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My Babysitter’s Club – Asteria Jade – All Grown Up – I’ll Make a Man Out of You!

Asteria Jade – All Grown Up – I’ll Make a Man Out of You!
Released: December 4, 2025

Josh has just turned 18 today, and he has a special idea in mind to celebrate. He has fond memories of Asteria, the young babysitter who used to look after him when he was growing up, so he wants to visit her. He had always had a crush on her, but he imagined he never had a chance with her until now. When he knocks on her door, Asteria is happy to see young Josh turned into a man. Josh also notices that Asteria hasn’t aged a day, still looking gorgeous and juvenile. Suddenly, Josh pulls out a gift for her: an old thong she “left” at his place a long time ago. Asteria soon realizes that Josh has developed a tender obsession for her, but she is flattered and also kind of attracted to the muscles he’s built. After Josh timidly returns her the thong, Asteria decides to show him her gratitude by trying it on in front of him. Soon, the friendly situation turns into a rite of passage: the horny and seduced Asteria will make Josh a man.

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My Babysitter’s Club – Satine Summers – “Try on My Mom’s Lingerie…” Nerd Girl vs Jock’s Cock

Satine Summers – “Try on My Mom’s Lingerie…” Nerd Girl vs Jock’s Cock
Released: November 26, 2025

When I agreed to babysit my crush’s siblings, I didn’t think I’d actually get to see him, but there he was, waiting for me at the door. He even recognized me from our chemistry class. He paid attention to me? I thought I was invisible to him because I was the nerdy girl with glasses, and he was always the hot, popular jock. Now that he had talked to me, I just wanted to make myself more appealing to him. I tried going to his stepmom’s closet and wearing some of her dresses. Right as I was trying on the first one, he caught me with my tits out and everything. He didn’t get mad. Instead, he told me his stepmom wouldn’t be home for a couple of hours and asked me to try on some more things, including lingerie. The second I put on his stepmom’s black laced underwear, he took out his dick. It was so hard… for me! I never thought I would have the chance to taste it, but there I was, with my mouth around my crush’s cock, savoring every moment of it. When he slid it inside my pussy, it was so big I couldn’t believe it fit in me, but it did, and I finally had my first orgasm.

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My Babysitters Club – Ava Davis – Scene Study Gone Wild

Ava Davis – Scene Study Gone Wild
Released: November 20, 2025

Since she took her babysitting gig, Ava has always had a not-so-secret crush on her boss, Mike, a big and handsome stud who has a soft side for his children’s nanny. When she learns her school play includes a kissing scene, she sees the perfect excuse to make a move on Mike. Innocently asking Mike to help her rehearse, she rubs Mike’s leg while he reads some cheesy lines. What starts as a steamy read-through quickly turns into a nasty makeout session. Mike tries to stay professional, but Ava’s determination to “give the performance of her life” ends up in a filthy fuck sesh.

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My Babysitter’s Club – Beca Barbie – Who Needs a Break When You Can Play With Your Boss’ Cock?

Beca Barbie – Who Needs a Break When You Can Play With Your Boss’ Cock?
Released: November 12, 2025

After finally getting the kids to sleep, Beca, a diligent yet exhausted babysitter, thinks she’s earned a break. But as she tries to unwind, Quintno, her handsome boss, asks if she wants to make some extra cash doing “a few little chores.” Beca agrees, but quickly regrets it as she finds herself scrubbing gross dishes, doing stinky laundry, and raking wet leaves. Disgusted and over it, she decides there’s got to be a better (and cleaner) way to help Quinton. Since he mentions how tired he is of being lonely, the babysitter figures she can make him feel better with her newfound abilities. She has handled large sticks so far or even practiced with bananas, but that’s the same as pleasing a real cock, right?

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My Babysitter’s Club – Ren Nuisance – So You Like Exposing Yourself?

Ren Nuisance – So You Like Exposing Yourself?
Released: October 24, 2025

Ren is a lovable babysitter with a dirty little secret. Every morning, she puts on a cap and sunglasses and exposes her naked body to her boss Hayden’s doorbell camera. Hayden completely ignores the fact that it’s actually his own employee who’s behind all of this and is desperate to catch the girl behind these lewd acts of exhibitionism. Deep down, he is also intrigued to learn who’s the young woman with that perfect ass and a mesmerizing tattoo on the leg.

Without much of a clue where to start, Hayden asks Ren if he knows any girls from the neighborhood capable of this. Suddenly, he realizes that the tattoo his babysitter has is the same as the one the prankster has. Without much of a choice, Ren comes clean to her boss and begs for his forgiveness. Aroused by the power rush, Hayedn makes a deal with her: she can keep her job and forget about the incident if she is willing to play nice with his cock.

