Gay Sissy Transformation Stories

1,008 results
Orientation
Length
Source
Infinite Scroll

Cinders

by Carizabeth on Aug 21, 2017
Gay Male

Foreward: This is a little different from my normal fare, but I thought I'd give it a try. It's a classic fairytale twisted and reimagined, and the structure might give you pause occasionally, but try to roll with it. All constructive criticism is welcome. If you read my blog, you've probably already seen this (I posted it in pieces earlier this year) but I...

Run and Hide Pt. 02

by CC_Ryder on Sep 25, 2017
Gay Male

Ho. Ly. Shit. It was Paul's hot birthday fuck. In his brother's living room. On a Wednesday afternoon. Thoughts waged war for supremacy in Paul's head: Wasn't the home stager going to be a woman? Christ, his ass looks good in those pants. Don't, for the love of God, get an erection right now. Calm, be calm. Paul wondered if Ace even remembered him. Hell,...

Timber Pack Chronicles Ch. 09

by robcub32 on Sep 25, 2017
Gay Male

As Parker pushed his way through the crowded hallway on his way to class, his phone started to vibrate in his pocket. Reaching into his pocket, he pulled it out and looked at the display. Expecting it to be Colton, the name and picture on the screen surprised Parker. He hadn't really spoken with Shell in a couple of weeks, not since the split. And then it wa...

Raiford

by stillkickin2013 on Aug 29, 2017
Gay Male

PREFACE: The following is, in the most part, based on a true story of how a young man was changed from an innocent youth into a cock-loving slut in one of the most dreaded prisons at that time. Those readers who have been an inmate in the old prison at Raiford, Florida might possibly identify with some of the characters in this story and will easily agree ho...

Unbreakable Bond Ch. 11

by adjoaq on Nov 4, 2019
Gay Male

Comments, critiques and tips are welcome. Chris Donovan vs. Shane Lewis Dedicated to Ama Potello. Love you to bits Sis. Bonded for life! *** "You mean you told someone else that you wanted to break up with me?" Shane whispered emotionally, feeling not only anger, but shock and humiliation as well. Shane had never felt that stupid in his life. Now he...

Awakenings

by angora on Apr 3, 2019
Gay Male

It was a mid-February evening and a major snowstorm was hitting the Montreal area. It is the sort of evening one should wisely remain at home to cuddle in front of a fire with someone special. It certainly was not a night to go into town. I still do not know what exactly compelled me to want to leave the comfort of my apartment. Maybe it was the fact that...

They Are A-OK Ch. 30

by fantasyhunter2 on Sep 14, 2017
Gay Male

I didn't think much about Alicia, the island or even Adam over the next few of weeks or so. It was a busy time. The start of classes combined with learning the duties of council membership and dealing with so many pledges to fill more hours than I thought there were to be filled. I didn't even have time to learn any more about Dan and his sexual transformati...

Rain Storms Ch. 04

by Trahi on Sep 14, 2017
Gay Male

Due to some combination of the alcohol, blood loss, and the safety of Eric's presence, I slept hard and soundly. I woke to the screeching of my alarm clock. Eric rolled over and slapped the clock until it stopped making noise. At some point while I had been asleep, Sharon had left and Eric had stripped us both and put us to bed. Hopefully, in that order. I w...

Hybrid Chronicles: Toby and Mason

by Gweall on Aug 28, 2017
Gay Male

Here it is, the story you've all been waiting for!!! The collaboration of Gweall and Kitten2010. BOW DOWN TO OUR GREATNESS!!! :) Not to be arrogant or anything *Cough*... It to SO much work to get this story done (you have NO idea) and I have to give a huge thanks to Kitten for putting up with me. Message from Kitten: Sorry for the mix up, and yes there wil...

Descent

by EroticMonster on Aug 18, 2017
Gay Male

The sequel to Contraction. ***** "Your future is with me now." With those six words I became Cody's boyfriend and he became my saviour. Jenny and I were over. Two years of an incredible sexual journey had ended with threats and recrimination. I had been thrown out of the house I had shared with her for almost the entire relationship, and a cloud of humil...