Transexual Stories

153 results
Orientation
Length
Source
Infinite Scroll

Emmy's Iron Maiden Glory Hole

by hummmph on Sep 16, 2017
Fetish

It has been a few weeks since Emmy had her way with me at her house. We have a peculiar relationship. We are like the best of friends when out having a drink, as we are now, and then when it comes to sex it is like she turns into a whole other woman and just becomes this wild volcano, erupting lava flow after lava flow of controlling sexual domination. There...

Corruption Runs Deep Ch. 06

by Futa_Contractor on Sep 13, 2017
Sci-Fi & Fantasy

My stomach lurches as the words pour over me. The girl with the super huge horse cock. This had to be Danny from Reddit. I found her... albeit I was expecting a man not some drop dead gorgeous woman who just hugged me pressing her impressive rack against my own tender buds. I feel confused and lost all at the same time. I open my mouth, and close it, open it...

Danielle's First Time

by FellatiaViper on Sep 15, 2017
Transsexuals & Crossdressers

Danielle was born in the winter to 1976, but she was born a male by the name of Daniel. Daniel looked like a normal male child aside from liking girly things. Whenever Daniel would play dress-up he'd always dress in his mother's or his aunt's clothes and his parents thought that was cute until Daniel got a bit older then his father sternly told him, "boys do...

Becoming April

by AprilAnne on Sep 16, 2017
Transsexuals & Crossdressers

They had been friends for a few months, having met at writing class they were taking. Jason, at 35 was the older of the two. He was 6' 4, 220lbs, lean but muscular with close cropped black hair. Andy on the other hand was 27, 5'10, 175lbs, lean and had blond hair that reached almost to his shoulders. They were the original odd couple. Not only were they di...

Aiza's Date

by KristannaGriefshire on Jun 1, 2020
Fetish

Jessica's hand slowly taps the floor of her bedroom looking for her cellphone. The only light in the room comes from a small lamp at the corner. While it gives the room a cozy feeling, the dim light only makes it harder for Jessica to find her phone. If only she could bend over and look at the ground, things would be much easier. But she is not able to, her...

Panty Posers Ch. 05

by EROTICbearscribe on Oct 5, 2020
Transgender & Crossdressers

I certainly wasn't in Kansas. I was dressed as a private school girl tease and standing in front of an adult bookstore superstore. What did my sissy sister have in mind? I tried to find some sort of hint but his poker face offered no clues. We were certainly dressed for more than just shopping for DVD's. So I didn't think we were there for the sales. We ha...

Second Comings III The Mask of Anar

by Adrian Leverkuhn on Sep 16, 2017
Romance

(Note: this is Part III of the Second Coming series. Part I was released last December, Part II a few days ago, confusingly titled Second Comings - Sex Type Thing. This current posting is Part III, and they should be read in order for the tale to make much sense. Thanks to "rightbank" for pointing this out!) Second Comings III: The Mask of Anarchy May Jus...

Playing College Ball

by ThePiperRai on Feb 4, 2020
Fetish

My name is Max, it's short for Maximilian, or at least it was until recently. I was the star pitcher for the Gem City Gemini's. I was also pledging the most prestigious Frat House in the country, Beta Pi Phi. My Father, Dr. Jin Amado thought that giving me an "American Name" would help me fit in, but it didn't. Rich Dad or not, I had to work my ass off to be...

Jail Time

by spitzharder on Nov 27, 2018
Transgender & Crossdressers

It was a sweltering hot day at the county correctional facility. I lay sweating on my bunk wearing my tiniest bikini panties, my bra less breasts trickling sweat onto the rough bed sheet. My cell mate, Lynda, threw back the door as she entered, "God Candy, by all that's small and dangly, it's bloody hot." She always makes her references about me, I'm a tr...

Transexual Encounter Ch. 01

by SluttyValerie on Sep 13, 2017
Transsexuals & Crossdressers

I few years ago I had been downsized out of a lucrative executive position with a company I had worked for years, worked my way up through a few promotions until I was too expensive to keep around when things turned sour in the economy. I really liked my work and it afforded me the opportunity to live comfortably, travel and indulge my secret kinky side. On...