Urethral Chastity Stories

7,272 results
Orientation
Length
Source
Infinite Scroll

Butch's Bar Slut

by sissymissyct on Jan 7, 2020
BDSM

(A bit darker than most of my tales. It would fit in gay or nonconsent as well. Gay sex, sissy sex, chastity and punishment.) *** I love this bar, Butch thought to himself as he finished another beer. And why shouldn't he. It had everything a Leather Bear could want. Plenty of hot men in leather, and some women as well. A bunch of trans girls and some siss...

Solo Submission Pt. 04

by Subkoksukr4u on Sep 24, 2019
Fetish

Matt sat naked in silence as he watched his wife prepare breakfast. It'd been a week since she had confronted him and took control of his sex life. They'd had some long discussions, Matt even opened up and confessed his forced bi fantasies to her. Debbie was not surprised and it actually excited her. She'd watched some guy on guy porn before and was in...

Humiliation Journey Never Ends

by Subkoksukr4u on Jun 25, 2019
Transgender & Crossdressers

Here I am once again looking up into the eyes of my tormentor, my superior in every way, especially his cock, 10 1/2 inches to be exact. I know because when I first met him he made me measure it with a ruler. He made me measure mine too. I was embarrassed, humiliated and shamed for being so small. It hasn't been called a penis or anything remotely masculin...

Sakura Understands Reality Ch. 04

by LeopoldNicholas on Sep 3, 2017
Erotic Couplings

The floor area reserved for hot oil massage was directly behind sakuras stool. The design had been artistically arranged to give the appearance of a small lily pond with ornamental koi swimming just below the surface. Sakura made no attempt to stop ayame and kaoru as they gently lifted her and carried her backwards to lie in the contours, her heart was still...

End Scene

by felicia_rene on Sep 28, 2020
Transgender & Crossdressers

This is fiction so literary license allows for the omission of condoms, but our reality doesn't. Enjoy Description: When a rich wife discovers that her husband married her for her money and to add insult he turned out to be gay. ROLL CAMERA My rich wife had me over a barrel after finding out about my affair with my handsome boy toy assistant. She took a...

At My Cabin Ch. 07

by jeffss45 on Sep 12, 2017
BDSM

It has been a week since Stephanie was in her belt and I in mine. I haven't worn it since thought i have used the regular machine quite a bit. And, it's getting cold out so all of this has happened indoors. And, by myself. I've been contemplating wearing the belt again; this time for 8 - 10 hours. I'm thinking about that again when I hear a knock. I'm surp...

A Freshman's Summer Class Ch. 06

by CapnSteelBoy on May 13, 2020
Transgender & Crossdressers

**All characters are of legal age for adult content.** Trying to get these out faster, and writing more, but sometimes life just doesn't play along. Please enjoy, will probably wrap up around Chapter 9 before our hero heads back to school with all that new training! Chapter 6 The next few weeks went by pretty quickly. Nothing much changing in my life f...

Annie's Exam

by NIGHTQUEEN1963 on Sep 25, 2017
BDSM

As he carefully washed his hands with Betadine soap, and hot water, he explained quite matter of factly to Annie that her master wanted to find out the sensitivity of her Urethra and how wide it could be stretched. He also explained that it would be uncomfortable, but no real harm would come to her as he knew how much the human body could take, and would be...

Stallion Treatment Ch. 03

by Buffwriter on Sep 25, 2017
Sci-Fi & Fantasy

Teased and milked "Mara Tisdale is an excellent milker of men." So I came to think after watching her torture Nate, and I told Nate that after the fifteenth denied orgasm. Nathan was panting and sweating, unable to achieve the breakthrough to orgasm that every man craves with his very being. He was still restrained, his penis bulging with veins, begging for...

Permanent Chastity

by Ladyvet on Sep 26, 2017
BDSM

Patty and I have been married for 23 years. Our sex life hasn't been what I'd call "conventional" (my erection is a little less than three inches hard) but things were OK six years ago, until she had our youngest, Brad. Since then our sex life became less and less active, which wasn't all due to my small size. Patty never mentioned it or complained about it...