Gynecomastia Stories

23 results
Orientation
Length
Source
Infinite Scroll

The Gynecomastia Kid Ch. 01

by Johnboy9 on Sep 14, 2017
Transsexuals & Crossdressers

This story will be told in first person narrative but this first part is written in third person narrative because the first person, or main character, is unaware of the events unfolding in this scene. ***** Inside the kitchen of her boyfriend's house Crystal makes a last ditch effort, calling his stepmom, Dr. Burns, for help: "Crystal, you're saying all...

Lost Phone Ch. 03

by flictus on Mar 12, 2019
Transgender & Crossdressers

I woke up the next day at 6am with my head spinning, for some odd reason my nipples were sore and when I looked at them in the bathroom mirror they were puffy and about twice as big as usual. Might have been the breast forms I wore the night before on my date/job interview. I had a job a sales pharmaceutical sales representative now. The catch was it was a f...

The Gynecomastia Kid Ch. 02

by Johnboy9 on Sep 16, 2017
Transsexuals & Crossdressers

It's been two weeks since I got out of the hospital and I was feeling better and better as each day passed. Having no income and no real money of my own, to speak of, I was forced to continue wearing the clothes that Crystal left me since I couldn't afford to go out and buy clothes of my own. I must say though I'm getting to like the soft, airy feeling of t...

Side Effects Ch. 01

by grgy56 on Sep 5, 2018
Transsexuals & Crossdressers

I was never what anyone would refer to as the typical male. Standing only five foot five and weighing only 130 pounds, no one would ever use me in a he-man advertisement. I wasn't scrawny; my body was well formed with some muscle in my chest and legs. My physique hasn't really changed at all since I was 15. Getting girls in school was not the easiest since t...

Coach Daddy Ch. 01

by whatcouldofbeen on Sep 25, 2017
Transsexuals & Crossdressers

This is my first story, I truly how you enjoy and please don't forget to vote. ***** My name is Joe McDanials and today is the first day of the rest of my life. Little did I know just how true that was actually going to be. Today I start my dream job. I went to college with a major in massage therapy and a minor in athletic health. My goal was to be hired...

Frolicking on the Fifth Ch. 01

by Entrammeleur on Jan 22, 2020
Transgender & Crossdressers

This story follows the events of "Unleashed By Nair" and "Boned on the Fourth of July." *** The girl-on-girl action happening in my tub was a sudsy affair. A slender, leggy blonde traced soapy circles with her hands over the tight ass of a slim, fair-skinned, even longer-legged brunette. "Dammit, hon," said my wife, breaking my reverie, "you already had...

White Boy Swagg

by puzziboi on Mar 23, 2020
Transgender & Crossdressers

"Y'all tell Gigi and Big Dad bye," instructed the thirty-one year old father of two. "Bye, bye," said the older one - a girl of four. The younger kid, a boy aged two, began to pout. "Come on now, Maverick. Stop actin'. You know you're goin' to a birthday party,' ' Josh Myers reminded his son. "It's okay, Mav! Gigi will come see you later," Lori Myers att...

Home Alone Pt. 01

by grgy56 on Jul 15, 2020
Transgender & Crossdressers

The bright morning sun pierced through a crack between the curtains and light up the room. Squinting, I looked at the clock. "Fuck!" I shouted to myself. "Wasting valuable time." I threw off the covers and crawled out of bed. My pink, chiffon baby doll was twisted around and I had my normal morning wood inside my panties. My girlfriend Tess had gone shopp...

My Therapist's Chinese Doll

by naoko17 on Dec 18, 2018
Transgender & Crossdressers

Disclaimer: The content below has many degrading comments on certain race and sexual orientation, so please don't read it if you are looking for "political correctness". ***** I still re-lived the night Eunsun left me. I remember her blank stare, followed by a cold grin. She wasn't the lovely woman I once loved. She said she didn't love me anymore, and wa...

Finding the Perfect Fit Pt. 02

by Joshana on Sep 24, 2019
Transgender & Crossdressers

This story is a slow burn serial that is updated weekly. Jamie is a withdrawn college boy with a secret under his shirt while Gen gives no fucks except about Jamie, who she met at a terrible college party with shitty music and bad beer. You know the kind. ***** God, I hate being the stereotype of 'girl who's bad at math' but geometry just breaks my brain....