Babysitter Threesome Stories

21,270 results
Orientation
Length
Source
Infinite Scroll

Cosplayer babysitter

by Striker137 on Apr 13, 2018
Fan Fiction

You're sitting in class paying close attention to the clock as it ticks down to the final bell. You were just seconds away from becoming free from High school. Everyone else in the classroom now seemed to be doing the same thing you were doing as you start to hear the class shout 10! 9! 8! 7! 6! 5! 4! 3! 2! 1! RIIINNNGGG! The entire class of seniors stands u...

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An Unprepared Sitter

by WordWizard55 on Sep 25, 2017
Group Sex

"I just don't have the sexual drive that you still do anymore. Not that I could ever match that anyway." I stared at my wife from across the table at the nice restaurant we were currently dining at for our 20th anniversary. The conversation had taken a slight turn from where it had started, that was for sure. "I know honey, and that's fine. Hell, I wish...

The Christmas Babysitter

by BadLilKitty on Dec 23, 2019
Erotic Couplings

When Tom came home from work one evening his wife Kathy was waiting for him with a very special surprise in store for her husband. They had been married for 10 wonderful years, had a couple of kids, and were very happy together. There was nothing they didn't tell each other and there were no secrets between them, well... almost no secrets. You see, Kathy had...

Bad Babysitter Ch. 02

by thisgirlistrouble on Sep 25, 2017
Erotic Couplings

Weeks later his wife found out about his affair with their babysitter. But to his surprise, she didn't react the way he imagined. As was routine, Kim arrived at their house with their kids after school. His wife had arranged for them to be picked up at 3:45 by a family friend but hadn't notified Kim. When the three girls walked inside, she told the girls t...

Anal At Last Ch. 11

by scottishmeat on Sep 19, 2017
Anal

[The story so far: I've recently divorced my wife, and am raising my son by myself. After a long abstinence, I've met a woman (Angela) and we've been indulging in anal sex, new to both of us. My babysitter (Samantha) was staying at my place one night, and caught me "doing a money shot" over Angela, and I saw her in the shadows of the stairs. Then Angela divu...

Vacation Time

by Specializt on Aug 9, 2019
Miscellaneous

This is a Story about You (Henry Wilson, 38), your wife (Lisa Wilson, 35), your daughter (Annabelle Wilson, 18) and her babysitter (Leyla Davis, 23) on a Vacation. You: You are Henry Wilson, a more or less succesfull, 38 Lawyer. You are not the Lawyer of the rich and beautiful, but your job pays good enough to afford everything you want. Still your lifestyle...

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Valentine's Day Dinner

by SnatchALovingwife on Sep 17, 2017
Loving Wives

I'm married to an amazing woman, and this story is about a romantic Valentine's Day dinner. My wife, Erica, is smarter than me. She's also in better shape than me. Our second child was born on a Friday, and my wife was a bride's maid in a wedding on Saturday a week later. She wore a dress that was fitted before she was pregnant. I wouldn't say she is a perfe...

Slutty Sitter

by Milane on Jan 24, 2018
Amateur

Your Eighteen and your names Brayden. 6'6 ft in height, black, very well built, and have a huge dick (Shower not grower). Its 16 inches long 2.8 inchs thick, equipped with fat heavy sized grapefruit testicles. No one knows about the enormous pussy wrecking monster cock you keep in your pants, not even your parents or doctor. Your still a virgin and are about...

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The Lost Night

by daveglenn on Sep 1, 2017
Humor & Satire

I was still quite innocent in the art of walking the Vegas strip after 2 a.m., which was littered with screaming fat chicks, homeless men, stumbling couples, and hookers. As I walked across a bridge beneath one of those blaring fifty-foot TVs, two black chicks approached me. "Hey sexy! Where do you think you're going?" I'd never been too much into black girl...

P.O.B. (Patent Orgasmic Babysitter) Ch. 03

by L.Fortune West on Sep 12, 2017
Group Sex

I’m trying to fit as much of Katie-Anne’s nipple in my mouth as is humanly possible. My husband never paid this much attention to mine. We’re going for a world record here. Katie-Anne can’t stop laughing because I’m getting slobber all over her titties. Those nipples are like lovely big pieces of candy that I just crave for…. I just can’t keep my hands off...