on the job, she decides to snoop around the house and open Christmas presents. April finds a curious little satchel and is astonished to find a hot pink vibrator wrapped inside. Unable to resist, April tries the vibrator for herself. But she is interrupted by Mike Avery when he comes home early unexpectedly. After he catches April with the vibrator, she promises to do whatever he wants to keep their little encounter a secret.
Tyler Steel hires Alex Jane as a babysitter and establishes strict rules of privacy, so when he catches Alex taking a video of him while on a private and rather compromising phone call he gets pissed. Alex demands 5000 dollars in order for her to delete the video, so Tyler sets up a secret camera to incriminate Alex. The tables turn when Tyler threatens to call the cops on Alex so she gets her pussy pounded instead as a punishment.
Aubree Valentine doesn't see much when looking at her boss, Donnie Rock. Sure, he's handsome, but he is arrogant and has liked to sleep around ever since his wife left. But when Aubree finds a vibrator in Donnie's bedroom, she tries to think about him from a different perspective. Then, Donnie comes home earlier than expected to find Aubree passed out in his bed. He uses his charm and wits to show Aubree there is more to him than meets the eye.
Natalia Nix is thinking of ways she could make some extra money to buy herself a car, but she's coming up short. Bobby Beefcakes, the father of the kid she babysits, offers to pay her double if she can help him with some extra work on the weekends. Natalia gladly accepts, not knowing that the extra work will be much more enjoyable than she had expected.
Donnie Rock comes home, expecting to find babysitter Laney Grey putting the baby to sleep, but instead he walks in on her filming a video while dancing naked. Laney apologizes and explains this is something she has to do to earn some extra money, so Donnie makes her a bold offer and suggests he can pay her more if she's willing to do whatever he wants.
Dedicated step dad Peter Green has let his babysitter Ada Vera stay with him and his daughter during the lockdown due to quarantine. There's always been sexual tension between the two, but they've been able to keep it professional so far. But after being cooped up together for so many days, they can't keep their hands off each other for much longer.
Johnny The Kid welcomes babysitter Kylie Quinn into his home where she's meant to take care of Johnny's little brother, but Johnny immediately recognizes her from school and remembers how she was rumored to be a kleptomaniac. Before Johnny leaves he sets up a nanny cam and catches Kylie stealing some money as he had expected. When he comes back to confront her, he makes a deal with her, if she satisfies him sexually he'll keep quiet about the theft!
Johnny The Kid is not too happy about his parents getting a babysitter for him, and when Adriana Jade shows up with a list of chores for him, he reluctantly gets to work. Later, he overhears Adriana making some pretty sexual noises so he takes out his phone and starts spying on her. Turns out this babysitter is making some money on the side by selling sexual content online! Johnny threatens to show the footage to all the moms in the neighborhood so Adriana offers to do anything to prevent that from happening.
Cute Carmen Rae has been babysitting for Preston Parker for a while now, and he notices that her home life is kind of rough since she's always walking back home by herself. Carmen confesses that her dad doesn't pay any attention to her, so Preston offers her a place to stay. Later that night, Carmen notices that Preston has been eyeing her, so she takes the opportunity to properly thank him for taking such good care of her.
Kinky couple Maggie Green and Jay Slayher hire Bailey Base as a babysitter while they take a night out, but before leaving, they make it very clear that she should stay away from their room. After Bailey gets a call from a friend, she gets prompted to go check out their room and while doing so, she ends up finding some money and a very compromising picture of Jay! After Maggie and Jay come back, they realize that she had stolen the money from them so they decide to make her a devious proposition. Bailey will now be participating in their kinky games with the bonus advantage of not having to worry about money ever again!
Zoey was excited for her first babysitting gig. The man she was working for seemed nice and was also pretty hot. He gave her one rule and one rule only which was do not leave the house. It was such a beautiful day though so she decided to sneak back to the pool for just a little bit once the kids were all taken care of. Just as she was soaking up those prime rays her client returned home. He was pissed that she broke the rules, but she quickly made it up to him by letting him ram her hairy snatch on the ledge of the pool. They even moved things back into the bedroom so they could get a little more comfortable and also be in earshot in case the kids needed anything. Zoey may have received her clients phat load, but that does not necessarily mean she will get a call back for another babysitting gig...
