Big Cock Trans Stories

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Infinite Scroll

From a Husband to a Dutiful Sissy Ch. 14

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Fourteen: Going to a Rock Concert and Something Very Special. Mikel and I had a wonderful Christmas and New Years. Helen and Alan both like him a lot, find he is a solid citizen and man. Helen sees how Mikel lights my life up, fills my heart with love and joy. She hopes for a better future together but warns me to be careful so as not to get too far...

Roommate's Surprise

by Eroreader55 on May 21, 2019
Transgender & Crossdressers

My name is Tom and I recently moved to a new city after graduating from college. I'm 24 and I didn't know anyone in my new city so I was looking online for roommates. I tried to find a guy roommate but had no luck finding someone who was clean and fit the bill for what I wanted. I work in the medical field so I am on 12 hour shifts and I needed someone to ac...

From a Husband to a Dutiful Sissy Ch. 12

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Twelve: New Days, New Times, New Possibilities. As in life the Sun still rises and sets, days will pass by, tears will dry, life will go on...Over the last few days, I have kept myself busy as I can to keep my mind off of Jack. It is hard not to think of him to sense him and to want to be held by him. He was my first love now that I live as a trans...

Biker Bitch Ch. 09

by MicheleNylons on Jan 6, 2018
Transsexuals & Crossdressers

Chapter Nine: Fuck the Trans Cooze! Cassie sat behind a desk in a stark interview room at the Los Angeles County Jail. ATF do not have their own detention facilities; they use Federal penitentiaries and often borrow local law enforcement facilities to temporally incarcerate suspects and interrogate them. She had been freed of her cuffs and her clutch purs...

Devotion Multiplier

by AnriAstora on Nov 10, 2020
Fetish

This is going to a compendium of stories inspired from the Attraction Multiplier Story by Fantasy. With the main focus on everything that is not allowed to be on there. "Rape, hard BDSM, non-con, trans, cuck" as the rules of the mod(I am just respecting their rules no judgment). So more potential to focus on darker themes, and more "extreme ki...

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Josie's First Date

by Pisceszero on Aug 27, 2018
Transsexuals & Crossdressers

Hi. My name is Josephine, but everyone just calls me Josie, and I want to tell you about my first date... with a boy. This may not seem strange or problematic, but I should mention, I am a transwoman. But I don't like to boil myself down to one specific thing about me. Being a MTF is just something that is just part of who I am: like wearing glasses, or be...

Recruiting of a Sissy Maid Ch. 14

by Sissy_Chantel on Dec 10, 2017
Transsexuals & Crossdressers

Chapter Fourteen: A Wonderful Night in Hollywood. Carl and Chantel share a warm and loving shower together, his firm manly hands reaffirm his love and care for her. Her wanting eyes, sultry lips as she kisses him reaffirms to Carl her love and devotion to him. It's all copacetic. Out from the shower Carl dries himself in his towel and robes up as he then w...

A Virgin Trans Girl's Mission

by thehuntsman-king on Aug 24, 2020
Transsexual

On many levels, Eleanor was very proud of herself. She had just graduated high school, with a strong GPA and class ranking, a partial scholarship to a good university and several extracurriculars. She'd done this while figuring out her gender identity, figuring out coming out and hormones and all the other often embarrassing and difficult details that came w...

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A New Adventure...

by johnjinglez1 on May 16, 2018
Transsexuals & Crossdressers

I saw someone begin a "diary" of their experiences as a sissy on here recently and it inspired me to give it a shot myself. The following will be true stories from my past starting from the first time I ever hooked up with a Tranny / Cross dresser / Sissy. First things first, I consider myself to be a straight male; despite having had sex with all of the a...

Piss Vandalism Ch. 03: Role Reversal

by GoldenCompulsion on Apr 15, 2020
Fetish

This story contains a transgender (FtM) man (post-operative chest and pre-operative genitalia) and (trans)male-to-male sex. His enlarged clitoris will be called a dick, cock, etc. Finally finishing the series, but I may revisit these characters in the future! ***** It had been about a week since the embarrassing mess they made, and Peter was far from heari...