Ruin Stories

22,222 results
Orientation
Length
Source
Infinite Scroll

Proud To Be A Sissy Ch. 05

by Kary_M on Sep 26, 2017
Transsexuals & Crossdressers

I awoke in almost total darkness, only a soft glow came into the hall from the kitchen. At first wondering where I was, my bed at home wasn't as soft as where someone, probably my new daddy had carried me after falling asleep on the floor. I shivered in delight remembering how my daddy had shared me with his two friends. It was wonderful having three very di...

Just Getting Started Ch. 03

by CaraJoy on Sep 15, 2017
Interracial Love

Jaden was in a rage. She desperately clutched the sheets to her nearly naked body. Yes she wanted him, but she didn't want him to see how sprung she actually was. If she really thought about it, she was probably more embarrassed than anything, she just wasn't in the right frame of mind to accept it. Just minutes before Tristan had entered her room Jaden was...

Cunt! Ch. 04

by chandler831 on Sep 19, 2017
Transsexuals & Crossdressers

After our fun in the kitchen, Derek stayed and made himself breakfast and I headed upstairs to get ready for the day. I pulled out all of my clothes from duffel bag and laid them out on top of my comforter. I had so much new clothing! I decided on wearing a thong this time as I had yet to wear one out besides the brief moment trying it on when it arrived in...

Cindy's Slut Ch. 05

by Bastinado on Sep 13, 2017
BDSM

Chapter 5: The Maid I awoke to the sounds of lovemaking. I tried to move and then realized that I was bound and gagged at the foot of Cindy's bed. I hurt all over. My ass, back and legs were red and raw with welt and bruises. My ass and sphincter were so torn, that it hurt just to move. The huge butt plug that was wedged into my ass did little to ease that...

Becoming Melissa's Cuckold Pt. 04

by GreyMatterH on Sep 25, 2017
Fetish

The next morning I woke up feeling hopeful. I'd suffered a terrible humiliation but I think that I managed to talk myself out of it, and I was pretty sure that I could trust both Melissa and Victoria to not tell anyone else about what happened. I was also happy to learn that it seemed like Melissa was pretty open-minded about my panty fetish. Initially she...

A Cautious Man Ch. 14-16

by coaster2 on Sep 18, 2017
Novels and Novellas

If you have the feeling you've read this before, you have. I inadvertently mis-numbered this chapter and having done that, was refused posting of the final two sections. My apologies for busting up the continuity. * Chapter 14 When Marion and Bill vacated the apartment, Bill had given it to Sam Carstairs. He had been living alone and spent almost every ho...

Surprised By Wife's Best Friend Ch. 07

by m_storyman_x on Sep 26, 2017
Group Sex

It had been nearly two weeks since our camping trip and I was starting to feel like my side action with Linda and Emily would go unnoticed. Somehow things never quite seem to go like you plan, and this appeared to be no exception. My wife had used my suburban to go buy groceries, a relatively normal occurrence. The surprise came when I walked in the door fro...

Jack's ex, Jack's slave Ch. 05

by AngryYoungMan on Sep 19, 2017
BDSM

Thank you all for the feedback. I should let you know this story takes much of it into consideration. I have never been in a relationship like the one I describe in my story, and had no idea about the motives and behaviours that are involved. Please let me know what you think of this story. Not much sex involved, more setup for the rest of the story as I hav...

A Ruined Life Ch. 01

by MSTarot on Sep 19, 2017
Romance

A single conversation, overheard one night when I should have been asleep, was the absolute ruin of my life. I had drunk far too many glasses of tea with dinner and got up to go to the bathroom sometime after midnight. As I passed mom and dad's room I heard them arguing. That they were doing that this late at night caught my attention more than anything. T...

The Money Dance

by jkthekat on Sep 13, 2017
Erotic Couplings

Lounges, always have been my 'office'. I play guitar and sing for a living and the fringe benefits are fantastic. I walked up to my little one man bandstand, sat down on my stool and adjusted the guitar and then the microphone. I usually play guitar, and sing to the accompaniment of what's known as MIDI files. They help me sound like a four or five piece gr...