Ruined Asshole Stories

88,427 results
Orientation
Length
Source
Infinite Scroll

Virtual Fucking Becomes Reality

by peebudy on Sep 3, 2017
Erotic Couplings

I queued up and emailed you a dozen stories, knowing that you'd be home alone all day with nothing better to do than sneak up to the camp read them in your special position. What you don't know is that I was just down the road in my car when I sent them, and shortly I'll be slipping into your place to watch you as you read the stories and pleasure yourself...

y4974 12=Dec23

by notnamer on Sep 16, 2017
Anal

Flash One-Hundred-Fifty-two: Some Massaging Shots: 3rd Person: Past Tense: 1----- At this moment [the demo dude] was moving nakedly quick with the quickening movement of [a jay bird man] in search of {a big assy bitch mate}, and [the demo dude] still had [the demo dude's] long thick cock still half erect while [the demo dude] was rushing by within the secre...

One Wild Night

by egirl1212 on Sep 13, 2017
Fetish

Alice van der Poole loved her boyfriend. Really, she did. Ben was perfectly handsome, perfectly sweet, perfectly... bland. Every kiss was preceded with a gentle, "May I kiss you?" and followed by a whispered, "You're so beautiful." At night, Ben would tell her how precious she was, how delicate and sweet and lovely. His fragile, perfect little rose. Alice wa...

Ashleigh's Adventures Bk. 2 Ch. 01

by A.W. Root on Sep 15, 2017
Novels and Novellas

Authors Note: Thanks to my readers for the feedback, comments, and especially the votes. As promised, here is the first chapter of Book II. I hope you enjoy this book as much as you apparently enjoyed the first book. After dropping Tom and Ashleigh at Tom's house, Ted quickly backed the car onto the street and turned around heading for his own house not 200...

Stella's delicious anal chocolate

by NastyHarrison17 on Nov 18, 2019
Fetish

We got to church just after service started. The choir was singing as the usher showed us to a pew half way down the center aisle and on the right. As we walked to our seats, I couldn't take my eyes off of one of the women in the choir. Seated second from the right, Stella gave me a nearly imperceptible nod as she sang. Stella is not only one of my wife's b...

Welcome to the Group Pt. 03

by LaceyDresser on Apr 22, 2019
Mature

Prologue: The following is obviously a continuation of "Welcome to the Group Pt. 2", and I highly recommend reading it prior to. As always, comments are welcome as long as they are constructive. ***** By the time Rodger and I arrived to claim the second mattress, Walter and Rita were fucking like newlyweds on their honeymoon. Mostly at the insistence of...

A Big Shiny Blue Marble Ch. 39

by TaLtos6 on Sep 25, 2017
NonHuman

***A long time ago, I saw a documentary about a tribe of people on an island in the Pacific. They'd lived simple lives until World War II, when an army came to occupy the place. The tribe suffered and prayed to their deity, and as if in answer to their prayers, huge birds glided down out of the sky and disgorged men who fought the other men and defeated them...

The Square Peg Ch. 02

by icedragonmo3 on Oct 24, 2018
Transgender & Crossdressers

Disclaimer: Welcome to chapter two of The Square Peg. This story contains a relationship between a mtf and a ftm. Things don't always go perfectly. If you haven't read the first chapter, much of this may not make sense. For story telling purposes, when Kevin and Andrea are alone, they think of each other as Vonnie and Drew, and the pronouns change accordingl...

My Subway Experience

by sohurnyy on Sep 12, 2017
Erotic Couplings

I ride the subway each workday from Queens to Manhattan. It usually gets very crowded in the morning; with too many people Jamming into the subway cars. It isn't Unusual for someone to Brush up against my breasts or ass. Most of The time, I have to believe it's intentional. Sometimes they linger, sometimes they squeeze, and sometimes they rub. There is no Po...

My Loving Wife Ch. 1

by damonX on Sep 19, 2017
Loving Wives

I got off work early so I thought I'd hurry home and surprise my wife with a night on the town. It had been a good day so I was in a good mood. I was singing to myself as I pulled into the driveway. I was in such a good mood I hardly noticed the strange car parked alongside my wife's. It was just a friend of Terri's I guessed, so I paid it no further attenti...