See more by tags MyBabysittersClub Asteria Jade

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.

See more by tags MyBabysittersClub Satine Summers

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.

See more by tags MyBabysittersClub Ava Davis

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.

See more by tags MyBabysittersClub Beca Barbie

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?

See more by tags MyBabysittersClub Ren Nuisance

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.

See more by tags MyBabysittersClub Indica Marie

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…

See more by tags MyBabysittersClub Naomi Ryder

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.

See more by tags MyBabysittersClub Daisy Fox

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.

See more by tags MyBabysittersClub Claire Black

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.

See more by tags MyBabysittersClub Blake Blossom

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.