Shae Celestine is a hot teen babysitter who only has a few rules to follow in the house she is sitting at. No alcohol, no drugs, and no boys! Seems simple enough. A few minutes later one of her boy toys texted her saying she should come over. Too bad she didn't have a car! She then saw her clients keys on the kitchen table and decided to boost them. She would be back in less than an hour! She got back to her client's house only to be greeted by him with his child in his hands furious. He was not only pissed that she took his car, but also pissed that she left his newborn alone! Shae explained what happened and this guy was still notit. He said he wanted to check her pussy to see if it was still wet, and if she wanted him to forget about this she would let him finish what she started! Shae ended up sucking this guys cock and letting him pound her pussy down until he came on her face in order to keep her job. Some girls will do anything!
Carmen Caliente was hired for an emergency babysitting job. A young man needed his little brother watched ASAP. He didn't even have time to give Carmen proper instruction. He just ran out the door and left her to fend for herself. The little brother turned out to be more of a little monster. Hours later Carmen finally was able to get him to sleep. Just when she was able to sit down and relax her client returned home and she was gonna give it to him. Before she could even speak her peace this guy was attempting to pay her extra to fuck. What an asshole! He also threatened to call the babysitter's club too, but Carmen was smart and decided to take the money and keep her job. She gave a wondrous sucking and let him do whatever he wanted to her spicy latina pussy. She didn't get paid extra to get a facial, but he was a pretty good fuck so she obliged.
Jillian Janson was not just a master babysitter, but also a master scammer. After her newest client left she began creeping around the house looking for something valuable to get her hands on. She stumbled across a credit card that looked like it had a high limit. She proceeded to buy as many shoes as she could and ship them to a discreet location. Before the transaction could even go through her client was notified by his bank. He cut his day short and rushed home to scold Jillian for her actions. She tried to escape before the cops were called, but her client stopped her and then ped his pants and let her know she had to start sucking if she wanted to avoid jail. Jillian used her silky soft lips to suck his cock, then allowed him to plow her wild pussy on the couch. She took his cum to the face out of respect, but had the nerve to ask him whether he would hire her again. Is this girl crazy?!?!
Victoria Vargaz was a new babysitter on the scene sent to one of the clubs well established clients. She better not fuck up! He gave her the standard tour of the house and was sure to put extra emphasis on the master bedroom being off limits. Sure enough that was the first room that Victoria went in to, and she noticed a super cute pair of heels that must have been her clients wifes. She decided to try them on and quickly remembered that she sucked at walking in heels. She kept them on to go pour the baby's milk, stumbled, then spilled it everywhere! This was breast milk too. Victoria had to think quick. She whipped out her tit and tried to pump, but before she could even get a out her client returned home catching her bare breasted. He decided to help her, and even showed her how to stimulate the tit and suck out the milk. This got them both turned on, so then Victoria started sucking on his meaty cock. From there she sprawled out on the bed with her skinny body and got pounded like there was no tomorrow! She may have not been able to produce any breast milk, but no need to cry about it! Her client had a whole other case of it, and he ended up even producing a little milk of his own all over Victoria's cute little face! Non dairy of course...
Niki Snow was super overwhelmed by her new babysitting gig. Not only did the child run her ragged, but he even ripped up her homework. What a little brat. On top of everything, Niki's boyfriend also broke up with her. When her client was there to console her, right in the middle of his kind words she began to kiss him! Although taken by surprise, Mr. London had not gotten any tight teen pussy in years. It was about time he got some. He allowed Niki to slob on his shiny knob, and even get pounded doggystyle by his long slender cock. Niki lapped up his cum like a good babysitter should just before the wife got home. This girl is nothing short of what a model babysitter should be!
Mr. Mason loves his hot babysitter Aspen Romanoff so much that he bought her a brand new car for her 18th birthday! Aspen was beyond excited and couldn't wait to show off her pretty new car to all her friends, but before she could do that Mr. Mason had one more surprise for her. He had Aspen close her eyes, and when she opened them he presented her with his huge throbbing cock! Aspen was so grateful for the car that she had no choice but to suck it. Aspen also figured she might as well lose her virginity too, so she let him pop her cherry and boy was she a changed woman! Now she has a car and tons of sexual experience, what more could a girl want?!?!
Riley Star was enjoying her day off from babysitting until she got an emergency call from one of her regular clients. He needed a sitter ASAP and was willing to pay Riley extra for such short notice. Riley of course agreed (she loves money). She knew the drill when she arrived, but today deviated a bit from the normal routine. She started to snoop around her client's wife's closet, only to find some sexy red lingerie. She decided to try it on, only to get caught a few minutes later! Her client was quite upset, but couldn't help get turned on by how hot she looked. He proceeded to fuck her strongly and get one of the most unique blowjobs we have ever witnessed! Riley could not get in trouble with the babysitters club, and affirmed that rule thoroughly with her pussy and mouth. She even took a hefty degrading facial just to keep this a secret. This girl really goes the distance!
