Urethral Stretching Stories

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Orientation
Length
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Infinite Scroll

Mistress X 06: Sounds of Suffering

by Long2bLocked on Sep 24, 2019
BDSM

Note to readers: This short story is not part of any series. The setting and characters are based on those from my "Laura's Femdom" stories. My Mistress X stories stand on their own but are best read in order. This particular story describes an intense competition between female slaves involving vaginal torment. A contest that may lead to an opportunity for...

The Slave Ch. 16

by Zoeeee on Sep 17, 2017
BDSM

Upon entering the room, all of the young nurses' eyes were on the prone slave. Of course, none of them knew that he was a slave, captured and used by another nurse and her two roommates. Each of the nurses was examining the prone figure, under the sheet. Three things were immediately obvious to them, one: he was masked in a black leather hood, two: that his...

Stretching Naomi/Switching Danielle

by darkbondagewriter on Feb 6, 2018
BDSM

Copyright © 2017 David Caddell All rights reserved. - For as long as she could remember, she had always felt destined to endure a struggle of internal conflict as if driving her life like a car stepping on the gas and the brake pedals simultaneously - Could it ever be any different? During such frequent nights of emotional turmoil, Naomi would often pick...

The Boy and the Fairy Ch. 02

by ArthurSummer2 on Apr 11, 2018
Fetish

Note to the reader: This story contains heavy futanari/dickgirl/chicks with dicks on male action. This story additionally includes urethral insertion, also known as sounding. If you don't like these themes, then this story is not for you. ***** Having washed up in a nearby stream and eating some succulent fruit from a fruit tree that Raisa showed him, Jemi...

Submissive's Journey 07

by mollycactus on Sep 11, 2017
BDSM

A major turning point in my life occurred when Susan purchased the speculum. (I am not going to attempt to relate my stories in chronological order – I am writing things down as they occur to me.) As perhaps you can tell from some of my earlier stories, Susan was fascinated with my cunt. Mine was the first that she had ever seen up close. I know from what...

Uncut

by Dann0 on Sep 19, 2017
Exhibitionist & Voyeur

My bout with prostate cancer has mostly been an ordeal to endure. There were a couple of bright spots, including laying spread eagle in the stirrups for a trans-urethral ultrasound, a nurse named Beth making adjustments to the rubber hose hanging out the end of my cock while she took in the view before she started the procedure. And there was also this inc...

AliExpress and Sissy Downfall Pt. 04

by His_fag_wife on Dec 30, 2017
Transsexuals & Crossdressers

As Tim added inch after inch, slowly taking his time, stretching his new slut, driving deep into Emma's tight twitching arse, she moaned with the pain like a wounded animal. He loved the supremely tight fit as he slid forward into her, bit by bit. His sweaty ball sack finally rested on Charlies face, each of his big balls settling into Charlies eyes sockets...

Across the Rooftops Ch. 01

by Drmaxc on Mar 28, 2018
Erotic Couplings

Ewan McStrawn opened his eyes. Already light was streaming through the gap in the curtains. Bright light, bright clear light. Another beautiful day. Unsurprising given where he was living and the time of year. Here on Priapus, one of the larger Greek islands in the long summer the sun always shone and the skies were always a Greek blue. Stretching in or rat...

AliExpress and Sissy Downfall Pt. 09

by His_fag_wife on Aug 20, 2018
Transsexuals & Crossdressers

Charlie stood wobbling slightly, on the 5 inch heels. Legs a little apart to accommodate the very substantial base of the Fenrir Dragon cock currently stretching her wide open, holding her buttocks apart and her asspussy wide open with the 2 1/2 inch diameter. She felt better now, shattered and tired but she was basking in the looks of approval from both her...

Dickgirl Princess Can't Sleep

by FutaFantasy on Nov 20, 2018
Transgender & Crossdressers

Warning: This story involves unproportionate dickgirls (with balls), anal sex, humanoid creatures and rough sex. It also includes a docking (urethral insertion) scene towards the end. You can simply read the first half for now. * Princess Herenui simply could not sleep. Laying down and trying to sleep without touching her huge boner simply isn't possible....