Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

A Look in the Mirror Ch. 01

by ZLuna on May 7, 2019
Transgender & Crossdressers

Chapter 1: The Beginning of Something More All characters are 18+. This is a story I wrote back in 2012, and even after all this time, I still only just finished the first chapter. I did have an older account on here, but lost access to it and had deleted that email address long ago, so I started over. Enjoy --------------------------- It was a warm, but...

Lost in a Female's Pleasure Pt. 07

by LucysFox on May 27, 2019
Transgender & Crossdressers

Synopsis: Damien was looking forward to a relaxing weekend free from his abusive father, but things quickly took a downward turn when he got kidnapped. Turns out it was maybe for the best though, or at least not as bad as staying with his dad would be. In this chapter Dee becomes feisty as the hormones kick in, and she's introduced to chastity and butt pl...

A New Perspective Pt. 05

by Eye_in_the_Skye on Jun 5, 2019
Transgender & Crossdressers

I'm finally getting back into the swing of writing things! I'm sorry it's been a bit between chapters here. I've been working a lot, and in doing so, I injured my wrist pretty bad. I'll be going into surgery for it here in the next couple months. I'm going to try and get the rest of this story cranked out before that, so get ready for a bunch of installments...

Magic Dress - Daisy Pt. 02

by SlightlyRude on Jun 5, 2019
Transgender & Crossdressers

CHAPTER 3 I went to my room and had an explosive wank. I had never been so turned on. It wasn't exactly being gay. I wanted to be a woman and have this amazing power over men. I wasn't going to say anything just yet, but I was definitely going to be girl of the week again, and I would probably toss them off. I didn't dare think about more. Having let me in...

Laid Bare Ch. 03

by MicheleNylons on Nov 18, 2019
Transgender & Crossdressers

Chapter Three - Pretty Pink Panties Adele and Kimberly drove along the snaking back roads that led from the Peak property to Missionville which was a typical country town. Being the County seat there was a large municipal building across from the town common that housed the county courthouse, sheriff's department headquarters, hall of records, and the jail....

Weekend in New Hampshire Pt. 02

by grant50 on Nov 12, 2019
Transgender & Crossdressers

DAY 2 Sam woke up with the sun shining though the blinds. He felt something cool and smooth on his body. After a few seconds he remembered he was wearing his wife's nightie. He then thought about the events of the preceding day and found himself getting an erection again. Before he could decide whether to do anything about it, Bill burst into the room. "C...

Stacey's Brother

by WhiskeyIsGood on Dec 2, 2019
Transgender & Crossdressers

A little one-shot that I came up with a couple weeks ago. Hope you all enjoy. Whiskey *** "Stace, please...pick up your phone!" I hung up, after leaving the third voicemail that night, and sighed in frustration as I threw my phone onto my mattress and flopped down alongside it. It had been a whole day since we last spoke when she told me that she did n...

Laid Bare Ch. 01

by MicheleNylons on Dec 3, 2019
Transgender & Crossdressers

Chapter One - Shotgun! Author's Note: This is the sequel to my story 'Consent' and although the story stands on its own, a better understanding of the characters and their backstory is to be had if you read the prequel. As always I hope you like my little six chapter yarn and if you are inspired to leave feedback it is always appreciated. 💋💋💋💋 Michele Celi...

Straight Crossdresser

by silkstockingslover on Oct 22, 2019
Transgender & Crossdressers

Summary: Guy dresses as a girl on Halloween and ends up performing as one. Note: This is a Halloween 2019 Contest story, so please vote. Thanks to: Tex Beethoven, and Robert for editing. * As I draped the sheer pantyhose onto my legs to finish off my Halloween costume, preparing for a night of cock sucking and bottoming at the annual Halloween men's onl...

Neighbourhood Terror to Sissy Pt. 25

by Fibaro on Oct 5, 2020
Transgender & Crossdressers

Chapter 27 Marcy woke up with a loud groan as her alarm went off loudly and way too early. She really had to drag herself out of bed as she didn't look forward to her day ahead at all, but she couldn't afford to waste much time at all as she still had a busy morning ritual to take care of. It started off bad with the kiss to the dildo, although she had to a...