Tag Archives: My Babysitter’s Club

My Babysitter’s Club – Selina Bentz & Bunny Fae – Dirty Babysitter Battle: Bunny Vs. Selina

My Babysitter’s Club – Selina Bentz & Bunny Fae – Dirty Babysitter Battle: Bunny Vs. Selina


Selina Bentz & Bunny Fae – Dirty Babysitter Battle: Bunny Vs. Selina
Released: February 23, 2025

I was going over the list of candidates and the two of them caught my eye… is not easy to find a good babysitter but both Selina and Bunny had excellent references and were cute as hell. So I decided to have a little fun: I booked them together to see what would happen if they had to compete for the job, and lo and behold, not only did they work really hard to impress me, but both were using… well, other tactics to try and convince me. As soon as I saw how far they were willing to go, I gave them the ultimate competition: whoever makes me cum first, gets the job.

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My Babysitter’s Club – Lilly Jade – Keep Me Hard, Keep Your Job!

My Babysitter’s Club – Lilly Jade – Keep Me Hard, Keep Your Job!


Lilly Jade – Keep Me Hard, Keep Your Job!
Released: February 15, 2025

Man, girls these days… when I was young it wasn’t this crazy, was it? I came home to find Lilly, our babysitter, sleeping on the couch like it was nothing when she was supposed to be taking care of my kids. I knew she’d have some dumb excuse ready, but I never expected her to just drop on her knees and suck my cock to get away with it… oh well, I guess I’ll have to come home early more often then!

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My Babysitter’s Club – Eve Bardot – Vibing for My Babysitter’s Vibrator

My Babysitter’s Club – Eve Bardot – Vibing for My Babysitter’s Vibrator


Eve Bardot – Vibing for My Babysitter’s Vibrator
Released: January 18, 2025

I’ve never considered myself a kinky man. I mean, I love sex as much as anyone, and I get intense boners all the time, but I’ve never felt anything so intensely as when I found my babysitter’s vibrator in her purse. The second I grabbed that pink, dick-shaped artifact and pictured it inside her while she moaned louder and louder, I felt my animal instincts taking over. All that I wanted to do was take my aroused dick and shove it in every hole that vibrator has ever been inside of.

It was not a desire anymore; it was a need. I was ready to persuade her, seduce her, anything to fuck her right there, but it seemed that my urges were enough for her to know that if she gave me that chance, I was going to pound the shit out of her. The idea got her as horny as I was because, next thing I knew, we were naked in my room, and I was about to make that vibrator obsolete.

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My Babysitter’s Club – Juniper Ren – Cum Inside Me: The Babymaking Job

My Babysitter’s Club – Juniper Ren – Cum Inside Me: The Babymaking Job


Juniper Ren – Cum Inside Me: The Babymaking Job
Released: January 3, 2025

Oh, sweet Juniper… Even though you misread the ad I knew you’d be perfect for the job. You came waltzing in with your tight little body in that short skirt and tiny top with no bra underneath, your long pigtails completing the look that had my sperm warming up instantly at the thought of breeding your little pussy. You said yes right away, your shy smile was as inviting as your wet little hole, and pounding your pussy until I exploded inside you, filling you to the brim with my huge load, made me feel like a young man again… I can’t wait until my seed transforms your flat tummy into life.

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My Babysitter’s Club – Angel Gostosa – Babysitter Sells Nudes But Gives Pussy for Free

My Babysitter’s Club – Angel Gostosa – Babysitter Sells Nudes But Gives Pussy for Free


Angel Gostosa – Babysitter Sells Nudes But Gives Pussy for Free
Released: November 23, 2024

I’ve been so stressed lately. I love being a babysitter, but they were not paying me enough money and I had no idea of how I was going to afford my rent and I was freaking out. That was until a friend of mine suggested that I sell naked pictures online. I was pretty confident about my body, so thought maybe it was a good idea. Apparently, people liked my body as much as I did because the money started coming in right away.

I started liking what I was doing, so I got more and more invested. Instead of only selling pictures, I started taking videos sucking bananas and playing with my pussy while I was babysitting. Everything was working out until the dad of the family came home early and found me totally naked on his couch, recording myself while I was touching my breasts and vagina. I thought he was going to fire me, but instead, he asked me to do everything I was doing to myself in the videos. I knew right away that my viewers were going to love that, so why not? It’s not like I haven’t thought about fucking his hard cock all around the house anyway.

