Genre: My Baby Sitters Club, MyBabySittersClub, Jade Valentine, My Babysitters Club, Team Skeet
Video Description: I only started working as a babysitter so I could help my parents pay for my college tuition, as any good girl would. The more I worked for my boss, the more my crush on him evolved. I couldn't think about anything but his dick, but I knew he would never fuck me because he's married. Suddenly, things started to change. He argued with his wife more and more often, but he still wasn't looking at me the way I wanted him to. Then, I found a hidden box in his bedroom, filled with the most hardcore BDSM gear I've ever seen, and he caught me! He knew I wanted him to make my body his, but he said that he would only do it if I could handle the things he liked. No amount of whips, hair pulling, or leashes was going to stop me from getting his big cock inside me. Whatever he wanted to do, as rough as he wanted to do it, I was down.

Genre: My Baby Sitters Club, MyBabySittersClub, Satine Summers, Babysitter, My Babysitters Club, Team Skeet
Video Description: 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.

Genre: My Baby Sitters Club, MyBabySittersClub, Ava Davis, BBC, Interracial, My Babysitters Club, Redhead, Team Skeet
Video Description: 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 childrens 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 Mikes 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 Avas determination to give the performance of her life ends up in a filthy fuck sesh.

Genre: My Baby Sitters Club, MyBabySittersClub, Beca Barbie, Babysitter, My Babysitters Club, Team Skeet
Video Description: After finally getting the kids to sleep, Beca, a diligent yet exhausted babysitter, thinks shes 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 theres 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 thats the same as pleasing a real cock, right?

Video Description: 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 wasnt hers. We both knew what needed to happen if that little slut wants to cum on our bed, well be the ones to make her! Abbys 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!

Video Description: Ever since she started working for Mr. Mancini, Rheas been discovering an entire side of her that seemed to be hidden. Her intense daddy issues resurfaced in the most dramatic way, and she cant help herself around him. Shes 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 wasnt about to let it go to waste. As she felt the older gentlemans hard cock rocking through her little hole, Rhea cried in pleasure, lucky to have found a new daddy to satisfy her teen urges.

Video Description: 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.

Video Description: My mom is always saying how unladylike I am, and how Ill never be able to attract a man, what a bitch! Sure, Im a bit of a tomboy, but I like how I dress. My boss, Mr. Rebel, is so sweet. He always encourages me when I need it. I cant help but think about whats underneath his pants. I know hes my boss, but I fantasize about what his dick would be like in my mouth. Can you imagine my surprise when he found a dildo in my backpack? I was so embarrassed, but I was also excited Would this turn him on? I didnt have to wait long to find out. He wanted to see me masturbate, see how much of a girl I was after all. I was happy to do it for him, to show him how horny he made me. Soon, I was on my hands and knees with my bosss cock deep down my throat. I dont give a fuck what my mom says, my boss likes to fuck me, so maybe being a tomboy is hot afterall.

Video Description: 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.

Video Description: I couldn't shake off the feeling that something was off. My boss, Will, had one rule. The master bedroom was off-limits, and I had to respect that. But the more he forbade me, the more my curiosity grew. Each day, my curiosity grew stronger and stronger. The more I tried to push the thought from my mind, the more I wondered what secrets lay beyond the door. It was like a burning fire, some magic pulled me towards it, calling to me in an irresistible song. I finally gave in to my temptation and snuck upstairs. When I was sure I was alone, I pushed open the door. My eyes widened, and my body responded with a mix of shock and arousal. I felt a shiver run down my spine, and my clit began to tingle. In his room, at the foot of the bed, was a table lined with bondage gear, whips, and sex toys. Who were these used on? Just his wife? A mistress? Their third? I imagined Will using the toys on anyone, and a pang of jealousy sparked within me. Why did I want to be that person? I pictured him binding me with the straps, teasing me with the dildos, and using the whip on me. The thought sent a thrill through me, and I felt myself getting wet. Just as I was lost in my thoughts, I heard the door behind me open, and Will stood there, a sly smile spreading across his face. I knew I was in for a wild ride.