Big Cock Shemale Stories

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Healthy Behavior

by BrettLynn on Sep 16, 2017
Transsexuals & Crossdressers

Yes, it's a new series, fans of mine. I know you like Marilyn, but she's on hiatus. Deal. Anyway, I do have something interesting for you. It's an unusual tale, but then again, my writing tastes have proven to be a bit unusual. I'm about as mainstream as N'Sync is underground. So without further ado, let's get started. Oh, and yadda yadda yadda over 18 to re...

Connie at an Adult Bookstore Ch. 01

by cmorehead on Sep 13, 2017
Transsexuals & Crossdressers

Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. * Let me start by introducing myself. My name is Connie and I am a 40-something tr...

Shemale Conquest Ch. 02

by standingstones on Sep 13, 2017
Transsexuals & Crossdressers

I got a call from a woman I was seeing named Amy. "Can you come over tonight Rachel, I'm feeling really horny." I had met Amy at a bar and when I went over to her apartment I found out she was a shemale. Amy fucked me that night and plenty more evenings since we had met. I told Amy I would be over a little later. When I arrived Amy was already naked. I hav...

Blossoming Shemale Ch. 02

by TheTitLover on Sep 25, 2017
Transsexuals & Crossdressers

This is inspired by:http://www.literotica.com/s/reluctant-shemale tawnysuede's Reluctant Shemale if you enjoyed it, I hope you'll enjoy this series. * * * My name was James. It was, before everything that happened, anyway. I'd come from pretty good stock, as the snooty, upper class would likely say. I guess I still did, although it would take a DNA test to...

Amanda and Me Ch. 01

by Tallnhard1 on Sep 25, 2017
Transsexuals & Crossdressers

I walked in the door of my one bedroom apartment and headed straight for the computer. Lately it seemed like I had the same boring routine everyday: get up early, work all day at my stressful IT job, go straight to the computer when I get home to look at porn and masterbate, then eat dinner and go to bed early. Unfortunately tonight was no exception. As I w...

Shemale Utopia

by Lewd_Ruby on Jun 15, 2016
Transsexual

*De-De-De-De-Deep* *De-De-De-De-Deep* *Click* I gently pressed the large red button atop my alarm clock to stop the annoying racket of those high pitched beeps. Sitting up I began to take a look around at my surroundings, Beige wallpaper spread across the walls, the odd video game poster stuck on lazily with some blu-tack. Letting out a small sigh I swung my...

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I was Scott Tenna

by tre34harr on Sep 19, 2017
Transsexuals & Crossdressers

If shemales aren't your thing don't read on; if they are please read enjoy and have your eyes opened. ***** "I hold my hand up and tell you truthfully that I used to be a guy; just like you or like any other guy you know or have met in your life time; into the normal thing a typical uni male student of his age would be; girls, drink, football and cars. H...

Shrunken at home with Futanari Sisters

by starwarsalpha1 on Jan 22, 2021
Transsexual

With the blessing of Mr.z I am transferring his story "Shrunken at home with Shemale Sisters" to this site. First thing you may have noticed is I changed the name slightly. I just like Futanari better than Shemale personally. If you know the original then you know the ages where lower then what this site allows, so I've gone to the liberty of uppin...

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Virginia's Luxurious Evening

by JonathanStone on Sep 16, 2017
Transsexuals & Crossdressers

West Palm Beach didn't have many cold snaps, but when one did rake the city the weather seemed twice as frigid as it actually was. Virginia Stanton sat alone in her office on the third floor of Prism Design's building overlooking the Intra-coastal Waterway. She had been chilly all day, mainly because of the dampness in the air; Forty-eight degrees outside wa...

Mikes First Transgendered Pt. 03

by SamanthaMeyers on Nov 16, 2020
Transgender & Crossdressers

Please read 1 and 2 before this one. Mid October has set in and once again I am leaving work later than usual. I am in the parking lot speaking with co-workers when my phone rings. I recognize the number as being from the restaurant Sara works at. I answered and hear her voice on the line. Sara Says, "Hi Mike. How are you?" "I'm good Sara. How are you?" I...