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My Babysitter’s Club – Sona Bella – My Baby Sit on My Dick

My Babysitter’s Club – Sona Bella – My Baby Sit on My Dick


Sona Bella – My Baby Sit on My Dick
Released: November 16, 2024

I always knew my babysitter Sona was a bit of a slut, but I never thought she had it in her to take it to the next level… She would always wear the tiniest outfits around the house, showing off that tight little body for me whenever I walked by and today was no exception. When she hopped on the front seat of my car, flashing her panties at me, I knew she was craving a different kind of ride. She gave me some road head and I went inside her home to have my way with her little holes, pounding that tight little teen pussy as hard as this little fucking whore needed!

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My Babysitter’s Club – Lulu Chu – The Asian Nanny Needs Discipline

My Babysitter’s Club – Lulu Chu – The Asian Nanny Needs Discipline


Lulu Chu – The Asian Nanny Needs Discipline
Released: November 9, 2024

Lulu has always longed for a father figure. When she interviews for a babysitting gig and meets Kyle, her potential new boss, she believes that he is exactly the kind of man he would have wanted as a dad. Kyle gives her a tour around the house and explains to her how he handles discipline with his kids. This awakens Lulu’s fantasies, making her wish that her new boss treated her like his daughter, even if it’s just once. To make that happen, she begins to behave like a rebellious teenager, making a mess around the house and hoping it might finally get her the attention she craves from him. Her tactic works and Kyle gets both mad and horny with his potential new employee, yearning to teach her a naughty lesson. Lulu’s ready to deal with any punishment he chooses.

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My Babysitter’s Club – Chloe Rose & Andi Avalon – In Nude Of Sex

My Babysitter’s Club – Chloe Rose & Andi Avalon – In Nude Of Sex


Chloe Rose & Andi Avalon – In Nude Of Sex
Released: October 19, 2024

Chloe has been our babysitter for years, and she’s great—my wife loves her, and my kids adore her. But last week, we found out something about her that I just can’t ignore: she’s a nudist. At first, I thought I could be cool about it, so my wife and I allowed her to work naked and even decided to be naked around the house ourselves to make her feel comfortable. The issue is that I never realized how hot she actually is. I had to stay there and look at her huge and perky boobs all day without doing anything about it. My boners were getting out of hand and I was turned on all day, every day. That’s when I decided to fire her. However, I didn’t realize that Chloe had some really good ways of convincing me to let her stay, and my wife was definitely willing to do anything to help her.

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My Babysitter’s Club – Hazel Heart – Cumming Over My Babysitter

My Babysitter’s Club – Hazel Heart – Cumming Over My Babysitter


Hazel Heart – Cumming Over My Babysitter
Released: October 12, 2024

As a kid, Joey was always jealous of his school friends because they all had babysitters, but his family couldn’t afford to pay for help. Now that he’s a successful executive, he can finally fulfill that fantasy, so he hires Hazel to be his babysitter and take care of him. Of course, Joey is a grown man now. His current needs are not the ones he had when he was young, but Hazel is no ordinary nanny either. This young and sexy girl is a real expert babysitter so, even though she’s initially creeped out by the idea, she realizes there’s no harm in trying to have a grown adult to look after.

Plus, Mr. Joey is a hunky dude, so Hazel doesn’t mind watching the guy parade around the house half-naked. In fact, when Hazel finds him jerking off on his bed, she decides to help him out by rubbing his huge cock and sucking it. It’s time for her to do what Joey was expecting the most: let him play with his pussy. In return, he’ll shower her with sweet man juice!

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My Babysitter’s Club – Katee V – TeamSkeet Rookie Learns To Play the Skin Flute

My Babysitter’s Club – Katee V – TeamSkeet Rookie Learns To Play the Skin Flute


Katee V – TeamSkeet Rookie Learns To Play the Skin Flute
Released: September 28, 2024

Mr. Green has been Katee’s music teacher for a year, and she’s been such a great student that he’s had her babysit his children a couple of times. The sexual tension between them has been undeniable from the start, but he’s been able to control the situation for the most part. When it became evident that things were about to escalate out of control, he hired a different babysitter. Today Katee shows up unannounced at his door again, looking for trouble.

