Transsexual Stories

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Orientation
Length
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Infinite Scroll

The Garbage Queens Pt. 02

by JimBob44 on Jun 22, 2020
Novels and Novellas

The Garbage Queens, pt 2 *Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: This story has been edited by myself, utilizing Microsoft Spell-Check. You have been forewarned. There are mistakes; expect to find many of them. Chapter 26 Mrs. Kim and her two sons, Buddy and Bobby Kim, and her d...

Dying for Acceptance

by komrad1156 on Sep 25, 2017
Transsexuals & Crossdressers

"What did you find, Paul?" "The good news is there's no brain damage and none of his injuries are permanent, but he does have two cracked ribs and a broken nose. The septum was deviated and you're going to have take care of that, Dave." "What about the eye? Any damage to the bones or the eye itself?" "No, just the black and blue with the swelling. Look D...

One Step at a Time

by komrad1156 on Sep 13, 2017
Transsexuals & Crossdressers

*Note to readers. Were I interested in transitioning, this could be my own personal story. However, I have no such desire and, having tried living full-time once for a week (see my story Serendipity) I know with perfect certainty I am happy being a woman every other night for my beautiful girlfriend, Kay, and being a man the rest of the week. From the stan...

Prescription for Blossoming

by YKN4949 on Sep 13, 2017
Transsexuals & Crossdressers

Chapter 1: A Prescription I was sitting at my desk in Dr. Calloway's office and I could feel the eyes of the men, and a few of the women, on me as I updated patient charts and made notes on my Sudoku puzzle. I hated the feeling of sitting here at the reception desk and knowing that people are fantasizing about me. I want to be completely honest with you. I...

Dream Girl

by komrad1156 on Sep 11, 2017
Transsexuals & Crossdressers

"So what do you think, Dad?" "It's nice, Tyler. And I'm proud of you." He looked over at his daughter and said without hesitation, "I'm proud of both of you." He looked back at his son and asked, "Is this your way of getting me to come visit more often?" "Is it working?" Tyler asked in response. "I wish. You know how busy I am, Tyler. You've got an amazin...

Jackie Pt. 02

by Scribler on Sep 12, 2017
Transsexuals & Crossdressers

Chapter Six Angie woke me at five in the morning. Normally I didn't get up for work until six so I could be at the office by eight. This morning I had to go home and get dressed for work, as I didn't bring anything with me on Saturday. After getting out of the shower Angie handed me a pair of white panties and said. "Will you please wear these today? I wa...

Tim, Callie, Dave and Beth

by komrad1156 on Sep 19, 2017
Transsexuals & Crossdressers

Some time ago, I wrote a story called The Agreement in which my first, former, and only wife came home one day and discovered I liked to wear her clothes. The long and the short of it was that she saw this as her opportunity to act on her own fantasies of being with other men by appealing to me to act on mine—which was...to be with a man—something I had neve...

Trini Trims the Tree

by IanSaulWhitcomb on Sep 13, 2017
Transsexuals & Crossdressers

[This story follows "Trini Plays a Trick" and "Trick or Trini," but can probably be read pretty easily on its own. I hope you enjoy it, and Merry Christmas to all!] * So, flying doesn't normally give me wobbly stomach. And opening up that I'm a t-girl doesn't normally make me weak in the knees. I'm even the coolest of cucumbers about what to say when my oc...

Never Going Back Again

by Cyanlot on Sep 12, 2017
Transsexuals & Crossdressers

To tell the truth, I never really figured out how to do the guy thing very well. I was always small for my age. People used to say that I'd shoot up someday, but it never happened. All through my school years, I looked about two years younger than my classmates. It didn't make for an adolescence filled with confidence, or even security. I was picked on merci...

Pictures of Lily

by Swampcooler on Nov 25, 2017
Mature

Jeremy was only a few months out of college when he finally landed a decent job. He'd been working part-time and living at home while he was job-shopping for a 'career' position that was somehow related to his studies as a Marketing major. He had been applying for many positions in different locations, and it was a great relief when he'd been offered and ac...