Male Babysitter Stories

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A Christmas Story

by lordgeek4 on Dec 25, 2019
Celebrities & Fan Fiction

John was not happy. It seemed like everyone in the whole world was having a good time. Everyone else, that is. Nothing was going right today. "I can't find my Girlfriend's Pussy. My Girlfriend can't come over and play. Now I have to stay here with a babysitter." It was a new babysitter, not even someone familiar. It was two days before Christmas, too! Th...

A Good Man's Just Reward

by Boondocker42 on Sep 25, 2017
Erotic Couplings

[revised 8/22/2017] This story is just a little lighter than some of my others. It' a one-off with new characters. Slightly more humor as well. My husband is the greatest man in the world. I've had that thought many times over the last eight years. I know it's hyperbole but I believe it. The best father, the best husband and the best man there could ever...

The Hot Babysitter Ch. 04 - Circle of Love

by Syzoth on Jan 22, 2020
Romance

Author's note: This series runs parallel to the "Sharing My Wife Amanda" storyline. Chapter 4 could've been posted in "Group Sex", but I placed it here because it's a "Romance" story at heart. ********** Time stands still for no one. It was hard to fathom that my beautiful wife Amanda and I were celebrating over 10 years of marriage and that our son Ja...

Barebacking the Babysitter

by IrishDude3881 on Sep 11, 2017
Mature

As a middle aged salesman and father of two, I rarely have time for dating. I usually get by on random hookups, but recently I experienced a drought. After a couple of rough months, I was dying for release. I arranged for the babysitter to watch my daughters and headed to the bars in a last ditch effort to get laid. Unfortunately, I suffered a night of strik...

Mrs Andrews Disposes Ch. 02

by lesliejones on Sep 17, 2017
BDSM

Ch. 02—The Babysitter Arrives Kay Andrews was not pleased with the behavior of her two daughters—Karen, 21; and Andrea, 18. When Karen, a popular blonde community-college student had mistreated her sister, Kay thought she could show Karen what happens to even older girls who need some correction by placing Andrea totally in charge of her older sister. Ala...

The Babysitter's Control

by moreblabber on Sep 14, 2017
BDSM

Will wrote a list of emergency numbers on the chalk board in the kitchen for the babysitter and left her to watch TV, the kids already being asleep. She was a definite cutie before, and since she had come back from college, a big flirt. Madi often teased him by dressing provocatively. She knew that Will thought she was attractive, and that he must have had...

Something Happened Pt. 01

by StandingPat369 on Feb 10, 2020
Loving Wives

"Nothing happened," she said nervously, as she shuffled in the door at 7:30 in the morning. In my experience, whenever somebody says "nothing happened," something happened. This story is about that night 30 years ago when, in fact, something did happen. Connie and I were in our mid-thirties. I was editor of the local paper. She gave up her newspaper reporti...

Babysitter Rin

by Sean Renaud on Sep 12, 2017
First Time

"Hurry up Honey; we don't want to be late for the play." Kevin was standing in the doorway adjusting his tie and making a few last minute adjustments to his tuxedo. It had been a few years since the last time he'd been able to take in a musical and everybody who'd seen Wicked had simply raved about it. "Coming!" Susan appeared at the top of the stairs in h...

Innocence Lost

by Reardon1 on Sep 12, 2017
First Time

Author's Note: If you're looking for a quick fix, this might fit the bill. I've been thinking about doing a babysitter story for a while; this is my attempt. * * * * Nathan Holbrook finally pulled out of the parking lot to his real estate office after a long, productive day. He had thought he would be longer but the showings he had scheduled went quicker...

Babysitter Makes Me Lose Control

by babysitterstories on Sep 25, 2017
Mature

The kids were screaming, and my wife was out back, smoking another cigarette. Sometimes I can't wait to get out of the house, even if it means spending more time with Shelley, who's been growing meaner and colder as we age. It was going to be about ten more minutes until our new babysitter came by. The last one went to college last week—we'd used her ever...