Sissy Surgery Stories

14,633 results
Orientation
Length
Source
Infinite Scroll

Robin and Jimmy Olsen - Sissies Ch. 03

by tawnysuede on Sep 15, 2017
Celebrities & Fan Fiction

Part 3 Jamie’s story The few days before the date in Part 1... The car pulled up at the curb and Jamie got out of the passenger side door. She was a bit wobbly on her three inch heels. The car sped away fast, as if the driver was feeling guilty about what he and Jamie had just done. Jamie opened her purse and tucked away the fifty dollars she had stuck i...

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...

Waking Holly

by Sissyhalo on Sep 16, 2017
Transsexuals & Crossdressers

It's been about a month since I told Holt, Holly the truth and moved her into my house. I never expected the side effects of what I did to her to be her to be her becoming a whole other person. I know it sounded like that's the point but the point is that you changed them, bent them, broke them and made them worse. And I fucking hated Holt, I really fuckin...

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...

Twist

by Seurat on Sep 12, 2017
BDSM

Once, long ago, I got fed up with the way femdom, forced transgender, and loving wife stories with BDSM basis ended; they had grown very predictable. In fact, a few authors had posted short lists of vignettes which, unintentionally, encompassed all of the common endings which I had grown to abhor. My own list, a response to the predictability of those storie...

Carol's Gifts

by Belongs2Beth on Sep 16, 2017
BDSM

Authors note: This is the third story featuring characters introduced in "Carol's Christmas." In this installment Carol give's Jack his Christmas gift one night late with the help of Irena, "Marcia" and several well hung younger men. The sex action in this story is unrestrained, and since the tags are at the bottom of the page, I will issue the following mil...

Girl with Something Extra Ch. 10

by JonThomas_ on Jan 31, 2018
Transsexuals & Crossdressers

Hello everyone, this is Daisy again. I thought it would be better if you heard about my latest intimate encounter directly from me, instead of the omniscient narrator. Mr. Narrator; you can focus on pleasuring yourself while I tell my story. He's such a perv. Anyways, here's what happened. ~~~ As the regular readers of my story know, I was born in a mal...

Someday Scores Settled? Ch. 02

by eymach on Jan 8, 2019
Romance

Chapter 2 The Accident The week was like a honeymoon for Ryan and Ricki. With the parents at the beach, they awoke snuggled in a spoon-like embrace. With an early daybreak chill in the air, they mentally prepared themselves for the Monday morning trek to school. Ryan rolled over in bed and placed his arms around Ricki and said, "I'm glad our parents took t...

The Office Ch. 05

by EasilyConfused on Sep 24, 2019
Transgender & Crossdressers

Tom had lost count of the number of times Hamilton had struck his ass with the wooden paddle. His cock ached for release but his unwitting periods of mental manipulation had embedded a control in his psyche. He knew that whenever he was in the presence of his Mistress he should seek her approval before acting. And that very much included ejaculating from his...

Proud Beta

by Sissyhalo on Mar 13, 2018
Transsexuals & Crossdressers

All parties are over 18 years of age. *** I'm a beta. And yeah for those that get what that is, we're real. I was a white kid that was on the skinny side and I was born and grew up with a little dick. And I was everything that came with being a small dicked little loser then. Bad at sports because that meant dressing rooms back in high school and never...