Erotic Story Babysitter  fucks Boy Stories

257,676 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

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...

Driving the Sitter Home

by splitlapper on Sep 14, 2020
Erotic Couplings

My wife, Sheila was one of the best fucks that I had ever had, but male curiosity can keep us looking for new pleasures. She was still tight after the baby and she loved everything I did to her. Her favorite position was riding me, sometimes facing me and sometimes facing my feet. She always loved 69, especially if I paid enough attention to her clit. Someti...

My best friend's sister, the babysitter

by darkwindofchaos on Aug 7, 2008
Erotic Couplings

Hi. My name's Aaron Silversten, and when I say I have a story to tell, I’m not kidding. You see, when I was in high school, my friend Jarod had this younger sister. Well, she's still his younger sister, only she's not so young anymore. Allow me to explain. When first I knew Allison, she was fourteen when I was eighteen, but boy, even then, she had a killer b...

Open in Reader

Caught the Babysitter Ch. 01

by Macrotica on Sep 14, 2017
Exhibitionist & Voyeur

It was a coincidence. Both of us had workmates leaving the job that night. In my case Pat, who I'd worked with for years had decided to move on to a company offering more money so naturally there were a few drinks to send him off. The wife was sending off a workmate who was relocating to another country - can't remember which one. Not that it matters to the...

The Babysitter Ch. 06

by MsTeacher on Sep 25, 2017
Erotic Couplings

I hadn't heard from Shane in over a week and my anger continued to grow with each day. I felt used. I felt like a mistress. Worst of all, I felt dirty. Yet, part of me wanted to embrace that role. With every minute my feeling about it changed. Shane had me messed up bad. Alone, in my dorm one night, I felt the need to become the slutty babysitter. I pretty...

Tommy Has a Babysitter

by Charles Petersunn on Sep 25, 2017
Mature

This is a story of a somewhat odd relationship. It might not be the cup of tea for everyone, but that is, of course, the nature of erotic fantasies. We all have quite different fantasies, and not all of them will I enjoy or expect you to enjoy. This story is classified in the May/December (mature) genre. It also has CFNM and submission themes. For those who...

The Walkers

by Fredsowner on Mar 16, 2020
First Time

Every morning at 6 AM Jordan began his walk along the beach from one end to the other and back again. He was like a metronome and it took about 30 minutes. He was 24 and didn't have a job. His parents were much older and it was his job to look after them. He was a full-time carer and literally the only time he got out of the house was to go shopping and for...

The Worst Story Ever

by XicotencatlSmith on Sep 13, 2017
Erotic Couplings

AUTHOR'S NOTE: I've made an effort to make sure this is the worst story ever. Hackneyed, unoriginal, disjointed, etc. I apologize if any of the punctuation or usage is correct. If you chose to vote, Please give this story a one. I'd appreciate any comments about how to make this story worse (Sorry, more bad.) * * * * * Thrash Maxim pulled his monster truck...

Watching the Babysitter

by Boxlicker101 on Sep 12, 2017
Exhibitionist & Voyeur

Michael and Louise Herrick are doting parents of their six year old son, Justin, especially since he is an only child and expected to remain that way. Because of a low sperm count of Michael, Louise was impregnated in vitro, and it was such an expensive procedure they won't be able to afford to undergo it again. At one time they seldom left home at night and...