Role Reversal Pegging Stories

36,997 results
Orientation
Length
Source
Infinite Scroll

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 for Love

by silkstockingslover on Jan 31, 2018
Fetish

Summary: Straight guy is pegged by the girl of his dreams. This is a 2018 Valentine's Day story so please vote. Thanks to Tex Beethoven, thor_ph, Robert, and Wayne for editing. Pegged for Love It is probably the truest saying in the world: you can't just be friends with a girl of the opposite sex. I mean it may be possible when you're an adult or marri...

Pegging Tales: Justin's First Time

by hfernandez1983 on Sep 13, 2017
Illustrated

*-*-* Pegging has been a topic that I have wanted to write about for a very long time. In my personal life, I have yet to do it. It has long been a fantasy that I felt has been left unfulfilled for a while. I have read a lot of stories on the topic and have loved most of what has been published on Literotica. So I thought it was time maybe I write a story o...

In Northern Hands Ch. 03

by Wifetheif on Sep 15, 2017
Sci-Fi & Fantasy

With the house now spotless, thanks to Raven's exertions, it was time to entertain. The five months I had spent in the field had torn a huge hole in the regularity of my poker nights. It would be a great time to decompress and catch up with my fellow officers. Raven would be prominently featured. Had she not been on the way to Escort School, each of my guest...

Anjali Bhatnagar of California

by Samuelx on Sep 16, 2017
Interracial Love

"Is this your first interracial shoot?" Director Stella Karpov asked, looking at the shy young South Asian woman who sat before her. Magic X Pictures corporate office sat inside a nice red brick building in the Van Nuys neighborhood of Los Angeles, California. Sandwiched between a coffee shop, a gym, an art studio and a grocery store, the place looked innocu...

How I Became a Sissy for BBC

by Caged4goddessd on Mar 12, 2019
Transgender & Crossdressers

It really all started in college. I was a fairly typical and somewhat popular guy. I was involved in a few different clubs and a member of a popular fraternity on campus. Of course, this led to me knowing quite a few of my classmates and at the time I had my share of success with the females in my classes. It was my junior year and at the time I was dating...

Kylie Minogue - Equilibrium

by Noj on Jan 29, 2020
Celebrities & Fan Fiction

This story is entirely fictional and is in no way connected with the subject. This story contains adult material and is only suitable for people over the age of 18. If you are under 18 please stop reading now. All characters appearing in this work are fictitious. Any resemblance to real persons, living, dead, or undead, is purely coincidental. All characters...

Take It Like a Skater Boy

by rckplsky on Sep 19, 2017
Celebrities & Fan Fiction

I can't believe that Avril Lavigne is at my mall! Her new CD "The Best Damn Thing" just came out and she's promoting it with this mall appearance. I heard about it on the radio about a week before it was going to happen. I'm so excited that I'm going to meet her. I've been a fan of hers for a long time. I have all her CDs and even some bootleg stuff of hers....

Somali Femdom Revolution

by Samuelx on Sep 14, 2017
Erotic Couplings

"Remember, my friends, the best of you are those who are kind to their wives," Imam Mohammed Abdi said, as he spoke to the brothers and sisters at the Sal Al Din Mosque about proper conduct within relationships. The stocky, bearded and dark-skinned, fifty-something, Somali-born Canadian Muslim preacher was happy to see such a high turnout of believers on a r...

Prom Night Pegging

by SluttyBisexualGuy on Sep 21, 2020
First Time

*This story contains themes of pegging, female domination, bisexual sex talk, and sexual role reversal. If you're seeking something more vanilla in nature, well, don't say I didn't warn you* Her name was Bridget Ramirez and she was the hottest fucking thing to ever walk the walls of Cheyanne Mountain High School, in Colorado Springs, Colorado. She was an...