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My Babysitter’s Club – Indica Marie – “I’m Always Watching…” My Creepy Boss Goes Overboard

Indica Marie – “I’m Always Watching…” My Creepy Boss Goes Overboard
Released: September 19, 2025

I feel his eyes on me at all times. I know my boss watches me, and it’s beyond creepy. But he treats me well enough, and I really need the money. Lonely guys are just fucking strange. Still, I get chills knowing he is watching me, waiting, wanting, ready to do anything to get a sniff of my pussy. Desperate for a raise, though, I’d do anything he asked of me. What I didn’t expect was the skimpy latex maid’s outfit, or that I’d be riding his cock just days later. I have to admit, being bad like this was a little scary at first, but the deeper he shoved his hard dick in me, the sluttier I became. I was living out this sick twisted fantasy with him, and neither of us wanted it to end…

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My Babysitter’s Club – Naomi Ryder – Creampie Practice: The Virgin Babysitter’s Surprise Visitor…

Naomi Ryder – Creampie Practice: The Virgin Babysitter’s Surprise Visitor…
Released: September 12, 2025

I’ve been wanting to lose my virginity ever since I met my boss. I knew being a babysitter would be fun, but my favorite part about my job is bending over to pick up toys and seeing the look on his face. I know he wants to fuck me too, so I thought I’d do both of us a favor by letting him cum inside of me. Today, I knew nobody would be in the house except for us. That was my chance. I took off all my clothes and lay naked on his bed. I even made a sign that said “cum here,” pointing at my beautiful butt.

Everything was planned, except for the arrival of a handyman instead of my boss! I had to explain everything to him, and he was very understanding. In fact, he offered to take my virginity so that I could blow my boss’s mind when it was his turn. I guessed practicing would be a good idea, so I sucked his cock, learning how good they taste, and finally spread my legs so he could show me what it feels like to have a hard dick filling my wet pussy.

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My Babysitter’s Club – Daisy Fox – A Kinky Promotion

Daisy Fox – A Kinky Promotion
Released: August 30, 2025

Daisy loves her job babysitting for Mr. Rebel. However, when she overhears one of his phone conversations saying he’s looking for a new secretary, she begs him for the opportunity. Mr. Rebel politely declines her advances, explaining to her that he’s looking for a secretary who can do more than just a bit of administrative work. Determined to convince Mr. Rebel, Daisy concocts a kinky plan. When he arrives home the next day from work, Nicky finds her wearing the sexiest little outfit and playing the naughty secretary. He’s shocked, but he admires her enthusiasm. Daisy sluttily parades in front of Mr. Rebel asks him if that’s what he’s looking for in an assistant. Nicky grabs her tightly and explains to her that he needs more than just a pretty secretary while he slips his hand into her underwear. Daisy lets Mr. Rebel play with her pussy and does her best to show him she’s willing to do ANYTHING for the job.

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My Babysitter’s Club – Claire Black – My Cock-Sitter

Claire Black – My Cock-Sitter
Released: July 30, 2025

Young Claire has had a crush on her neighbor Nicky for years. She knows he’d never be interested in her since he has a wife, but she still tries to flirt with him anyway. She hasn’t lost her hope, though. She started babysitting Nicky’s son a while ago as an excuse to get close to him, but he hasn’t really noticed her. This only makes Claire hornier, looking for alternatives to ease up her obsession for her boss. As she has a spare key to the house, she has been sneaking in when no one’s around and masturbating on his bed while sniffing his smelly underwear when he’s not home. It’s wrong and taboo, but she can’t help it. She loves smelling his scent and fingering her pussy while pretending she has her boss’ huge cock inside of her. One day, Nicky surprises his babysitter red-handed and demands an explanation from her. Thinking of the situation as an opportunity to finally get stuffed by Nicky, Claire convinces him to give her a promotion as his new cock-sitter.

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My BabySitter’s Club – Blake Blossom – Her Boss’ Cum Was Sweeter Than Cake!

Blake Blossom – Her Boss’ Cum Was Sweeter Than Cake!
Released: July 5, 2025

My boss was really stressed about the birthday party he was planning, and I didn’t make it easier for him when I ate some of the cake he ordered before the party even started. I couldn’t resist putting some of that soft frosting on my fingers and sucking it. It tasted so good it was making me hungry for something else. Unfortunately, he caught me and tried to fire me, but I was desperate for this job and very horny, so I took him to the couch, took off my tight, tiny dress, and convinced him to keep me. His fat cock tasted way better than the cake, and having his dick inside my pussy was sweeter than any other treat, but I was just getting started. If I was going to prove that I needed that job, I had to show him everything my body could do.

