Babysitter Gay Sex Story Stories

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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...

I Am the Night

by Sean Renaud on Sep 13, 2017
First Time

"Don't think I don't know what you're doing here Harold." Jessica said standing in front of the mirror and putting the final touches on her make up. "You're not nearly as clever as you like to think you are." "Whatever do you mean my dear wife?" Harold called back from the bedroom. He was sitting on the edge of their bed furiously putting a few final detail...

Wrong Place, Wrong Time

by grimbous on Jul 23, 2018
Miscellaneous

What follows shall be short(ish) tales of sexual encounters that wouldn't have or shouldn't have taken place except for an strange twist of fate in which the main character finds himself or herself caught up in a peculiar situation. For you writers out there feel free to contribute if you wish. Obviously follow site rules for your chapters and don't plagiari...

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Tags.

by RicoLouis on Apr 19, 2017
Miscellaneous

As seen below their are many names for the large variety of sexual topics and no real agreed upon list of Tags so I am making a list as best I can to help readers find the stories that interest them. I will be using the most common named tags to make it easier for the readers to find what they like. Below we have an example. Name Stories Blowjob 34...

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Twenty-Two More Questions

by silkstockingslover on Jan 20, 2020
Reviews & Essays

Twenty-Two More Questions Summary: 22 questions asked by readers answered. NOTE: Thanks to Tex Beethoven and Robert for editing. I wrote the essay Twenty Questions in December 2017 and Twenty-one More Questions in 2018. I answered the following questions, in case you want to read them. 1. Are you really a teacher? 2. How often do you wear nylons? 3. Wh...

Thrash Maxim vs. The Other Dr. Phil

by XicotencatlSmith on Sep 1, 2017
Humor & Satire

Thrash Maxim staggered out of the building, trying to clutch at his heart. His arms, perpetually kept six inches from his body by his bulky lateral muscles, hobbled by his chunky biceps and popeye forearms, couldn't bend quite enough to reach his chest, and so he flailed like a youthful author reaching for a metaphorical butterfly. "I'm having a gawdamn hea...

Texas Switch Ch. 02-03

by SevMax2 on Sep 24, 2019
Group Sex

Editor's note: this story contains scenes of incest or incest content. ***** Chapter 2 "Oh, Dios mio! Oh, fuck me more! Fuck me harder! I'm your slut!" Aunt Luna screamed as I pounded her sweet, slick snatch for the umpteenth stroke, thanks to having already cum that morning. "Will you two wrap it up so that we can eat? I love how wild and raunchy you ar...

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...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

Hiking with Friends

by Ashson on Sep 13, 2017
Erotic Couplings

There was a group of us, three women and two men, and we were going hiking in the mountains. There was me, I'm Bob, Carl, Josie, Mary and Angelique, the last being known as Ange. Carl and Ange were currently going steady while the other two girls and I were footloose and fancy free. We were young, our average age being around nineteen, fit, and ripe for a li...