He tries to make her leave, but the little slut has a mission to accomplish: she wants to fuck her music teacher. At her persistence, Mr. Green lets her in and she starts practicing her blowing skills. Katee sucks on her flute giving Mr. Green a couple of ideas to think about, before rubbing her little pussy with it until he can’t take it anymore. She keeps sucking on it while her teacher fingers her, and soon she needs something way bigger to suck on. Mr. Green decides to test her breathing technique by fucking her throat like a fleshlight. The little whore takes it like a champ and begs for more. He strips her naked and throws her on the couch where he pounds the shit out of her horny little pussy, making her cum hard while he chokes her. She rides him hard and keeps cumming on his dick, she’s so unhinged he fucks her doggy with his foot in her head, all while she promises to be a good girl for him! He then lays flat on top of her and keeps pounding away at her pussy until she begs him to paint her pretty face with a hot load of cum!

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My Babysitter’s Club – Ruby Moon – Broke-Ass Babysitter Gets Caught Shooting Porn by Her Boss

My Babysitter’s Club – Ruby Moon – Broke-Ass Babysitter Gets Caught Shooting Porn by Her Boss


Ruby Moon – Broke-Ass Babysitter Gets Caught Shooting Porn by Her Boss
Released: August 31, 2024

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.

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My Babysitter’s Club – Claire Roos – We Can Help Each Other Out

My Babysitter’s Club – Claire Roos – We Can Help Each Other Out


Claire Roos – We Can Help Each Other Out
Released: August 24, 2024

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!

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My Babysitter’s Club – Megan Mistakes – Bratty Babysitter Uses Sex To Get the Upper Hand

My Babysitter’s Club – Megan Mistakes – Bratty Babysitter Uses Sex To Get the Upper Hand


Megan Mistakes – Bratty Babysitter Uses Sex To Get the Upper Hand
Released: August 17, 2024

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!

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My Babysitter’s Club – Rylee Blake – Fantasizing About My Boss

My Babysitter’s Club – Rylee Blake – Fantasizing About My Boss


Rylee Blake – Fantasizing About My Boss
Released: August 10, 2024

After a long day working as a babysitter, the lovely blonde Rylee Blake finally finds time to relax in her boss Danny’s garden while the kids are asleep. The young babe has a huge crush on her hunky boss to the point of fantasizing about him constantly and writing naughty stuff she’d love to do to him in her secret diary. Turning herself on with each new sassy word she writes about Danny, Rylee gets horny as hell and accidentally spills some water over her favorite blouse as a subconscious attempt to cool herself off.

Having made a mess of herself, she goes to Danny’s room and borrows one of his shirts, being drawn instantly to the man’s scent. The frisky girl lies on Danny’s bed and continues to write kinky stuff about her boss in her journal until Danny barges into the room. He’s also attracted to his employee, so he uses the awkward situation as an excuse to check her diary and find out her true feelings. Far from being mad, Danny decides to reward his favorite babysitter with a cock, making Rylee swallow his gigantic dick. If she can keep one more secret, she’ll get to sit on her boss’ meat and get her pussy drilled like no other man did it before.

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My Babysitter’s Club – Lana Smalls – Desperate Babysitter Finally Gets Her

My Babysitter’s Club – Lana Smalls – Desperate Babysitter Finally Gets Her


Lana Smalls – Desperate Babysitter Finally Gets Her
Released: August 3, 2024

All Lana wants to do is get the attention of her boss, Mr. Mancini. She’s been pining for Mike for years, but the knucklehead is too blind to see that a young hot chick is trying to crank his hog. Lana isn’t going to take his ignorance lying down – she wants to take his cock lying down, instead. She’s a pervy little thing, so she knows the best way to a man’s heart is through the head of his cock. Lana gets dressed in a skimpy little outfit so that when Mike sees her next, he won’t be able to resist.

