Babysit Stories

1,618 results
Orientation
Length
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The Neighbor

by taylorsam on Oct 3, 2018
Fetish

My name is Kevin Somerville and I'm a pervert. I freely admit it to myself. I love porn and watching naked women and sex. The problem is I'm thirty-five married to a nice woman, who after giving birth to two children lost interest in sex. I compensated by building my business to get our family not stinking rich but very well off, that we wanted for nothing....

Friends with Benifits

by SilverCatEyes on Sep 12, 2017
First Time

Mom and dad left me to babysit for the night. It was my Birthday, but no seemed to remember or even care. A couple of happy birthdays early this morning was all I got. No cake, no ice cream, and no party. I hate my life. They left me to babysit my two younger brothers while they went fishing. They would rather fish than spend time with me. It made me feel de...

Cooper, Megan Cut Loose on the Road

by austin_bikes on Jul 6, 2020
Exhibitionist & Voyeur

Eighteen months has passed since Cooper and his wife Megan have had a weekend alone. They live in rural Texas and have no family or close friends that can babysit. Sex has been reduced to semi-monthly, barely undressed, under-the-covers, spooning to muted orgasms. Neither are satisfied and both need this weekend bad. Cooper's father flew in to babysit for t...

Cat's One Shots

by Kineticat on Dec 31, 2020
Miscellaneous

I This story exists so I can publish short stories whenever they strike my fancy. They may be of any POV or either sex, it's just a place to freewrite when the urge hits me. I don't want to feel forced to add something to another story just because I want to write. I also don't have a list of kinks I plan to cover, mostly because I don't have a plan here. I...

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Babysitting Fiasco

by Johnthomas1969 on Sep 14, 2017
Exhibitionist & Voyeur

Mrs. Anderson greeted me at the door wearing just a towel. Her huge boobs spilling over the top. "Hi Josh. Come in, come in. I have to finish getting ready. I'm so late. Jessie's going to kill me." "Gee, I hope not, Mrs. Anderson, who would I babysit for?" I replied. "Ha ha Mr. Funnyman," she said poking me in the ribs. I jumped back and gasped. "Oh,...

Babysitter With Benefits

by AuthorIvyEast on Nov 18, 2019
Erotic Couplings

Tiffany rolled over in bed, brushed her curly, dark brown hair from her face, and looked at the clock. It was seven o'clock in the morning, but she had nowhere to go now that she had gotten laid off from her job. Despite her young age of only 23, she really enjoyed her marketing manager job. In this prestigious role, she spearheaded various clients and pro...

A Summer of Tight Fits Pt. 03

by Ralle99 on Sep 9, 2019
Group Sex

(All persons engaged in sexual activity in this story are over 18 years old. Any similarities between this story and real people are purely coincidental) Please read Pt. 1 and 2 first to get the story outline. ***** Amber wasn't up when Karen got down to the kitchen about 11, in serious need of a cup of coffee. She had had one beer too many, she thought....

Having a Babysitter Ch. 01

by mattchat33 on Sep 12, 2017
Mature

Our babysitter was a pretty 18 year old girl called Sarah. She was recommended by one of our friends and Sarah was due to babysit for the first time tonight. Sarah lived about five miles away from our house and so I had to go and pick her up and that was the first time I met her. I rang the doorbell and it was Sarah who answered the doorbell, she called out...

Power Nap

by jeleane on Sep 13, 2017
Erotic Couplings

"I'm really glad you could sleepover tonight Katie." said Vivienne as she entered her den with a bowl of popcorn. "Yeah me too my parents are usually so strict about my sleeping over during midterms oh well guess its the As that I've been busting my ass to get." she laughed. Vivienne nodded and went looking the family dvd cabinet. Katie got up to run to us...

The Submissive Babysitter Pt. 02

by writemarksmith on Sep 26, 2017
Group Sex

Mei-Lin did not consider herself to be naive. At only eighteen she had already had sex, although only with two boys. Mei-Lin's boyfriend was Asian, like her. They both had very strict parents, and really had nowhere to go that was private, so they had actually not had sex very often. After dating for several months, Mei-Lin's boyfriend had persuaded her to...