Handcuffed Pegging Stories

5,728 results
Orientation
Length
Source
Infinite Scroll

Zenit

by LewisCrane on Jun 5, 2019
Transgender & Crossdressers

1 The neon glare from St. Petersburg's Nevsky Prospect was the only light that shone in Sergei Arkedyvich's dim, spartan office. The gangster was seated in an armchair by the wide window, burning cigarette dangling from his meaty lips. He considered the liquid line over halfway down the vodka bottle before him, and regarded the paunchy man sitting across fr...

Retreat

by Colinthedog on Jul 30, 2019
Novels and Novellas

Way back in 2014 edrider73 posted his story https://www.literotica.com/s/revenge-in-advance that introduced an organisation named MMAS Mutual Marriage Assurance Society, and their one sided "Fidelity Insurance" policy, seen through the experience of Mr Oscar Warren. edrider73's tale and Oscar's story and relationship with the MMAS was then expanded and cont...

Love Thy Enemy

by JLRemora2 on Sep 19, 2017
Loving Wives

This story is a work of fiction. Any resemblance of the story's characters to dead and/or living people, and fictitious situations to real events, is purely coincidental. Some research went into attempting to present certain situations as realistically as possible, without getting nitty-gritty about it. As such, no doubt there will be issues with some of the...

Road Trip

by TLCgiver on Sep 11, 2017
Novels and Novellas

This story is a repost of the first few chapters of Road Trip, originally posted in 2011. The original version had about 200,000 readers before it was taken down for a major rewrite and a potential book. The story has since been rewritten; although the major events remain the same the thinking, emotions, and many facets of the story surrounding each event h...

Dr. Snip

by drsnip on Sep 26, 2017
Sci-Fi & Fantasy

Angel Even with her eyes closed, she could still detect the glare of the sun through her eyelids. The humid heat that it generated, as its rays beat down on the sub-tropical forest below, encompassed her naked body as if she was in a sauna. Angela Black was hot, sweaty and loving every minute of it. She loved the freedom of being totally naked, and she wa...

Ebb Tide Ch. 02

by FinalStand on Sep 15, 2017
Group Sex

Editing magic performed by KJ24 and Shyqash, plus contributions by the regular gang of brigands and neer-do-wells. Low tide: The period between the ebb tide and the succeeding rising tide. This tale is an espionage fantasy frequently under assault by reality. The 'hero' of this tale might be considered a Libertarian, though the label means nothing to him....

Boy Sorceress Pt. 04

by sycksycko on Sep 25, 2017
Sci-Fi & Fantasy

Disclaimer: No children are harmed in this chapter. No children were harmed in the making of this chapter in real life, either. ;-) **************** I was lying on my couch and thinking hard about how I was going to bring destruction to the One-Oh-Fours. Their magic was now strong enough to withstand the presence of a hundred and three disbelieving minds....

Packback

by MetaBob on Sep 23, 2019
Novels and Novellas

1. Liaisons Many thanks to Emmeran for editing assistance. There wasn't time to make all the changes he suggested, but everything I did change made this better. I look forward to our next project. * * * I woke to my new life in a trail angel's house near the Mexican border. There were 20 of us on cots and the floor. A young woman with long strawberry-blon...

The Island Ch. 05

by zwer256 on Jul 17, 2019
BDSM

The author expresses his great appreciation to Sloopb for editing this story. Due to his corrections and comments the story became much better. V. Looking for Love Check under Your Nose Author's Note: the fifth story from "The Island" series which cleaves the Maria's world in "before" and "after". _________________________________________________________...

For The Love of a Child

by MoogPlayer on Sep 18, 2017
Romance

Here's to a happy new year for all you Literotica fans. May God richly bless you, each and every one... MoogPlayer ~~~~~~ Chapter One My name is Mark Howard and I'm forty-nine years old. I stand six feet, three inches tall; and I weigh two hundred and fifty-five pounds, with no fat whatsoever. I have dark brown hair and eyes; and it was right around my...