Babysitter Stories

3,296 results
Orientation
Length
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Infinite Scroll

Wife's Threesome with Babysitter

by Hotzforgulz on Feb 26, 2019
Loving Wives

All characters in this are above 18 years old. This is fictional story and doesn't resemble anyone in real life. Please comment as this is my first story. *** Shaju is a perfect full figured woman with a bouncy, milky, natural tits, and firm ass with a figure of (38DD-34-40). She wears a 34dd low cut sports bra whenever she works out, this makes her milk...

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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...

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My Babysitter

by GreenGale on Sep 11, 2017
Transsexuals & Crossdressers

I could feel the warm cock in my mouth, it throbbing between my lips. It tasted so good I never wanted it to end. Of course it did, however. Just like every other morning I awoke my fantastic dream to my bed with my hand in my pants, partly dissatisfied because I had another homoerotic dream, and partly dissatisfied because it wasn't real. I really liked the...

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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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The Babysitter

by aksarben on Sep 13, 2017
Group Sex

So, there we were, just a couple days after St. Patrick's Day near in Topeka, Kansas, a few years back, when I was married. I have since divorced, but, the story needed to be told! My wife and I were sitting at home when there was a message on my phone: "If I come over would it be weird?" I replied "what would be weird?" My messaging went off again, "I...

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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...

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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...

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Beware the Babysitter

by OnlyaFantasy on Sep 19, 2017
NonConsent/Reluctance

Warning: This story is along the same lines and tradition of stories by authors like Temptanddestroy, Wannabeboytoy, DarkBetrayal and NeverGiveIn. It involves adultery and humiliation. Don't leave comments about how horrible the story and I am for writing this kind of story am when you know damn well what is involved. You have been warned. Remember, it is on...

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Babysitting Trouble Ch. 03

by StoryTeller07 on Sep 19, 2017
NonConsent/Reluctance

Brian took Sara over to the wall and fastened her wrists then wrapped the rope around a wall lamp holding both arms above her head. Sara closed her eyes in shame at her nakedness before the boys standing examining her. "Please Brian cover me up its so bad letting them see me like this. You've had your fun now please let me go." She demanded. Brian slapped h...

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Slutty Sitter

by Milane on Jan 24, 2018
Teen

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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