Ruined Hole Stories

125,867 results
Orientation
Length
Source
Infinite Scroll

Liv Tyler Look-A-Like

by tonysnow on Sep 16, 2017
Loving Wives

It was the first time the four of us had gone away together. No one knew what to expect, but we all knew that no matter what we did it was going to be fun, fun, fun! And how true that turned out to be. Right from the start, I couldn't keep my eyes off my friend's wife Judy. She was a dead ringer for Liv Tyler, only better since she was right in front of me!...

Your Story

by Dragonman_69 on Sep 14, 2017
Fetish

Part 1 – The Meeting Imagine a still summer's day, when nothing was moving, least of all you! We lay on our backs in the hay, the warm wind was soothing, it made me feel good, the day I met you. I lay, my head propped up on one arm, watching you as you lay there, arms folded behind your head. A strand of straw jutting from your mouth, twitching in rhythm t...

Piss Vandalism Ch. 02: His Golden Shower

by GoldenCompulsion on Dec 10, 2018
Fetish

This story contains: A transgender man (post-operative chest and pre-operative genitalia), male-to-male sexual relations, and nontechnical language for trans male sex organs. What may be referred to as the clitoris will be called a dick, cock, etc., due to the preference for linguistically masculinizing his more phallic sex organ. ***** Intriguingly enough...

Carol Ch. 12

by flinchny010 on Sep 13, 2017
Exhibitionist & Voyeur

For the whole ride, Carol was in a frenzy of excitement. She couldn't stop talking. Though it was warm in the cab, her whole body shivered. "I never knew bars could be so much fun. But then, I haven't gone to many. Do you still have my ID?" "I do have it." I told her. " You were great. You were perfect." "Did you see me up there? I was like a go-go dance...

The Idea Ch. 07

by niteowl2003 on Sep 15, 2017
Group Sex

How it all began. It all started with a crazy idea. Sat in a public bar, Mick and I were simply bouncing ideas off each other for possible ideal jobs. He turned to me and said "the best job in the world has to be filming those porno stars" to which I replied "No... The best job in the world would be filming everyday housewives and their dirty little fantasi...

Dear, We Have to Talk Ch. 04

by dr13bone on Sep 25, 2017
Interracial Love

My wife, Mindy, had discovered my secret stash on interracial cuckold porn on the computer. Rather than getting mad we decided to explore the fantasy. With each new adventure my wife came closer and closer to being fucked by another man's cock. I knew I could stop it at any time and that was the danger of the game, the ability to stop and not doing so. Now s...

The Making of an Angel Pt. 06

by AngelLawrence on Sep 24, 2019
Transgender & Crossdressers

The wait for Wednesday dragged... I'd gone clothes shopping and had decided on a red silk blouse with an above the knee pencil skirt with my black patent shoes and barely black stockings. I'd decided to go with my bob wig and full 90s style make up. I was looking forwards to seeing the final look and to tasting Zoe's delicious cock! I headed over to Zoe's...

Wife's Friends Anal Ch. 05

by Ilovetoeatsperm on Mar 12, 2019
Fetish

It's Saturday morning and my wife asks if I'm ready for tonight? I say what do you mean? You are getting your ass fucked tonight, remember? I chuckle, yeah I'm ready and actually I've been pretty horny and looking forward to it, It's been a few weeks since I've been plowed really good. I want to be stretched really big and wide, it'll feel real good. My wife...

Happy Birthday, Lover

by SexKitten919 on Sep 13, 2017
Erotic Couplings

"Hello?" I call softly as I drop my keys in the basket in the hallway. "Hey." I hear your low reply from the living room over the low sounds of the TV. "How was the show?" "It was good. I was thinking of you," I tell you as I shrug out of my jacket. You raise your eyebrows at me as I walk closer to you. "In fact, I was thinking of you the whole ride home t...

Passions of a Naked Pussy

by Paul44 on Sep 18, 2017
Erotic Couplings

I saw her as she walked along the shop fronts and she seemed to sway so attractively. I had been window shopping in that bored way you can do sometimes and had decided that this woman was worth looking at some more. I don't know when she noticed me watching her but it couldn't have been all that long when she moved to an escalator allowed it to move her to a...