Gay Sissy Transformation Stories

1,008 results
Orientation
Length
Source
Infinite Scroll

From Alex to Lexi Ch. 02

by oskarwild on Sep 14, 2017
Gay Male

Lexi drifted back into wakefulness, opening his eyes slowly. At first he was disoriented, not remembering where he was or how he had come to be here. Then he became aware of the man lying next to him. He could feel his hairy chest and feel his stomach rise and fall against Lexi's back with each breath he took. He could feel the man's large hand resting on hi...

Center of Attention Ch. 02

by michbics on Sep 15, 2017
Gay Male

I woke up the next morning with a hard on and a very sore ass. In saying that, it didn't take me long have the urge to call John. The escapade I had with him and his friends made my transformation to a cock loving whore complete. I couldn't think of anything else other than a big cock fucking my ass and one in my mouth. I was longing to go another round with...

Daddy's Girl

by oskarwild on Sep 25, 2017
Gay Male

The Hitchhiker It had been snowing all day. A wet, heavy incessant snow that was covering everything including the highway. Combined with a wind-chill factor in the teens, Christopher was almost frozen stiff. He was elated when the huge semi pulled over to pick him up. He climbed up into the cab and smiled thankfully at the driver. "Thanks a lot mister. I...

Nephew's Readjustment Pt. 14

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. ***** Nicholas week began with a morning session with his new plastic lover. While the bathroom made things easiest if he was willing to work, morning wood wasn'...

My Inner Slut Ch. 05

by SlutAlexR on Oct 24, 2018
Gay Male

I had been living at Todd's place for about a month. Over the past few weeks, many things had changed in my life. I was now a true slut (His slut); my wife had officially asked for a divorce; I had moved out of our house; and I had quit my job. Yes. My sole purpose in life was now to please my Owner... and whoever else he wanted me to please! I was happy....

Turning Myself Gay Pt. 04

by bart_allen on Jun 25, 2018
Gay Male

Things changed slowly over the next half a year or so. Work was work, boring and uninteresting, but between that, my consistent aerobic gym work outs and keeping up with Danny took up the majority of my time. We saw each other every week or two, but sometimes he'd go days without texting me. He was definitely a bit of a bro, but he was always friendly and he...

On No He Didn't

by felicia_rene on Sep 21, 2020
Gay Male

Description This is fiction so literary license allows for the omission of condoms, but our reality doesn't. Enjoy safely. Rick a tall well-built handsome entertainer catches the eye of his boss as he works at his night club. The man's lust consumes him and he conspires to twist him and make Rick his bottom. Despite the fact that Rick insists that he was a...

You are a Sissy Pt. 03: Body

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello. Hello, sissy. You have come back. You have come back again for another session. Welcome back, faggot. My sexy sissy faggot bitch. I am so glad you have come back. But you have no choice, do you, sissy? You have to come back. You need to come back. You need to hear my voice. It is the voice of truth. The voice that tells you what you are. What you tr...

You are a Sissy Pt. 02: Public

by Roland15Rollin on Dec 24, 2019
Gay Male

Welcome back, sissy. Welcome back, my little sissy bitch. We came so far in our first session. You came so far. You once thought you were a man but now you know better. You are not a man. You have never been a man. You are a sissy bitch. And that makes you so happy. So fulfilled. You love being a sissy bitch. A faggot. A gay little toy for real men to use...

You are a Sissy Pt. 07: Cuckold

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, princess. Hello again. I see you are back. That pleases me, sissy. It pleases me that you have come back for more of what only I can give you. The truth only I can give you. And we have come so far together, princess. We have come so far exploring the depths of your sissy feminine mind. And your mind is feminine. Make no mistake about it, princess....