Urethra Stretching Stories

56,648 results
Orientation
Length
Source
Infinite Scroll

My Cellulite Mistress Ch. 02

by FantasizeAndRealize on Aug 22, 2018
Fetish

Nine months after our first night together Tonya and I got married! I am her total pussy boy servant and I dote on her. I can tell that other men look at Tonya in disgust and then look at me with pity and questions of how? This only excites me more as I burn with shame! Since we have been married Tonya has taken my degradations to even higher levels. At fi...

An Inside Job

by Learningfast on Sep 16, 2017
Sci-Fi & Fantasy

"I am somewhat dismayed by your poor performance, Lieutenant." said the Commander, "Do you have anything to say in explanation?" Polya knew that the truth would not be a worthwhile explanation. She had become friendly and too trusting with some of the inmates and that would sound like an expression of professional failure. She decided to offer some part-tru...

My Three Big Bad Wolves

by Himrqwerty on Sep 13, 2017
BDSM

Disclaimer: None of this is real, and all participants are over eighteen. This story has extreme pain involved, but ends with all participants happy. If pain or forced activities bother you, don't read this. You have been warned. * In the werewolf part of town, it was fairly loud, but there was no one on the streets. Well, no one except for one very horn...

F is Always Bigger

by BlueBallGuzzy on Nov 11, 2019
Transgender & Crossdressers

My eyes sunk in shame, my 5 inch penis still throbbing in post orgasm, my load of cum dribbling from the tip. I glanced back up at the screen of my Iphone, lit up on the screen was a text conversation between me and my girlfriend Lisa. A large photo obscured most of the text feed, a photo clearly taken of Lisa. Her soft features contorted into an ahegao face...

The Club Revisited

by Storyguy33 on Sep 17, 2017
BDSM

Note: The following is pure fantasy and not to be tried in real life. * I called the older sub that had participated at the party and told her to meet me at the club a 6:30. I instructed her to cleanse herself, figuring she knew what this meant. We were alone which was rare, but allowed me the use of any equipment available. The first order of business wa...

Modified Escort Service: Nancy

by Crimson_Spectre on Jul 27, 2020
Sci-Fi & Fantasy

Author's Note: it has been a long time since I wrote the original Modified Escort Service. Sorry I kept y'all hanging but I wanted to make sure I treated sex workers with respect and had to do a lot of reflection on how to get it right. I want this to be an anthology with a lot of diversity and respect for the escorts. Any feedback is appreciated. *******...

Growing Needs Ch. 15

by sexgundam666 on Jun 25, 2019
Sci-Fi & Fantasy

Thought returned in slow waves. Mia became aware of several hands on her body, along with the touch of wet sponges and the smell of soap. Sudsy water slipped across her form, down her every muscle, and into every crevice. She cooed when it washed over her asshole, then her heavy balls. The hands moved to her phalli, reaching deep into her sheaths to wash eve...

In the Chair

by Valmont4221 on Sep 17, 2017
BDSM

She smiled down at me. I was sitting in the chair while she stood before me. "You know the rules," she said sternly. I swallowed hard and nodded to her. My mouth was already dry and the words came slowly, as they always did. "Please Mistress, hurt my cock and balls." She grinned. "There is no way for you to stop this once I start. You understand that, righ...

Pinprick

by Lemurarian on Sep 17, 2017
BDSM

DISCLAIMER: The people in this story are fictional. The things that happen in this story are fiction. Remember how Wile E Coyote could survive getting run over by a bulldozer? You can't. Likewise, stuff in this story may be ill-advised, dangerous, or fatal. Jack Randolph looked at the clock in the lower right-hand corner of his screen. 5:37. He went back to...

Michael Bk. 01 Ch. 07: Experimentation

by BlackJackSteele on Oct 16, 2018
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Copyright © 2018 Black Jack Steele -- All Rights Reserved. No part of this publication may be reproduced, distributed or transmitted in any form or by any means or method without the express permission of the author. Some exceptions may be permitted in the case of brief quotatio...