Pegging Stories

1,124 results
Orientation
Length
Source
Infinite Scroll

Sun, Sex, and a Summer of Love

by SolarRay on Sep 23, 2019
Exhibitionist & Voyeur

This is my entry for the 2019 Summer Lovin' contest. It is based on a collection of real-life incidents that have happened over the years either to me or things I've witnessed at both nude and non-nude events. It's also a little nod to this year's 50th anniversary of the first Woodstock festival in 1969. Enjoy! *** Kyle rushed through a maze of restless of...

A Perfect Life

by Wholemanz on Sep 19, 2017
Transsexuals & Crossdressers

DECLARATION: This story is an original literary work. I wrote a story just to stretch my creative muscles. All scientists and Wizards in this work are fictional. Any resemblance to anyone living, dead, or born in the future, is purely coincidental. WARNINGS: Contains transgender themes, Sci-Fi, explicit sex, mild violence, swearing, and strange ideas. It ha...

The Happiest Day of Her Life Ch. 12

by tangentjoker on Sep 16, 2017
Novels and Novellas

All of the characters in this work of fiction who engage in sex are above the age of 18. This chapter contains (in no particular order) elements of lesbian sex, group sex, gay male sex, voyeurism, pegging and bondage. Previously in this series, Marie Stevens Melar, an Emergency Department nurse, used her training to get through the traumatic experiences of...

Professional Excellence Ch. 11

by Touch_type on Jan 28, 2020
Exhibitionist & Voyeur

This one is long, but I hope you'll stick with it, it covers the action of Monique's cabaret-debut weekend. There are references throughout to earlier incidents about which I've written. I've put in a little context where relevant, but you can go back to the earlier tales if you want to find out more. You'll get more of the back story of other main character...

A Shoulder to Cry On

by CaffeineFetish on Dec 16, 2019
Novels and Novellas

This story is a sequel to my previous story "The Irishman at the End of the Bar". I'd recommend reading that for the continuity. I would further like to the give a special shout to everyone who helped make the last story more successful than I ever imagined it could be. I never dreamed it would rank as all time number one for the genre on Literotica. I don't...

Drive

by BurntRedstone on Mar 31, 2020
Loving Wives

Author's Notes: 'Drive' is my story for Literotica's Highway Song story event. This is another first for me. Dipping my toe into the Loving Wives category... and hoping not to pull back a stump! Truthfully, considering how volatile this category is (and some of its readers are), I have NO expectations. It sinks, or it swims, whatever. DAMN the TORPEDOS!...

Awakening: 7 Slutty Blackmail Tasks

by silkstockingslover on Mar 20, 2018
Illustrated

Summary: MILF's sexual awakening by being forced to do 7 slutty tasks. Note 1: This is an April Fool's Day 2018 Contest Story so please vote. Note 2: Thanks to DARKBREEZLY for collaborating with me and creating all the illustrations that bring this story to life. Note 3: Thanks to: Tex Beethoven, thor_p, Robert, and Wayne for editing. Note 4: A warning:...

"Sissified": 12 Days of Sissy-mas

by silkstockingslover on Jan 7, 2019
Transgender & Crossdressers

Summary: Straight man is turned into a submissive sissy by.... Note 1: This is my 400th story release. To mark the occasion, I thought I would try something longer... mixing many of my themes into one long, complex story. Thus be warned that with over 40,000 words, this story is a marathon not a sprint, and it includes a variety of themes including: cross d...

Wingnut

by ausfet on Mar 7, 2018
Non-Erotic

Robert leapt up the polished hardwood steps of the New Farm art deco apartment building, an overnight bag slung over his shoulder and a bunch of flowers in his hand. It was Friday night and after a two hour journey he was just metres away from his destination. He'd first made the trip to Audrey's home twelve months ago. He'd gotten hopelessly lost driving...

Endangered Ch. 11

by ltpc on Mar 12, 2019
Sci-Fi & Fantasy

Thanks to Lunarlilith, GCMIVB4, BD88, JB, and Trimtab for editing assistance, as well all the other helpful souls. I couldn't do it without you. Fair warning, this story contains themes of pseudo-incest. Enjoy. *** Previously on Endangered Chris and the team return from Brazil, and Radek's demonic origins are finally exposed. The brood resolves some int...