Strapon Punishment Stories Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

My Anal Punishment Fantasy

by BarbieLez on Sep 11, 2017
Anal

Author's Note: These short fantasies started off as weekly mini-stories for my readers, but the newsletter was shut down because autoresponders do not accept adult content. I thus decided to publish these fantasies for free for my readers to enjoy. It is meant to entertain, so please do not leave hateful comments if everything is not perfect. I am only human...

Kia and William

by Emirus on May 20, 2019
BDSM

This story contains corporal punishment, strapon and other fucking, dildo gag, femdom/male and femdom/female, cunnilingus, and golden showers. If any of these are not to your taste then I advise you not read any further. ****************************** He sat in his car watching the rain running down the windscreen like melting glass. He'd been there for se...

Brittany's Strapon Hell Week 01

by humbleslave on Sep 14, 2017
Celebrities & Fan Fiction

Note to readers: I appreciate comments and feedback. Though this story should stand alone, it makes more sense if you read my other works as well. Also, please take time to vote! These stories are a labor of love, and your votes mean alot to me! Enjoy! * I had just joined the mile high club with Mistress Angelina Jolie, though not in the way you would thin...

Forced Shower Strapon!

by Bi_Siamese on Sep 12, 2017
BDSM

One Saturday afternoon while my wife was at work I decided to get naked and write a story about something fun we could do together. I grabbed a notebook, a pen, and my favorite masturbating lotion pushed a pillow under my belly and started fantasizing with a pen in one hand and my cock in the other. My wife and I practice female domination which is why she i...

Test Subjects Ch. 01

by bi_ds_stories on Sep 28, 2020
Sci-Fi & Fantasy

All characters 18 or over. Chapter 1 Day 1 "Welcome, test subjects, to your new home in the stars!" The alien man addressing us was the head of some kind of scientific mission, and he had abducted my class, our teachers, and the other people who had been on the bus with us. I figure they timed it to the very end of our final term so they could kidnap peo...

Kate's Heavenly Hell Ch. 06

by Duke567 on Sep 18, 2017
Group Sex

If you aren't into chastity stories, please don't read, and don't leave dumb comments. If you have read the previous chapters, you know how I have been locked in chastity for 5 weeks, and desperately need out. ***** I waited until Kate had completely removed the high security metal cage from my cock before I took the blue Viagra pill. I really couldn't b...

Schoolgirls are Real Bitches

by SPARTAN047 on Sep 14, 2017
NonHuman

On request by anonymous feedback from Literotica as a (sort of) thank you. Amazing This story (I've read both of your dark elf stories) is pretty amazing. Best I've read in a while actually, you've gotten yourself another fan! If you do take requests, I'd love to see more about this setting. Specifically, perhaps even the flat girl who enjoyed humiliation...

Pushing Boundaries

by BreakTheBar on Sep 25, 2017
Group Sex

==================================== All characters are 18 years or older. This story can be read as a stand-alone and is my homage to all of the Strip Poker stories on Literotica I have enjoyed over the years. If you would like to read more about the main characters, please check out Pushing Buttons in the First Time category. This story contains elements...

Losing My Manhood

by magic_tantra on Sep 13, 2017
BDSM

Once Mistress got used to using the razor strop it became her favorite way to discipline me. The strop hung in my bathroom proudly patiently waiting its time for Mistress to order me to take it down for another whipping. Mistress found was the strop did not break the skin yet left wide red marks that healed in less then a day. The punishment that the strop g...

Sharon's Story Pt. 01

by mountian299 on Sep 16, 2017
Novels and Novellas

Ps, I would like to thank DRGriffin for all his help in editing. A note to all my readers; someone commented that my stories were all the same. Without getting into a lot of detail, I watched an episode of the "Walton's" on TV. An experienced writer told Johnboy, "Don't write about Chicago or New York. Write what you know about." I took that to heart, using...