Lost Bet Pegging Stories

182,901 results
Orientation
Length
Source
Infinite Scroll

What's Your Fantasy

by Optimus9812 on Sep 26, 2017
First Time

"Do you have any sexual fantasies?" Jessica asked her husband, Stephen, while they were laying in bed watching TV. He thought for a moment before responding "Not really...we've done pretty much everything I've wanted to do. How about you?" "We have done a lot, but there are a couple things I've been thinking of more and more lately...but I don't know if yo...

Sami

by Tricker126 on May 5, 2018
Fetish

You've known her for years. A blonde-haired, brown-eyed girl who always had the energy to for just about anything. As far as you know, she's just an ordinary girl doing ordinary things. Studying macroeconomics at an expensive college you couldn't afford (Her parents were both lawyers), she left just after you told her how much you were into her at the airpor...

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The Experiment

by Boone3030 on Apr 1, 2020
BDSM

THE ADVENTURES OF TIM AND LAURA: THE EXPERIMENT This is the start of a collection of erotic short stories about a couple named Tim and Laura and their adventures into exploring the world of BDSM and kinky play. There is no definitive timeline associated with them, as in some may be more vanilla and tame from when they were first getting into BDSM play while...

The Cubana Sandwich

by Luccia_Grimmnoirre on Apr 13, 2020
Humor & Satire

For those who care about plot and canon, and not just the "word porn", this story represents Issue #6 of the "Venuz Beach Chronicles" — an erotica serial of absurd, bizzaro, and comedic satire-styled sex stories based in the fictional college town of Venuz Beach, Florida (and the muggy void of North Florida, overall). Each story bears its own plot but conta...

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...

Pegged Ch. 02

by ndeavour on Dec 30, 2019
Group Sex

Editor's note: this submission contains scenes of gay male sexual content. * A week had gone by since "the Peg Sisters" had re-emerged from retirement. My gorgeous wife Alison, five-eight with 38DD boobs, legs that don't quit, red hair and green eyes and I had always had a great sex life -- now it was heading in an entirely new direction. Her best friend,...

Saudi MILF & Black Scholar Ch. 10

by Samuelx on Sep 16, 2017
Interracial Love

Can a guy develop prostate issues as a result of too much strap-on sex? I'm afraid to ask my doctor this question. My name is Tyrone Ferguson, and I'm a young African-American man living in the City of Ottawa, Ontario. The reason why I've got this burning question on my mind is because my gorgeous, sinfully sexy Saudi Arabian girlfriend Amina Alzahrani has b...

Black on Black Pegging: Maryland

by Samuelx on Sep 11, 2017
Fetish

Don't call me Mistress! That's not my name, you damn fool! I am your Ebony Goddess! Shaking my head, I smacked my sub's hairy Black ass as I thrust my strap-on dildo deeper inside of him. Macho man Frantz Marchand groaned as I continued stretching his ass. Hmm. I love fucking men in the ass with my strap-on dildo. Especially men of African descent. Frantz Ma...

Femdom Training 101

by bdsmtrainer88 on Sep 13, 2017
How To

Quick and simple guides to help turn that selfish and controlling man into a loving affectionate slave Training his mind is just as important as his body. He will need encouragement. Constantly remind him how he's given himself to you and how you cherish the sacrifice -- but he needs this training to really become yours. Associating arousal with pain and f...

Lisa: My Ass is in for a Long Night

by TrazO on Jul 6, 2020
Anal

A week ago Lisa had hung me from a hook and more or less savaged me, leaving bruises, hickies, bite and lash marks all over my torso, and my muscles fatigued and sore. The third day after, while I was trying to find a position in bed that wasn't painful, she came in naked, with sad eyes. She pulled the covers back and looked at my marked body. The bruises we...