Gay Sissy Transformation Stories

1,008 results
Orientation
Length
Source
Infinite Scroll

Mel Takes My Manhood

by RSchwuler on Jan 7, 2019
Gay Male

This story is a very over the top work of fantasy, and it contains extreme humiliation, blackmail, non-consent, water-sports, even some gunge. ***** There is a certain begrudging camaraderie you reach with your adversaries that you're up against in court every day. As a young attorney just a couple years into my practice, I found some more obnoxious than o...

Silver Ch. 09

by Pelaam on Sep 25, 2017
Gay Male

Silver 9 Retribution Pelaam© August 2008 Willis gave a soft smile as the blond wandered almost aimlessly towards him. The golden eyes were slightly unfocused and a cushion was clutched tightly against Theophilus' stomach. Willis pulled him close, turning the lithe body so that Theophilus' back pressed tightly to his chest. The blond head that now lay back...

When Love Takes Over Ch. 10

by fuzzyNOLA on Sep 25, 2017
Gay Male

Thanks to everyone who read this story, commented and emailed. I'm sorry it took so long to finish, but writing it was a much harder task than I imagined. It made me appreciate the prolific authors on this and other sites so much. There will be a short epilog coming soon to tie up any loose ends. ***** When Love Takes Over Ch. 10: The Finale When Chance...

Three Strikes Ch. 06

by Mrsgnomie on Sep 18, 2018
Gay Male

Kurt Yarley, one of my best friends, owned a landscaping company and seven years ago, he'd roped Aaron, Drew, and myself into playing baseball—just a group of buddies playing ball and the rest is history. We had a fairly well stacked team and usually ended up with the Championship Title, which was nothing more than bragging rights, but we were totally fine w...

Hybrid Chronicles: Tucker & Luka

by kitten2010 on Sep 14, 2017
Gay Male

Hey everyone! Gweall and I are at it again with another collaboration. We kinda love working together, if you haven't noticed. It's always a lot of fun. If you don't know who Gweall is, I suggest you go find out. Important: In case you don't know who Gweall is, this story is set in a world where a disease has caused some people to develop animal traits. Ori...

Medical History

by Robert_Furlong on Sep 16, 2017
Gay Male

Part of the 'Butt Monkey' series of stories by Robert Furlong === "Okay, Rob. What seems to be the problem?" My doctor, James Courtney, threw me a weary look as he sat himself down in front of me alongside his desk. No doubt he'd had his fill of the local hypochondriacs and nutters today. "Well, it's a bit of strange one, James," I said, hesitantly. We...

First Time With A Guy

by girlboybootsie on Sep 16, 2017
Gay Male

One Saturday morning I awake to find the sun shining through my bedroom window. It looks as if it will be a beautiful day and I feel wonderful as I remember the dream I was having just before I woke up. In it, I was being fucked deeply up my ass on all fours by a beautiful blond hunk with a lovely long and hard cock while sucking on the cock of his twin! I w...

Sporting Chance

by perihelion on Aug 30, 2017
Gay Male

Two hours after the school board hired me, I sat with my new principal in his office. "Jeremy, I'm glad you decided to call me. I just wish you'd done it sooner so we could talk." "It's like I said, no point in bothering you until I completed the courses I needed to teach in Georgia. I still don't understand why I had to take those extra classes if I didn'...

Rest Stop Management Pt. 03

by rimaday on Dec 24, 2018
Gay Male

I awoke around 4:45 on my belly, my red panties a little twisted and crusted with dried cum. I could feel Big Daddy's deposit oozing down my taint and hardening in the panties. I could not believe, this was not some kind of twisted dream but my stretched leaking asshole took away all doubt. Twelve hours ago, I was kissing my beautiful wife and leaving for an...

Max's Chance

by robcub32 on Sep 26, 2017
Gay Male

(Note: This story features characters from "A Clean Start". You don't have to read that story first, but I recommended it.) "Hi, Max!" the familiar voice called out. As I walked out of the locker room, I looked and saw Pete's smiling face standing next to the weight rack. Pete was my best friend Tank's boyfriend or partner or whatever you want to call it....