Stories About Crossdressers In Lingerie Stories

1,000 results
Orientation
Length
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Infinite Scroll

Pretty in Pink

by jealouscuck on Oct 8, 2019
Fetish

I always remember thinking how bland men's underwear was compared to women's. In the animal kingdom, the male usually has the prettiest colors. Not so in people. I suppose traditionally, men's underwear is supposed to be functional while women's are fashionable. I was a late maturing kid. I was probably about two years behind some of my classmates. When I d...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

Michele and Buster: A Tranny Tale

by MicheleNylons on Sep 14, 2017
Illustrated

This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...

The Psychosexual Motive in Writing

by Da_Vida on Sep 16, 2017
Reviews & Essays

I have been a writer all of my life. My employment as an adult has, to a large extent, depended on my ability to get published, which I suppose makes me a professional writer. In addition to writing, I've also served as a consulting editor for a number of publications. I am no stranger to the written word. The motives for writing erotic fiction no doubt va...

Pam's Gangbang Experience

by majicman21 on Oct 14, 2017
Group Sex

Author's Note #1: This is a continuation of 'Pam's Shemale Experience' from the Transsexuals/Crossdressers category. Although reading those stories is not necessary to appreciate this one, it will enhance the experience. Either way, enjoy. ***** The splashing in the hotel pool provided an aural backdrop as John read his Kindle, learning about the history...

Pam's Threesome Experience

by majicman21 on Apr 3, 2018
Loving Wives

Author's Note #1: This is a continuation of 'Pam's Shemale Experience' from the Transsexuals/Crossdressers category, as well as of 'Pam's Gangbang Experience' from the Group Sex category and 'Pam's Lesbian Experience' from the Lesbian Sex category. Reading those stories is hopefully not necessary to enjoy this one, although it will likely enhance said enjoym...

Writing Healthy Relationships

by yumeko on Sep 16, 2017
Reviews & Essays

I love written pornography. From the time I first discovered the written pornography in magazines when I was young, the written word has always been my favourite way to get off. And perhaps that should have been a clue to me, because I found out later that supposedly boys and men prefer visual material, but at the time I didn't much care. I only cared that r...

My Present Problem

by nolimits2000 on Sep 14, 2017
BDSM

My name is Steve; I'm a single guy, early thirties, average looking, decent build, nothing special, just your average guy you would meet most anyplace. I am very shy, basically an introvert, therefore I have never been married, seldom even date. It's not that I can't get a woman, just too damn shy to approach most and ask them out. So basically I am a homebo...

Mya and Her Supposed Fiance Pt. 01

by Lynda68 on Sep 28, 2020
Interracial Love

All my stories are done on the spur of the moment. I get an idea and write until I think that I can go no further. I would love to receive any comments, good or bad. Most of all thank you for taking the time to read my stories. I had been going to the same chip shop for years and years. Mostly for the very same thing. I loved everything about it. The best...

Life of Paul Ch. 02: Amber

by red_gonzo on Jul 14, 2020
Erotic Couplings

All characters appearing or mentioned in this story are 18 years old or older. This story is a work of fiction and any reference or description to actual persons is unintentionally. #################################### April 2019 As I pounded my long, thick, and very aroused cock into my cute little 'office slut', I could feel her approaching another org...