Feminizing First Step Stories

319,459 results
Orientation
Length
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Infinite Scroll

'Cumshift' World Rules

by AlexRaymond22 on Apr 1, 2020
Reviews & Essays

So far as I can tell, I invented this world. It draws inspiration from a few other ideas, most of them based around the 'sissy' fetish and subculture, but I've never seen it anywhere else, so please accept my apology if the idea isn't as novel as I mistook it to be. The name is likewise made-up, if anything already has the name, I mean no offense by appropri...

It Had Been Far Too Long

by lynntg0444 on Nov 26, 2018
Transgender & Crossdressers

For me, the ultimate feeling of femininity happens when a man is inside me, and It had been far too long. Over the last few years, my wife had effectively shut down my indulgence in the hobby of crossdressing in public - mainly at bars frequented by the transgendered and their admirers. She only suspected how far I had taken it. My opportunity arose when she...

Forgotten Hero

by Lustful Majesty on Dec 31, 2020
Cheating Spouses

The world outside of this dungeon no longer exists to you. Your life out there has become foreign from the indeterminate number of weeks that you’ve been down here struggling to keep your wits. Deviant monsters who want nothing more than to abuse your prone body lurk down every hall, and there is a constant test of faithfulness to your wife who awaits your r...

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Doll House - The Interview

by Dani_Doll on Sep 25, 2017
Transsexuals & Crossdressers

Life was good. Well... yeah, good. Certainly not great. Breaking up with Megan was unexpected. But it was a decent enough reason to shake things up a bit. My lease was just about up at the apartment I'd been at for the last 3 years, and my current office job had pretty clearly become a dead end. A few days after the falling out with Megan, I found myself che...

Randi Michelle's Sissy Subjugation

by Randi_Michelle on Sep 16, 2017
Transsexuals & Crossdressers

To me, part of the process in my case of stripping me of my masculinity involves documenting my transformation and the humiliation that it would involve. For me it started through an encounter with a dominant man who enjoys feminizing submissive males and turning them into 24/7 gurls. It just took the right dominant man to make it happen for real. I've spen...

The Ultimate Cuck Experience

by Joggles44 on Mar 12, 2021
Cheating Spouses

(UPDATE: Custom names for all main characters have been successfully added! Enjoy!) (Note from the author: Hello! Hope you enjoy my story. Before you start reading let me clarify that this story is set to "private", meaning no one can edit it or add chapters but me. I'd like to keep the writing to myself while the project is developing. HOWEVER, I...

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Birthday Present Pt. 05

by donnaallure on Sep 18, 2017
Transsexuals & Crossdressers

Her Side I leaned back from the computer after reducing the cam image to fit in the lower corner of the screen. I was so happy with the way that Victoria had come back to life in her office. I could tell that Vic was really hooked on the feelings that women's clothing gave to him. I was still amazed at the turn everything had taken from the moment I had dec...

Matchmaking Trap Ch. 03

by SEVERUSMAX on Sep 18, 2017
Fetish

Chapter Three: Donna Donny rang the doorbell at Deanna's, thinking, well the hell is she? "It's Sunday, for Christ's sake, she is normally home, and she said that Chad fishes on Sunday mornings." Donny could not help himself. He did feel badly for poor Chad, but the lucky guy was getting to marry Deanna! Donny had little experience in sex, due to his sm...

The Marriage of Martin Hastings Ch. 13

by rik581 on Sep 13, 2017
Transsexuals & Crossdressers

Martin left the dining room on with his husband and was taken back to see Leanne. Once again Martin found it most difficult to keep up wearing such high heels, occasionally having to run a couple of steps to keep pace. He couldn't get out of his head what his mother-in-law had said. Was she serious? She seemed very angry with him, blaming him for this entire...

Mistress Aminata Kanu's Dungeon

by Samuelx on Feb 7, 2018
Transsexuals & Crossdressers

As Salaam Alaikum, to any kinky fellow Muslim reading this. Salutations and greetings, ladies and gentlemen. I am Aminata Kanu, also known as Mistress Ka, an expert on BDSM and Black sexuality. I'm a young Black Muslim woman living in the City of Santa Barbara, California. Before we go any further, I must warn you that I'm into some truly extreme shit, and I...