Sissy Doctor Stories

36,636 results
Orientation
Length
Source
Infinite Scroll

Dottie's Back Ch. 01

by buttboi on Sep 12, 2017
Transsexuals & Crossdressers

My thanks go out to Earl Grey for his assistance with editing this story. This is a continuation of the "Sissy Hubby" series. To fully comprehend this story, the "Sissy Hubby" series should be read first. As always, your votes and comments are appreciated. *** Four weeks had passed since my first blowjob party. In that time, I had become obsessed with g...

The Last Range War

by Egmont0409 on Aug 31, 2017
Humor & Satire

A SATIRE, perhaps historically incorrect in places. INTRODUCTION In 1912 a rancher's son Lee Stanton, aged twenty-two who was heading home after failing final exams to qualify as a pastor, unintentionally started an escalating feud between the Stanton and Murphy families that probably was the last of the range wars. You won't find it in history books beca...

Mistake

by magmaman on Sep 13, 2017
Loving Wives

{This story has sex outside of marriage in it, so if you will be outraged, then be forewarned.} +++ Sissy lay there in the soft bed, her mind in a whirl. She could hear the soft snores of the man who lay beside her. The room kept blinking to a reddish hue, right outside were the motel's large neon lights. She remembered seeing those, the red portion was...

Jacki's Journey into Sissyhood Pt. 03

by jacki697 on Sep 18, 2017
Transsexuals & Crossdressers

This is the 3rd installment of the Jacki's Journey series. I'd like to thank those who were nice enough to add comments and feedback on the proceeding stories. I'll try and keep them cumming. ***** I had a couple days to evaluate Steve and Laura's offer and I was no closer to a decision than I had been. I went back and forth on the verdict. How was I goin...

Aztec Art - The Path to Submission Ch. 07

by Sputnik57 on Mar 20, 2018
BDSM

Lloyd had been treated to a gratuitous and well received whipping by Joyce, watched by Patti, Kay, and Maria, who noted the pleasing sign of a boning erection as his wife confirmed her new status as his owner, then was bundled into a walk-in wardrobe at Patti's house, trussed with his head down to await their further pleasure. He was not alone in the wardrob...

The Making of a Mistress Pt. 05

by EiryCGar on Sep 14, 2020
BDSM

Author's note: Marie has married and taken possession of Charles, now known by his initials as Cunt. She has become an official Hotwife; Cunt is now a true cuckold. This chapter deals with their honeymoon on Felicity's island, and the momentous decision that is taken when she and Cunt return home. As always in my fictional stories, all sexual acts take plac...

Wife in Control Ch. 04

by wifetoy on Sep 25, 2017
Fetish

This is the fourth chapter of my wife's execution of the punishment poem I submitted to her suggesting ways to atone for my inability to control my orgasm. Please review the earlier chapters for the full poem and the humiliations I have been forced to endure because of my failure. I did not think she would actually perform all of these cruel punishments on m...

The Teamviewer Mature Files

by jothesmo on Apr 23, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. * The computer screen shone light upon my plain-white panties and bra, making them glow obscenely atop my peachy white skin. Since the divorce, I'd become brave in private and crossdressed on occasion. That sometimes ended up all day. The webcam was on, but I wasn't in any kind o...

Futa Island

by Kazza on Nov 18, 2019
Transsexual

This story is designed to be played as an interactive erotic adventure. For the best reading experience, please select the 'start game' button over on the right of the screen --> Futa Island was considered a myth for decades, a tall tale whispered amongst tipsy sailors in the dark corners of port taverns. The rumors spoke of a hidden island filled with...

Open in Reader

Remote Control

by Wholemanz on Sep 15, 2017
Transsexuals & Crossdressers

WARNINGS: Contains transgender themes, Sci-Fi, explicit sex, mild violence, bad words, and strange ideas. It has only the strange things that dribble from my head. If you are not old enough, mature enough, open minded enough, and especially not smart enough to stop reading should you find yourself becoming offended viewing such a story, don't! I hereby gran...