Strapon Pegging Stories

2,794 results
Orientation
Length
Source
Infinite Scroll

Pegging With Lisa

by slutfreya on Sep 25, 2017
BDSM

Lisa and I have been swinging for a number of years and have always been pretty open with each other sexually. She is a beautiful, 42 year old bi, blonde standing 5'7" and a trim but shapely 135lbs. Her shaven pussy is absolutely sweet and she will squirt, usually when with other women or new male lovers. I'm Al, your average guy, 48, 6', 235lbs (working on...

Wendy and Foxy Save Christmas

by DickThePimp on Jul 4, 2018
Celebrities & Fan Fiction

THIS IS FICTION...IT IS A FANTASY...IT IS NOT REAL...YA FEEL ME PLAYA THIS IS SOMETHING COOL (HOPEFULLY) IT'S MY COMEDIC TALE OF TALK SHOW HOST WENDY WILLIAMS AND BLAXPLOITATION MOVIE STAR 70's PAM GRIER AS FOXY BROWN SAVING CHRISTMAS...THERE ARE FAMOUS LINES FROM VARIOUS FAMOUS CHARACTERS IN THIS STORY SEE IF YOU CAN SPOT THEM ALL...I AM YOUR NARRATOR FOR...

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...

A Submissive Mind Ch. 02

by raytrace34 on Sep 15, 2017
BDSM

Alex was still thinking about what happened last time. He kept meeting the girls in the college from time to time. They smiled at him playfully and greeted him, but nothing more. Only once did he feel Anya's hand discreetly grabbing his butt as she stood behind him in an elevator. He didn't tell her anything. Then one day, the girls sat at the table next...

Jenna & Stephen Ch. 01

by Naf_Noparts on Sep 12, 2017
Fetish

(Author's Note: This is a true story, one that tells of my hot experience with a friend who fucked me with a strapon. If you are bothered by the idea of women ass-fucking men with toys, then this story will not be to your liking. Thanks in advance for all constructive feedback!) * Jenna and I have been friends for nearly 15 years. We dated ever so briefly...

Busting at Work, Induction

by JJA122 on Sep 21, 2020
BDSM

Notice: Readers and characters are 18+ This is fiction. And a BDSM story, Emphasis on the S. It includes fetishes such as Femdom, CBT, CFNM, humiliation, chastity, pegging. It is a ballbusting story foremost, where our guy gets hit in the testicles. If that doesn't sound like your thing, you WILL NOT READ OF IT. This story continues and concludes events fro...

CFNM Spanking by Roommate Pt. 03

by MithrilMath on Jun 1, 2020
Fetish

It was a chilly December night, but the apartment was a comfortable 27 degrees Celsius thanks to the wonders of modern climate control. The smell of warm, freshly baked bread wafted through the apartment. The television was on, tuned in to CNN. The anchor was talking about some debate, but his voice was drowned out the high-pitched moans slowly increasing in...

Becoming Her Whore

by HerLittlePiggy on Sep 12, 2017
BDSM

"I know," my wife Casey said softly as her hands caressed my naked body beneath the covers of our king sized bed. "You know what?" I asked. I didn't know what game we were playing but I was ready to fuck. "I know what you look at on the computer and what you fantasize about," she answered softly. Her hand had found my hard cock and she squeezed it tight...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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Sissy and Wimp

by 1Gratiano on Jul 14, 2020
Transgender & Crossdressers

1 Now the common belief is that any man who wants to wear women's clothes is gay, and that the heterosexual crossdressers who claim to be straight but "just like the feel" of silk panties and so forth, are being, well, less than candid. Be that as it may, heterosexual and homosexual crossdressers are in fact distinct psychological types. To be sure, ther...