Male Babysitter Sex Stories Novels & Stories

with a permanent marker on the board, and underneath it, “Guess how she gets paid.” “Hey, who am I?” someone yells in the middle of the cafeteria. I make the mistake of looking up, and I see the owner of the voice—Tony Brown from AP Latin—dragging another boy, who acts unwilling, into forced, fake kissing. “I know, I know.” Cassidy raises a hand, practically leaping out of her seat. “Babysitter with benefits,” she says, and it’s followed by a roar of laughter. Maya slams her tray down when she sits across from me. “I swear, if I hear one more person say something…”

He was eighteen and could look after himself. But when Emma had begun to casually masturbate him for no more reason than because he liked it, he'd started to see the upside of her staying. And when she'd starting sucking him off and then letting him fuck her up her arse, he'd decided that maybe having a babysitter wasn't so bad.

He squeezed my thighs and gave me a hard suck on my clit, making me cry out. “Get ready. I’ve been dreaming of this” he said, pulling his pants down. “Fucking my kids’ babysitter. A dirty fantasy of mine,. I want that tight little pussy all around me.” He picked me up, walked over to a work bench, and sat me down. He shoved some tools off into the floor and dropped his boxers, exposing himself to me.

Ivan and I were already making bets. “Now, now, Damien, we already talked about this. The men are no longer children, it’s bad enough that you hired them some hundred year old babysitter who they probably killed” a man said from beside Mr. Damien. My eyes widened at his description of me, and all three men tensed for a second, looking between me and the man. However, the man paid them no attention as he looked at me and smiled, extending his hand to me “and who might you be? Which of these idiots managed to swoon you this time?” “Well, I’m the hundred year old dead babysitter, but you can call me Kiara” I teased extending my hand to the man whose eyes widened making me laugh. He shook my han

Well, what’s a couple of hours watching a cartoon mermaid dance around with some fish when I had a pretty girl right next to me? “Javier,” Melissa’s sweet voice intruded into my thoughts. “Hmm?” “So the virginity story…” She cleared her throat. “Start talking, young man.” I sighed. “It was after she came back from Europe, and she was very different, like grown-up. The teenager in me thought she was hot. I was a horny young man, after all. She came on to me, and I told her I was a virgin, and I might not be able to satisfy her and all that shit, but she said I shouldn’t worry and that she would take care of it.” I shrugged, embarrassed of the memory now. “We became fuck buddies after that. I

the boy says, yelling at his father at the top of his voice. “What did you just say, Archie?” Mr Gordon says with a hard look which can make anyone quiver but not his son. “I’m here to warn you that I do not need any babysitter. I'm thirteen and I do not need any babysitter that would later get killed by the demon that call himself my father.” Archie says and Mr Gordon face twist in anger. “Spat such nonsense again and I'll have your cute face pay for it” Mr Gordon cautions and Archie only smile sadly.

Men and women were having sex openly on leather benches, padded tables, and plush rugs, using whips, restraints, and various toys. Unfiltered moans echoed off the walls. It was a complete sex den. "Welcome to the den of freedom," I said, trying to sound confident and smooth. "I found this place a few months ago when I needed an escape." I turned to look at Jay, expecting to see curiosity or excitement, but the words died in my throat. The warmth on his face was completely gone. His eyes were wide with pure horror, his lips parted as he took in the sight of two men on a table nearby.

What do I tell Mummy and Daddy when they come back? That the two babysitters they left me with — the two of Daddy’s best friends they trusted completely — made their own little princess cum so hard she was dripping everywhere? That they pumped all of their thick, hot cum all over her face and breasts while she begged for more like a desperate little slut? I was dirty now. Filthy. And they shouldn’t know yet. I lay on the bed, still naked, covered in their cum, my pussy still throbbing and leaking from how thoroughly they had used me.

“Your wife never gets this… and your kids are sleeping right upstairs while you eat their babysitter’s pussy.” David hummed against her clit, then sucked harder until she came hard, thighs shaking around his head as she cried out into her hand. He stood up, freed his thick, hard cock, and rubbed the head through her soaked folds. “Tell me you want your employer to fuck you raw on his family kitchen counter,” he demanded. “I want it,” Emma begged, spreading her legs wider. “Please, David… Fuck me. Fill this young babysitter with your married cum while your children sleep upstairs.”

He laughed darkly and started choking me from behind, cutting off my air just enough to make my vision spot. “That’s right. That's it. My kids’ babysitter is nothing but a dirty little breeding hole now.” He groaned He fucked me like an animal right there,fast and mean, balls slapping my clit, until I came. I came so hard I squirted all over the playroom floor, soaking the colorful rug. He didn’t pull out. He buried himself deep and unloaded again, pumping fresh hot cum straight into my womb while he growled, “Gonna knock this tight little cunt up one of these weekends. Imagine explaining to my wife why the babysitter’s belly is getting round.”