Feminizing First Step Stories

319,459 results
Orientation
Length
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Infinite Scroll

A Change for the Better Pt. 01

by Eye_in_the_Skye on Sep 23, 2019
Transgender & Crossdressers

(Hey, y'all! I had to take a break from Faith and Bellas story because I was getting some serious writers block, so I decided to dig out an old story that I had written a couple years ago. After doing some tweaking to it, I thought it'd be good to publish for y'all! Let me know what you think in the comments!) ***** The setting sun cast a comforting glow a...

Brianna Goes to the Mall

by Sissy_Sammi_ on Jan 14, 2018
Transsexuals & Crossdressers

All characters are 18+ years of age. *Also, this is the 5th installment in Brianna's story. It makes more sense if the others have been read, especially the first, "Brianna Finds a Father Figure." As I reference back to something that happened there. I would recommend reading the others first. Also thanks for the support. ***** After that first day, Bria...

Maid on Boxing Day

by Belongs2Beth on Sep 14, 2017
BDSM

Authors note: This story is an immediate sequel to my first story "Carol's Christmas". The events of this story deal with the younger man named Marcus who Mrs. Carson initiated into the mysteries of sex and submission in "Carol's Christmas". * Marcus was sweating bullets as he rang the door. He burned for Mrs. Carson...Mistress Carol...and needed to be wi...

Crossdresser Evolution Ch. 03

by pantyhigh on Jun 12, 2019
Transgender & Crossdressers

Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing I was becoming addicted to masturbating while wearing panties, though there was still a feeling of shame surrounding it. I saw myself in these cum soaked pink panties. I could feel some sense of arousal but at the same time was ashamed that I was standing there wearing my wife's pantie...

Holly's New Start

by Sissyhalo on Nov 26, 2017
Transsexuals & Crossdressers

I love Jamie so much it hurts. I mean there's a lot of things that would have people freaking out over this relationship of ours especially how I am and how we started. Jamie loves me despite my past. And like he really, really only has a sort of little picture of just how bad I was as Holt. Only he found reasons why Holt ended up so broken. No, no excu...

Don't Pick on the Less Sexy

by manyquestions on Sep 14, 2017
Transsexuals & Crossdressers

Their names were cute together which was only fitting because they were such a cute couple: Eric and Erica. Almost the same name, the same height, even their faces looked similar - his a masculine version of hers. Both were slim and attractive. Her hair was only slightly longer than his, and they had a running joke that they were twins separated at birth. Th...

Carly's Guy Next Door

by stratoblaster on Sep 13, 2017
Exhibitionist & Voyeur

"Come here, Maddy!" whispered Carly as she was washing dishes in front of her kitchen window. "Hurry! You have to see this!" Madison was barely 18 and spent a lot of time helping out in the home of her older, single-mom sister. She sensed the urgency of her Carly's voice and frowned curiously as she walked over from the refrigerator. "What?" "Look out the...

Reverse Evolution

by eviltwin52 on Mar 31, 2020
Loving Wives

Editor's Note: this submission contains raceplay and racial kink content. * I was programmed for it. From as far back as I can remember white men have been under attack. Schools, music, Hollywood, hell, even our own Government have proclaimed the evil white men are responsible for. They tell us how we're the root of the worlds problems. They decry our tox...

The Writer's Secret Ch. 07-08

by AnnMichelle on Sep 16, 2017
Transsexuals & Crossdressers

Synopsis: Loren had no idea what he was getting into when his agent suggested he write transvestite fiction. Nor did he realize how eagerly his wife Stephanie would embrace the idea of feminizing her husband. How far would they go? Chapter 7: Laura Buys Shoes. . . Lots of Shoes Loren rolled out of bed the following morning. He yawned. Despite having sex w...

College Crossdressing Confessions

by wifetoy on Sep 11, 2017
Transsexuals & Crossdressers

My wife's control over me insures that I have no secrets from her no matter how depraved my hidden desires. She delights in my need to live under her feminizing control. As part of my training, she has ordered me to confess my prior deviant acts to the world. In this series, I confess my past experiences as a panty thieving college cross dresser. I have chan...