Babysitter Threesome Stories

21,270 results
Orientation
Length
Source
Infinite Scroll

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...

Navy Nurse Ch. 16

by Bodington on Jul 27, 2020
Novels and Novellas

At the next weekly luncheon date after her date with Hank Doran, when Diana met with Makayla Brown, her best friend, and classmate at the School of Nursing of the University of Michigan, she had lots of happy information to impart. She described all the details of her spectacular date with Hank Doran. She listed all the attributes she discerned in him. Final...

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...

Janice Expands Her Sexual Horizons

by virusman on Oct 19, 2020
Loving Wives

This is a revised and rewritten version of Janice's Story. ***** This is the story of Janice — a married woman in her early fifties — as told to William Humphries for the magazine "True Erotic Confessions." The editors had decided they wanted to start a new category of story about wives who got pleasure from sharing their husbands with other women, sort of...

Twenty Questions

by silkstockingslover on Jan 7, 2018
Reviews & Essays

Summary: Jasmine responds to most common questions asked by readers. Thanks to: Tex Beethoven, thor_ph, Robert, and Wayne for editing. 20 Questions I get asked a lot of questions about myself and my writing. There was even an article by Bob_Aganoush called Literotica Authors 02: silkstockingslover. This makes me think I should go into more detail. So her...

A Shoe Store Fantasy

by morninwould on Sep 12, 2017
Fetish

Author's Note: I felt compelled to share a real life fantasy from a few nights ago. I hope you enjoy reading it as much as I enjoyed thinking it through and writing it down. The characters are fictional and all are over the age of 18. ------------------------------------------------------- I was headed to the local mall with my wife, using a couple of pre...

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...

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...

What Makes a Good Blowjob?

by HottieHousewife on Sep 13, 2017
Erotic Couplings

Author's note: I am a woman in my forties, and I write (in UK English) from that perspective. I welcome your feedback and suggestions. My sincere thanks to my three patient editors, InvincibleNoir, dave_932688 and a friend. But, despite their patient work, any typos or grammatical errors are my own. *** "The babysitter is booked! I am soooo looking forward...