Shame Stories

44,453 results
Orientation
Length
Source
Infinite Scroll

Jack in Y-Fronts and his Landlady

by aaronburr on Jul 13, 2020
Exhibitionist & Voyeur

(In the 1950s it was Coopers Jockey Y Fronts that were the fashion statement in male underwear. Goggle, and explore what I mean. They were high waisted. They did not sit on the man's hips but rode higher than the navel. A big Y shaped opening on the front was their hallmark. Elastic kept the legs tight- until they got old and worn and the elastic became infi...

Exposing Amy Ch. 04

by fannyrat on Dec 3, 2019
Fetish

As usual, the previous chapters should be read before this to fully understand the story line and characters. All comments welcome as it helps to improve the writing. For a few months after Amy gave birth to Colin Pearce's child, we settled down to our lives again. The spark that our sex lives thrived on had to be content with only the memory of the filthy...

Train Ride

by bareman on Sep 14, 2017
Erotic Couplings

The first time I laid eyes on her was on a train to Chicago. She was returning to her seat from the restroom and her confident walk and bemused smile gave me the impression she knew something nobody else did. A couple of minutes prior to her walk down the aisle, a guy had exited the same restroom and made his way to his seat. This was her walk of shame and s...

The Choosing

by darcysweet on Sep 25, 2017
Erotic Horror

AUTHOR's NOTE This isn't a slam bam thank you ma'am, it takes a little while to get to the hotness. The story builds slowly, think of it as sweet descriptive foreplay. If you're after pure fuckety fuck fuck fucking (and don't we all just need that sometimes?) then I'm not at all bothered if you skip along. If you want to indulge in a delicious sweet build...

The Harem Slave Ch. 03

by naughtybabygirl on Sep 19, 2017
Fetish

Sophie's eyes widened, and tears of shame welled up in them. "Don't worry, baby, you'll be properly trained like a good little bitch," he said matter-of-factly. "Now stand up and follow me." Sophie did as she was told, following her Master across the room and back down the hallway to her room. He opened the glass door and led her inside, then shut it behin...

Special Counseling Session Ch. 03

by thomasksilva on Sep 13, 2017
Anal

When I came back the following Wednesday, Ellen was ready for me at 4:30. Again, she had prepared the inflatable mattress on the floor of her counseling office. The building was deserted except for us. She motioned me into the office and began to remove her clothing as she had the last two times I had come to session. Ellen was helping to me to learn to fee...

Bend Me Over the Bed

by ShrinkingBBW on Sep 13, 2017
Erotic Couplings

It's a long drive to and from work. Well, probably not the longest as far as time and mileage go. But to me (and this story is about me, after all), it can sometimes crawl by if I focus on too many of the familiar roadside details. When I pass by the smokestack I'm only about a third of the way there; if I pass under the underpass that looks like a space ram...

Forgive Us Our Sins

by Katinkia on Sep 17, 2017
BDSM

Jane waited in the hall outside the room on a cold wooden bench. It was 1860 and a cold day for the summer. The wind howled outside the church annexe in which she sat. This was to be her first birching as most girls never did anything to deserve such a severe punishment... but she had. It was a Sunday. She'd attended church that morning with her family, but...

Bitch

by Dennis_St_John on Sep 19, 2017
Transsexuals & Crossdressers

'I am ready, Sir.' I texted on my cell phone. 'Room 28.' A few moments later, the cell phone pinged and a return message appeared. 'You know what to do -- I'll be there very soon.' I took a shuddering breath and looked at myself in the bathroom mirror. An angry frown marred the soft made up sissy face looking back at me, framed as it was by dark straight h...

Beth Phoenix vs. Taeler Hendrix

by LtLukas on Sep 17, 2017
Celebrities & Fan Fiction

She was really well put together. That was the first thing I noticed about her. It wasn't that she was the curviest, prettiest girl I had ever laid eyes upon, but she had this vitality to her that made it very difficult to look away. The blouse she was wearing was professional, as was her pencil skirt, and a pair of glasses obscured her blue eyes. I thought...