Sex Babysitting Stories

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The Babysitter

by Johnny_H on Sep 12, 2017
Erotic Couplings

Author's notes: For people who are wondering why Johnny is included in these stories, it is because this babysitter story was planned long ago. For those of you wondering if these are the same characters in every story, they are. Even a few who are mentioned only in passing will show up in future stories, and already have. Having said that, this is not gre...

Babysitting for Swingers Pt. 01

by kaylee_2000 on Oct 5, 2020
Group Sex

It was a chilly fall night as I waved goodbye to the couple I was babysitting for as they backed out of the driveway on their way to a date with some friends. I turned around and went back inside to check on the kid that I was to take care of that evening for a couple hours. I liked babysitting to earn some extra cash to help with my Freshman year of college...

Gina Loses Her Virginity

by Mysteria27 on Sep 25, 2017
First Time

I've been babysitting for the longest time. Every weekend, I have a job and have made enough money to buy a car. I've been babysitting for the Jackson's for about two years now. They hired me overnight and will be paying me three hundred dollars. I'm so excited to go over there tonight. The best part of babysitting over there, is their gorgeous son named Jac...

Annie Babysits the Kids Ch. 02

by DocCIS on Sep 26, 2017
Group Sex

Chapter 2...The Second Cumming In Part One I told of watching my fiancé Anne-Marie blackmailed (?) into having sex by the guys she used to date as teenagers and how aroused and excited it made me (and from her actions, her as well). The adventure continues... ******************** I did not mention to Annie what I saw happen Friday night, waiting to see wh...

Reward for a nice babysitting

by Suzanne_hot on Mar 3, 2010
Swinging

Suzanne is a nice looking girl of 19 years old. 5'5'' with a body perhaps a bit thinner than the average, she is cute. Her tanned skinned is higlighted by two clear blue eyes. She wears her dark hair long and often tied in ponytail. She's got a piercing at her navel and a little rose-shaped tatoo at the bottom of her back, but she's not otherwise really auda...

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Doin' the Boss: Babysitting

by RobynG on Sep 15, 2017
Mature

This is the third installment of my on and off affair with my now former boss. We worked together for two years before I ended my affair with the man 12 years my elder, only to rekindle our relationship over the Christmas holiday. For those of you who have written nice feedback, THANKS! For those who insist that I am a loose morals slut, you are entitled to...

The Perils of Lisa

by Shandy on Dec 20, 2015
BDSM

Due to some requests, a picture file has been added here https://chyoa.com/chapter/Pictures.464992 additional pictures will be added over time. Your name is Lisa Carter. You're an extremely attractive young woman, twenty-three years old, working your way through college. You're about 5' 5", very curvy, with full ripe breasts and firm shapely thighs. You...

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Hullabaloo Party

by Winterfrog on Sep 14, 2017
Loving Wives

I work for one of those multinational consulting companies as an accountant in a Scandinavian county capital. Most people think that to be an accountant is a terrible boring job but I must say they're wrong. I met a lovely girl during a job and got engaged to her. When this story begins I was a single guy at the age of 26, friend with many girls but had not...

The naive and kind Chloe

by ottoka007 on Apr 29, 2025

Chloe Harper was, by all accounts, the kind of girl people noticed. At 22, she was breathtakingly beautiful, with her long, flowing blonde hair and perfectly toned body, but that was hardly the first thing her friends and family loved about her. What set Chloe apart was her heart — kind, gentle, and so naïve that she often found herself in situations that wo...

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High School Whore Ch. 04

by hg33 on Sep 25, 2017
First Time

Nicole turned the key in her front door as slowly as possible, cringing as the dead bolt lock clunked into the unlocked position. Pushing gently she leaned in to the door and opened it cautiously, making almost no noise. Seeing only a faint light, she tiptoed to the stairs to head up to her room. "You were out late," she heard from behind her. "DAMN!" she...