Transsexuals+&+crossdressers Stories

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Longtime Friends

by Stephanie_logan on Aug 6, 2019
Transgender & Crossdressers

Beau and Stephen had been long-time friends, they often spent time together playing golf, gym, and fishing. Stephen had a secret crush on Beau for quite a long time or it was Stephanie, Stephens' alter ego that did have a crush on Beau. He found himself struggling not to show it when he was around Beau. One day the two were shopping for gifts for their wives...

Just Across the Hall Pt. 05

by EROTICbearscribe on Aug 6, 2019
Transgender & Crossdressers

Chapter Six KYLIE The next months were truly magical. True to his words, Lonnie didn't try to turn me into a girl. He celebrated the panty-boy I was. I moved in with him and we began our new life together. The insurance settlement from the fire allowed me to quit my job and stay home and take care of all the cleaning and cooking and...other things....

A Hand in My Panties Ch. 02

by Ballen1111 on Dec 24, 2019
Transgender & Crossdressers

I was shaking as i gradually came down from my orgasm and the sight of his cock poking out from his dressing gown made my heart beat even faster. What am i doing i asked myself and i looked across at my reflection in the mirror as i knelt in front of him and gasped. I was a dishevelled mess. My face was flushed, i had sticky streams of my orgasm dripping fr...

First Oral, Anal, Spanking Pt. 03

by FrankHarris1 on Dec 24, 2019
Transgender & Crossdressers

It was getting late. The two lovers lay entwined on the soaked, tangled sheets, sharing another tumbler of wine. James played idly with Dana's cock and balls; the latter leaned over and delivered a succession of feathery kisses to his lover's groin. Dana was uncharacteristically talkative; the evening's encounter seemed to have freed him of much of his natur...

Helping a Roommate

by mrflex37 on Jun 8, 2020
Transgender & Crossdressers

Helping a Roommate Not only did this come together quickly, it was fun to write. I already have part two planned out. * Brandon rounded the corner as he trudged back to his apartment. He usually hung out at the bars until midnight, but around 10:00pm he just didn't see the point in wasting his time, and money. "Looks like another night with my r...

Birthday Boy Gang-Bang Ch. 07

by SevMax2 on May 13, 2020
Transgender & Crossdressers

It was certainly fascinating to watch Eddie in action with his own wife instead of mine, of course. The subtle ways that showed his fierce affection for Melissa, even as he buggered, restrained, and gagged her were truly touching in their own way. I could tell that, while he liked my dear Britta-Lise a great deal, the strongest emotional bond was definitely...

Crossdressing Confessions Ch. 05

by EvelynWilde on May 18, 2020
Transgender & Crossdressers

My face is pressed closely to her sheets, my blush-covered cheeks just faintly grazing her white-cream toned sheets. I can feel her stalking behind me, creeping closer and closer with a predatory sense of pleasure. She is like a snake on the verge of striking, and I am her prey. I feel like a trembling, thoughtless mass of warmth just waiting to be constrict...

The Bookstore

by AngelaK on Jul 14, 2020
Transgender & Crossdressers

1998 18 yrs. old. I'd been Angie for over a year. My parents passed suddenly, leaving me to live as I wished. I'd already moved to an apartment and had a couple of part time jobs. I had enough saved that I could quit and change completely to living as Angie. I never dressed as a boy again. I found work elsewhere. I had people convinced I was an awkward teen...

Memories Ch. 01

by bdove196969 on Jul 15, 2020
Transgender & Crossdressers

I was watching a video on Xhamster today, and it reminded me of a girl I was fucking as a 19 year old. I posted a comment about her in the comments section of that video, but I thought I would expand upon her here. Stephanie was about 22, and we both worked at the local grocery store. She was a smoking hot blonde. When I say "smoking hot" - I mean, she coul...

Alabama Nan in Atlanta: Round 1

by deathreaper on Jul 15, 2020
Transgender & Crossdressers

It had been three years since I had last seen my family for the holidays. I don't go see them often because none of them understand, except for my older sister Karen. This year I got brave again and decided to go. Knowing how much coming home bothered me, Karen was coming up to Atlanta from Mobile to get me. As I waited on Karen, I began to fantasize about w...