Babysitter Sex Experience Stories

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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...

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...

Clara the Babysitter Ch. 01

by jamiestory on Sep 12, 2017
Fetish

Jim and Karen got home early from evening. The party wasn't nearly as exciting as they had hoped. They thought about staying out longer, but they were hoping to get home for some alone time. It had been a couple weeks since they were able to have sex, and they found that spending the time together was working them both up, even if it was a boring work party...

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 **************************************...

Breaking in the Babysitter

by Aurelius340 on Apr 22, 2025

Roger lived a life that earned the envy of many. He had a loving wife, Julia, and a sweet little boy Wesley who was 4 years old. Both Roger and Julia had well paying jobs - which ultimately meant that they had jobs that took up a lot of their time. Julia worked as high ranking financial officer in a multinational company- a job that took her to various place...

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Male Model Nude for Money and Sex

by MotherandSonTrueConfessions on Oct 7, 2019
Exhibitionist & Voyeur

After modeling naked for women that he knew, years later, modeling nude while in college brought back fond masturbation memories. Author's Note: This is a true story about Dave, a proud crossdresser who goes by the name of Kelly when he's dressed as a woman. A submissive male with a medium build and feminine features, at 5'6" tall, when dressed in drag, mo...

Babysitter's Dirty Little Secret

by Grace_Crites on Sep 14, 2017
Erotic Couplings

The sound of the school bell jerked me from my trance. It was 3:00 pm and the school halls were soon flooded with students rushing to their buses. I was in no hurry to get home that day. My mother was taking me to the Health Department for my first pap test and birth control pills. I turned 18 just two-months ago and had sex for the first time last month. Al...

Sharing My Wife Amanda Ch. 14

by Syzoth on Feb 26, 2019
Group Sex

This story follows Chapter 13 as well as "The Hot Babysitter 1". *************************************** "Hurry, Piper! Amanda will be home soon!" The 19 year-old's long blonde hair tossed in the air as she rode me wildly like a crazed cowgirl. From the flat on my back, I reached up to grope her firm breasts, squeezing them hard and mashing them together....

Furthering My Education

by jimmysub on Sep 15, 2017
Fetish

Well I had to go back to Community College to take some child development courses as my wife and her lover are planning on having a child together. This is part one of the adventure. I really don't like this idea but what my wife says go. Her biological clock is ticking and she has been with the same lover, Mr. Steve for about 3 years. So Debbie is going to...

The Walkers

by Fredsowner on Mar 16, 2020
First Time

Every morning at 6 AM Jordan began his walk along the beach from one end to the other and back again. He was like a metronome and it took about 30 minutes. He was 24 and didn't have a job. His parents were much older and it was his job to look after them. He was a full-time carer and literally the only time he got out of the house was to go shopping and for...