My Babysitter Stories

336,266 results
Orientation
Length
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Infinite Scroll

The Housesitter

by RogueSelina on Aug 18, 2017
First Time

On her way to another babysitting job; she stopped at the store to make a few last minute purchases. She knew it would be several hours before the parents were home, so she made sure she had enough snacks and cigarettes to last. Soon she was on her way back to the car and to the house of her charge. Quietly she knocked on the door, and the Lady of the Hous...

The Babysitter

by Tarzan1210 on Sep 11, 2017
Group Sex

Ah, alone. A man can truly savor being alone sometimes. My line of work keeps me very busy on its own. Then there's the half of the week that I have my youngest son. Since the divorce, I do so much to keep my mind occupied and having him certainly does that. But I didn't have him that day. It's just me and the low him of the air conditioner. How is a single...

Babysitter

by primipatchouli on Sep 12, 2017
First Time

"You have a girlfriend yet son?" My father asks casually one Wednesday night while walking past my room. I'm at my computer downloading porn and playing an online game. "I wish dad." "What if I could make it happen for you?" "How would you do that?" I ask looking up from my computer to see him leaning on the doorframe with a mischievous look in his eyes....

The Babysitter Experience

by Robb on Sep 12, 2017
Erotic Couplings

It still feels like a dream. My wife had to fly to her sister's house for the weekend to help with her sister's house remodeling. I didn't mind since I had no plans for the weekend and I figured I would spend time at the pool with the kids enjoying the weather. I had just dropped my wife off at the airport when I got a call from work. My boss had called an...

Dave's Once Shy Wife Ch. 03

by Marty Fisher on Sep 26, 2017
Loving Wives

Dave returned home from work as both Linda and I finished cleaning up and getting dressed for the day. Linda expressed some milk into bottles so she didn't have to interrupt her day out with us. The babysitter arrived just on time and Dave, Linda, and I were off for the day. We spent a good portion of the day on the boardwalk and then walking the beach and w...

Hope and Gavin Pt. 01

by SoNaughty on Oct 19, 2020
Romance

A guy and I wrote this together a few years ago through email and I just decided to post it. Hope you like it. Gavin Hope and I have an ordinary life. With two kids and hectic jobs, we hardly have time for ourselves. We have not had a date for months and are trying to make multiple things happen to keep our 'active' kids engaged in different activities. Be...

Amy: The Babysitter

by sweetgurl on Sep 25, 2017
Erotic Couplings

Both my wife and I work long hours in the afternoons so when we had children we thought that the most reasonable thing to do was to hire a babysitter. Someone who would be there for the kids when they got home from school and who would take care of them until my wife or I got home. We went through hundreds of applicants before we found Amy. She had tonnes...

The Babysitter

by Pussy_Princess on Sep 13, 2017
Erotic Couplings

I was home alone again. My parents were out and my annoying little brother was staying the weekend at a friend's house. My boyfriend is away at school and I wouldn't be seeing him anytime soon considering the fact that we had just had a huge fight. He's upset because I would have sex with him. Don't get me wrong he is a very attractive guy, he just doesn't k...

Mary the Babysitter

by USMC03 on Sep 17, 2017
Mature

I wasn't really expecting to come off the road so soon. Turns out my last run fell through, so my fleet manager sent home a day early. Good for me, I was tired anyways. Thought about a nice day at home with my son, who was 8, and the wife still at work. Maybe get some catch in. Of course, if I admitted it or not, I didn't mind seeing the babysitter either. M...

Because I Love Him

by mary915 on Sep 16, 2017
Letters & Transcripts

Comments and votes are greatly appreciated, even the negative. I ask that if you suggest any improvement, please be constructive about it and not rude. ***** Dear diary, today I want to discuss my boyfriend. I wish people would stop questioning our relationship. Everyone wants to get involved and stick their two cents in. I just don't understand it. I know...