Babysitter Stories

2,989 results
Orientation
Length
Source
Infinite Scroll

Bribing the Babysitter

by Mister_Shy on Aug 21, 2018
Mature

Chapter 1 It had been two months since Jenni had first let Mr. Taylor masturbate on her. It was becoming a bad habit. Mr. Taylor didn't make a mess on her thighs every week. Jenni typically babysat for the Taylors on Tuesdays and Thursdays when no one would be home until late, and on the occasions that Mrs. Taylor drove her, the nights went by uneventfully...

Trapped in Amber

by Ironiclaconic on Sep 19, 2017
Erotic Couplings

"How was Jason?" Dawn fished in her purse for her wallet. "He was an angel, of course!" Amber had flounced in from the living room as soon as we entered the house, carrying a depleted bag of Cheetohs and a Diet Coke, which she set on the counter. "We played games until eight and then I put him to bed. I had to read him Bedtime Bear three times. He uses the...

The Ethical Slutmaker Ch. 10

by KrisCherita on Sep 14, 2017
Anal

Chapter 10 A Perfect Bottom Dan read through the email a second time, glad that he had a private office and could hide the tent in his pants under his desk, and wishing Andrea had tagged the text NSFW. "Dear Tammi and Dan "Robyn enjoyed babysitting for you last week, and hopes you enjoyed your evening out. She's now decided that she likes and trusts you...

Babysitter horror

by Jeriah on Nov 21, 2009
Fantasy

You climb off the bus after about forty minutes from leaving your hometown, the driver ensuring you that this is the adress you wanted to go to. Finding yourself in the middle of nowhere, surrounded on all sides by the deep forest, you watch with sinking heart as the bus speed off into the distance. As you look up and down the lowly trafficed old road (if us...

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Living in Paradise: A Choose Your Own Tale

by fethishboy on Jan 17, 2007
Fetish

You turned legal not too long ago and are surrounded by hot MILFs and Cougars of many variaties. You're still a virgin and It's time to change it. There are women of different ages and creed. This is because not a lot of men surprisinglt live in this town and something about the water here breeds many well-endowed women. Most of which, older than you. It's u...

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Sue Storm's Cliche Life

by extreme1000 on Jul 13, 2020
Fan Fiction

Sue Storm was annoyed. Reed was, as usual, so busy with this science stuff that he barely knew she was there. Ben and Johnny were, she was pretty sure, turning into Itchy and Scratchy. So she was stuck taking care of her kids and waiting for the next villain to attack. She had to blow off some steam and quick. Luckily for her, she new the exact person to get...

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Sara the Bad Babysitter

by rutger5 on Sep 12, 2017
Group Sex

Story contains coercion and reluctance. ***** Mr. and Mrs. Crudele were going to have a much needed night out. Since the arrival of their little bundle of joy four months earlier they hadn't had a night out together. In fact they rarely had a few consecutive hours sleep in a row. But that night they had plans for a quick supper followed by an evening at th...

A Visit By Renee, At The Local Bar

by stoneypoint on Sep 14, 2017
Romance

Renee's husband stopped over Saturday afternoon to invite me for a drink at Jets Bar and Grill. My first thought was to decline his offer, but I have already done that three times to him, so I accepted. I kept thinking about that one day Renee stopped over and we cuddled on my bed after she read two stories I had written about her and I. All I could think...

The Babysitter

by Lonedaddy on Sep 18, 2017
First Time

My wife and I live in the valley, just outside of the city. We thought it would be a nice place for a younger couple to raise a family. We bought a two story house with an attached garage. It needed a few minor cosmetic repairs, but nothing major. After some paint and building a new deck out back, it looked really nice. My wife Rose, is the manager of one...

The Director and the Babysitter

by dramatic1 on Sep 14, 2017
Mature

I wouldn't have fucked the hell out of our babysitter if she didn't belong to my gym. See, our babysitter, Stacia, has always been what I would consider "cute." She wears baggy clothes, even in summer, and so I never really got to see her body. Our kids loved her to death. She would come over, my wife dealt with her most of the time, and I just paid her at...