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My Babysitters Club – Gypsy Rose & Abby Rose – Honey, It’s Time We Fuck the Babysitter

Gypsy Rose & Abby Rose – Honey, It’s Time We Fuck the Babysitter
Released: June 11, 2025

My wife and I had an amazing date night but as soon as we got home, we could feel something was off. Our babysitter Abby was acting super weird and when we ran upstairs my wife realized all of her dildos had girl cum on them, and it wasn’t hers. We both knew what needed to happen: if that little slut wants to cum on our bed, we’ll be the ones to make her! Abby’s such a little whore that she barely needed any convincing, and pretty soon we were fucking and sucking every inch of her irresistibly curvy body. A perfect end to our date night!

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My Babysitter’s Club – Tiny Rhea – Pound My Daddy Issues Away

Tiny Rhea – Pound My Daddy Issues Away
Released: May 31, 2025

Ever since she started working for Mr. Mancini, Rhea’s been discovering an entire side of her that seemed to be hidden. Her intense daddy issues resurfaced in the most dramatic way, and she can’t help herself around him. She’s been sniffing his underwear and playing with her pussy all around the house, unaware that Mr. Mancini had cameras all over the place. After seeing the footage, he knew this was his chance to finally nail the naughty little nanny and he wasn’t about to let it go to waste. As she felt the older gentleman’s hard cock rocking through her little hole, Rhea cried in pleasure, lucky to have found a new daddy to satisfy her teen urges.

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My Babysitter’s Club – Taylor Rae – My Boss Caught Me Stealing, So I Let Him Teach Me a Lesson

Taylor Rae – My Boss Caught Me Stealing, So I Let Him Teach Me a Lesson
Released: May 24, 2025

My job is horrible. I have to take care of five little brats for eight dollars an hour. The worst part is that their dad is rich but still not paying me enough. I know that he’s paranoid because I always see him hiding cash around the house, so this time, I took that to my advantage and decided to get a raise, one way or the other. All I had to do was look around, and I knew I’d find the money I deserved. What I didn’t expect was to get caught by him.

At least he gave me two options: he could either call the cops or teach me a little lesson. I definitely didn’t want the police involved, so I was ready to do anything he wanted me to. After all, I’ve always wanted him and have been dreaming about his big cock since I started working for him. I didn’t think this was how it would happen, but I got to save my ass and got my pussy filled by his fat dick at the same time, so I won either way. I know this was a fucked up situation, but how could I say no when his tongue felt so good in my wet pussy?

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My Babysitter’s Club – Odessa – She’s Never Had Sex! But She Will if She Gets to Keep Her Job

Odessa – She’s Never Had Sex! But She Will if She Gets to Keep Her Job
Released: May 17, 2025

I love being a babysitter, but I hate cleaning up toys, or at least I used to until I played with some dolls. I was sick of craving sex! I just wanted to know how it felt like, so I made the dolls fuck while I touched my pussy. I didn’t think I would get caught by my boss, but I did! He tried to kick me out of his house, but I offered to do something nice for him if he let me keep my job. After I said that, it only took him a second to take his cock out and undress me. Before I knew it, his dick was inside my mouth. His tongue felt better in my pussy than I could have ever imagined! I thought nothing could top that feeling until he carried me and made me ride his dick. I’ve never felt like that before. Now, I want a cock inside me every day. I think I also did really well because he said I definitely secured my job.

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My Babysitter’s Club – Selina Imai – From Tomboy to Cumslut: My Girly Babysitter

Selina Imai – From Tomboy to Cumslut: My Girly Babysitter
Released: May 9, 2025

When my babysitter Selina told me her mom wanted her to quit her job and focus on becoming more in tune with her femininity, I thought she was joking. Yes, she was a bit of a tomboy, and I wouldn’t necessarily call her “girly,” but she always seemed so cute to me that I never saw her as anything but a pretty girl. Thankfully, after finding a huge dildo inside her backpack, I was able to show her how much of a girl she is: making her cum again and again on my cock, pounding her little teen pussy as hard as she deserves, and painting her pretty face with my load. I doubt she’ll quit after this…

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My Babysitter’s Club – Lexi Lore – Fucking My Boss to Become His New Wife (Member Story)

Lexi Lore – Fucking My Boss to Become His New Wife (Member Story)
Released: April 11, 2025

Every corner of this house whispers tales of money and power. I’ve been working for this family for a while now, but being just the babysitter is not sitting right with me anymore. Today, I heard my boss talking with his wife on the phone. She left him for good! That was my golden ticket to the life I always wanted. I’ll be the perfect wife for him. All I needed to do was wear his wife’s clothes, rub his cock until he forgot that he thinks I’m young for him, and let him finger me until he was ready to take his dick out, unable to handle the temptation of my naked body next to him.

Even if he fell for my every move, I could tell that he was still having doubts, but once my lips were around his cock and my tongue licked it all, he wasn’t able to resist shoving it inside my wet pussy. His dick was harder, bigger, and fatter than I imagined, but my body needed it, so there was nothing I couldn’t handle and anything I wouldn’t let him do.

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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!

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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