Humiliating Punishment Stories

41,067 results
Orientation
Length
Source
Infinite Scroll

Another Match

by Ailsie on Oct 8, 2019
Fetish

Okay, so to set up a prelude to this next match. This was one of those themed fights, they generally come up around major holidays. Thanksgiving there's normally a gravy fight, Christmas, Santa's little helpers, the like. You know. This one happened to be a Fourth of July celebrated one, which is rather rare. The theme was red, white and bikinis. It was set...

Hotel Naked

by Philip_H_ on Oct 8, 2019
Exhibitionist & Voyeur

Before I tell you what happened to me, I should tell you my name. My name is Regina Flatt. And what happened to me could happen to you too. We, I mean Eddie and I, were squabbling. Over what escapes me, but I think it was something to do with where we were going to eat lunch the next day. I wanted to try a French place that sounded elegant and tasteful, but...

Groomed to Depravity Ch. 05

by ssamlee2000 on Jul 6, 2020
Transgender & Crossdressers

It was the penultimate weekend before the end of term. I had my exams in the next few days, but I didn't get to spend any time preparing this weekend. Instead, Mohamed took me to the city again. It was our fourth such trip. The itinerary didn't change much so far. We arrived Friday night. Saturday was for shopping, and once the night came, I was once again t...

A Smuggler's Adventures Pt. 01

by pierredelecto on Jul 15, 2020
Sci-Fi & Fantasy

I know you must have some pretty romantic notions of what it means to be a smuggler -- but have you ever considered what it would be like to be stuck in a spaceship for weeks, ferrying cargo from one god-forsaken planet to another, with no one but the ship's AI to keep you company? I assure you, it's dull enough to make you question your sanity. Consider....

Witch of the Wild Woods Ch. 06

by Autumn_Hughes on Sep 24, 2019
Novels and Novellas

May 22nd - Friday / Late Afternoon Lane had fucked his sister. His brain spun it a million different directions, with a million more rational justifications for his actions, but they were all ultimately useless. He had every opportunity to leave. He could have just walked away. He should have. As desperately as Lane wanted to cling to regret, however, his...

My First Match

by Ailsie on Sep 23, 2019
Fetish

Okay so let me start this story with a bit of my background. I'm new to the scene, haven't been wrestling for very long and I'm a bit of what people call a jobber, I think? New to the terms, so forgive me. I stand at 5'4", 127 pounds with mid back length strawberry blonde hair that I normally keep in a ponytail when I'm in the ring. My attire isn't all tha...

Scott's Story Pt. 05

by DeanaBard on May 18, 2020
Fetish

Scott's Story Chapter 5 -- Twin Treats [Please note: This all occurred in 1979. Long before VCR's, cell phones, and computerized everything.] Returning from our honeymoon the only thing I was focused on was the prospect of finally having my wife all to myself. Why did I say "finally"? Well, let me backtrack a little. Immediately after checking into our...

She Caught Me In Her Panties

by anonymouspeggy on Feb 3, 2020
Transgender & Crossdressers

I used to fantasize about being caught. I secretly "borrowed" panties from my uncle's girlfriend. From my mom's best friend. From my buddy's mom. And I'd fantasize about them walking in on me and getting turned on by my hard cock in their panties. But of course I never really wanted to be caught. It would be humiliating. Or so I thought. It was Christma...

Mary & Luke Ch. 07

by DezerayJade on Mar 9, 2020
Romance

This story is a spin off of my original story/series (Love Comes Second). It is not in the same genre of stories, but they are related so there may be some places/scenes where the genres overlap. This series will be from the perspectives of the two servants, Luke and Mary. I recommend that you read my previous chapters before this one. ***** Chapter VII...

Shemale Devil in Disguise Pt. 02

by Chomedey on Mar 2, 2020
Transgender & Crossdressers

Mid-June 2018: About a month has passed since I went back to my parents for work and about 2 weeks went by since I went to that party where I first met Rebecca. Since then, not much has happened because I wanted to distance myself from the group. Although I try to see them as least as I possibly can, I still want to get the gossip from my girlfriend in order...