Strapon Pegging Stories

2,794 results
Orientation
Length
Source
Infinite Scroll

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...

Let Go

by qhml1 on Sep 17, 2018
Loving Wives

I'm detecting a trend. This one is edited, again by the smartest, lovliest ladies on Lit. And this is not just my opinion. Enjoy. This is a pretty common theme. MM did it, several others have put their spin on it, Bigguy 33 was the most recent. This is my spin. ***** "Wait, what did you say?" Dave was in his wife's office. She was the head honcho of the d...

Service Provider Ch. 14-23

by IdeeFixee on Sep 19, 2017
BDSM

Chapter Fourteen — Sunday School When she'd gone to Mass as a teenager on the old Headmaster's orders, Janice had been struck by the appearance of the Father leading the service. He was tall and rough looking, with large, craggy features and recessed but gleaming dark eyes. He had also noted the presence of the gorgeous, sensuous young brunette sitting in t...

Billie and the Bordello

by nikkiesilk on Sep 16, 2017
Transsexuals & Crossdressers

This is an old story of mine, but I hope you enjoy it. ***** Chapter 1 Billy was in deep trouble. He was used to trouble, of course. It followed him around like a bad smell. But this was different. He breathed deeply and slowly, trying to get his heartbeat back to something approaching normal. The adrenaline streaming through his veins made that next to i...

Tell'em Willie Whoremaker Was Here

by silliesam on Sep 16, 2017
Novels and Novellas

Author's note: All rights reserved. No reproduction of this material is allowed without the expressed written permission of silliesam. Not intended for minors or those with weak hearts! This is the story of a fictional town populated with people that may accidentally resemble some American TV characters from shows old and new. If you are familiar with the o...

Halloween Party at the Lodge

by KeyesLodge on Dec 2, 2019
Celebrities & Fan Fiction

Holidays at the Lodge were very much a thing. Although obviously everyone had their usual obligations such as visiting family, we always set aside a date so that everyone could celebrate together. After spending so much quality time together, a lot of the girls had become quite close, so celebrating certain things became the norm over the past couple years....

The Old House

by l_anonym on Jan 22, 2019
BDSM

Prologue This story is about a group of young people living together in a big old house a bit outside of town. Most of them are students so they enjoy the rather cheap rent and the somewhat secluded place where they can party anytime without having to worry about the neighbours. Don't get me wrong: It's not a place with a nonstop party -- they all have to...

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:...