Male Babysitter Stories

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The Hot Babysitter Ch. 03 - Blinded By Love

by Syzoth on Apr 23, 2019
Romance

Author's note: This series runs parallel to the "Sharing My Wife Amanda" storyline. ****** Piper snuggled against my chest. My right arm was draped around the beautiful 19 year old as we sat on the living room sofa watching television. I paid scant attention to the screen as I nuzzled the soft blonde hair of my young love. Her sweet scent made my heart...

The Hot Babysitter

by HornyKid45 on Jul 13, 2019
Amateur

(It is implied that all characters in the story are atleast 18, and at no point am I implying that any characters are under 18) https://youtu.be/zNtBUerpNcE ======================================= It was hot Saturday night in the fall, and your parents wanted to go out on a nice date. They wanted to get dinner and then go watch a show in the city, which mean...

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Corrupting the Babysitter

by darktigerroar on May 7, 2018
Group Sex

Nathan was mowing his yard when from his periphery, he spotted his wife, Daniela, sticking her raven-haired head through the cracked backdoor and was waving. She was from the Virgin Islands. She had black hair, a sun-kissed complexion, and attire that often included green or orange dresses with white palm trees and flowers. Nathan met her while on vacation s...

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...

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...

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...

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...

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...

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...