Fucking The Babysitter Stories

360,027 results
Orientation
Length
Source
Infinite Scroll

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...

Watching the Babysitter

by Boxlicker101 on Sep 12, 2017
Exhibitionist & Voyeur

Michael and Louise Herrick are doting parents of their six year old son, Justin, especially since he is an only child and expected to remain that way. Because of a low sperm count of Michael, Louise was impregnated in vitro, and it was such an expensive procedure they won't be able to afford to undergo it again. At one time they seldom left home at night and...

The Hot Babysitter Ch. 02: The Gift of Love

by Syzoth on Mar 26, 2019
Romance

This series run parallel to the "Sharing My Wife Amanda" storyline. This particular work follows "The Hot Babysitter Chapter 1" as well as "Sharing My Wife Amanda Chapter 14". Thanks to lovemesomephilly for the awesome inspiration. Author's note: this story could've been listed under the "Group Sex" category, but was submitted under "Romance" for reasons...

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...

Blackmail Bitch

by SlutProblems on Mar 26, 2019
Group Sex

Tisha was always on time. She was good with the kids. She didn't bitch about the mess that I left sometimes and she even did a bit of straightening and cleaning to help me out. I called her over about twice a week to babysit and everything had been fine until the night that she decided to show her true colors. It was a daytime barbeque at the country club th...

The Babysitter Gets Caught

by Jay142 on Aug 8, 2018
Exhibitionist & Voyeur

Dan and Leslie had been married just over seven years when their marriage hit some bumps in the road. They both worked full time jobs, and now had two young boys. The pressure of work, marriage and children put a stress on their lives and had a similar effect on their sex lives. What was once a hot, romantic sex life with some spice of kinkiness had now turn...

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...

Mandy's Sexcapade: The Hot Babysitter

by Syzoth on Dec 11, 2018
Group Sex

Author's note: this story was originally posted as "Mandy's Sexcapde: The Hot Babysitter". Due to overwhelming positive feedback, I've decided to make "The Hot Babysitter" into its own series, which will run concurrently to the "Sharing My Wife Amanda" storyline. Thank you for taking the time to read my works! -Syzoth **************************************...

Banging the Babysitter

by majicman21 on Sep 19, 2017
Transsexuals & Crossdressers

The alarm clock rang, and Jenny rolled over with a groan to press snooze. Her wife of ten years, Vanessa, groaned back, moving to Jenny to nuzzle against her. They laid there for a few more minutes, the cobwebs of sleep clearing slowly from Jenny's brain. "Morning," Vanessa murmured. Jenny murmured back, turning over again, face to face with Vanessa. She...

The Reawakening of Dr. Clark Ch. 10

by The_Maestro_Braddock on Sep 13, 2017
Erotic Couplings

Dr. Clark answered the door in a pair of khaki linen shorts and a green t-shirt. His face conveyed a tired anxiety, the kind that grew out of a sleeplessness spent rehearsing what he was going to say. Mallory, on the other hand, was the picture of relaxed cheerfulness. Her blond hair cascaded over her shoulders, clean and well kempt in an unfussy manner. Sh...