Her cute pink nipples and her slit are just barely visible through the sheer of the lingerie, and it makes her slender body look even more alluring. The horny chick just can’t wait to see Mike’s reaction, and she is so turned on that she begins to rub her clit ahead of time so that she is nice and wet when Mike arrives. When Mike sees Lana, he’s blown away. How couldn’t he have noticed it all before? He knows he’s married, and he shouldn’t be fucking around with the babysitter, but there is no way he can resist an opportunity like this. Mike sees how turned on and willing Lana is, how greedily she stares at his cock, and how badly she wants to be penetrated and treated like a naughty little slut. Unable to resist the temptation, Mike lets Lana suck his dick. Thick strands of her saliva stretch from the head of his cock to her mouth when she comes back up for air. She’s wanted to taste her boss for so long, and she’s beaming with delight when she sees how much he’s enjoying his blowjob. For an innocent babysitter type, Lana knows how to deepthroat like a legend and makes sure Mike will be hooked on her after this. He moves her to the bedroom and eats her pussy. Mike can taste all of the juice she’s built up over the day from rubbing her clit and fingering herself. She tastes sensational, and Mike can’t wait to have her pussy lips wrapped tight around his throbbing shaft. Mike goes all out, penetrating Lana and getting as deep as he can, thrusting back and forth until the sweet chick is orgasming all over him with her eyes rolled in the back of her head, gripping the sheets and thinking of nothing else but how much she wants this to last forever. Like a good girl, Lana rides Mike and builds him closer and closer to his climax. When he can’t hold his load any longer, he gets Lana on her back and puts his cock and balls over Lana’s cute and eager face. He nuts hard and paints Lana’s face with a hot, sticky load, making sure to get out every drop he can. Lana has worked so hard that anything but every last drop won’t suffice. This will forever be their secret, and they can’t wait to continue this affair.

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My Babysitter’s Club – Ellie Nova – A Crush On My Boss

My Babysitter’s Club – Ellie Nova – A Crush On My Boss


Ellie Nova – A Crush On My Boss
Released: July 20, 2024

Ellie has a big crush on her boss, Will. She’s a naughty little babysitter who wants her pussy played with. She can’t get the thought of his cock penetrating her out of her mind. She dreams about it and makes herself wet just thinking about his cock sliding inside of her. One day, Ellie gets her fix by rubbing her clit on Will’s couch. She’s getting her juices all over the couch as they run down her legs and cheeks.

Her intention is for Will to catch her and get so turned on that he won’t be able to resist fucking her then and there. Her plan works like a charm, and soon, Will is deep inside of her. Her pussy lips feel sensational wrapped around his cock, and Will can’t believe he hasn’t fucked Ellie sooner. He pounds her hard until he can’t help but shoot his load. Ellie is by far the best babysitter they’ve ever had, and he can’t wait to keep this little fling going.

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My Babysitter’s Club – Emma Rosie & Charlotte Chanel – The Tiniest, Horniest Spy

My Babysitter’s Club – Emma Rosie & Charlotte Chanel – The Tiniest, Horniest Spy


Emma Rosie & Charlotte Chanel – The Tiniest, Horniest Spy
Released: June 22, 2024

Emma loves working for Charlotte and Danny. They’re so kind to her, and she feels like a part of their family. But everything is not as it seems, and Charlotte worries that Danny is cheating, so she asks Emma to spy on Danny and report back to her. Emma is hesitant at first, but when she sees how distraught Charlotte is, she agrees to help. Things get intense when Danny notices Emma watching him in the shower. Emma reveals that she’s spying on Charlotte’s behalf, and when Danny learns that his wife thinks he’s cheating, he decides to give her a real reason to believe that.

Danny picks up Emma and eats her pussy. The tiny babysitter has never been lifted in such a way, nor has she ever been so turned on and filled with desire. She’d always wondered about her boss’s cock, knowing Danny was probably hung, but now she actually gets to live out her fantasy, and everything is coming together right in front of her. Danny and Emma move to the bedroom, where Danny shows the petite chick how a big man fucks a tiny chick. Emma takes his dick like a champ, doing everything she can to fit his shafy down her throat. It’s a tight squeeze, but she’s no quitter and gets him all the way down. Danny fucks Emma’s pink pussy hard, pummeling her into oblivion and tossing her around with ease. Danny fucks hard until he cums, coating Emma’s mouth and lips with his hot sticky mess.

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My Babysitter’s Club – Madison Wilde – Babysitting & Chill

My Babysitter’s Club – Madison Wilde – Babysitting & Chill


Madison Wilde – Babysitting & Chill
Released: June 15, 2024

Playing the cool boss, Peter sets his young babysitter Madison up on a date with his friend. However, when he asks his buddy how it went the following morning, he learns that Madison has a chill and laid-back attitude toward sex. Peter is delighted to hear that his employee doesn’t mind sucking cock on the first date and wouldn’t mind trying out for himself, so he begins to scheme a plan to test how “modern” she really is. The boss now has only one goal: to be able to fuck this sweet, hot babysitter. He will soon realize that “no” is not a word in Madison’s kinky dictionary.

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