Crossdressers First Time Sex Stories Stories

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A Great Day Off Work

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

Days off are great. Any day off is a great day. You can catch up on things, relax, take care of business, chill out, and just have a good time. Days off also open the door to many opportunities and possibilities. This day would prove to be a very good day. My wife was working this day, and I had taken the day of from work, just because. I stayed home and d...

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...

Love Your Readers: Categories

by Tx Tall Tales on Dec 9, 2019
How To

============================ Help Your Readers. Categorized Your Story Correctly. In Love Your Readers, I wrote about things you do to improve the reading experience for your readers. In Love Your Readers: Categories, I'd like to share my ideas on making it easier for the readers to decide to give your stories a read, by placing it in the right category....

Michele Nylons' True Stories

by MicheleNylons on Jul 14, 2020
Transgender & Crossdressers

Introduction For those of you who only read fiction I suggest that you go directly to my autobiographical sex stories contained later on in this essay; but what I thought I would like to do is to take a break form my usual 'physically forced' and 'caught with consequences' Transvestite sex stories and write some of my musings about Transvestism and share wi...

A Secret Fetish Ch. 01

by margekershaw on Sep 13, 2017
Transsexuals & Crossdressers

When teaching a section of my favorite class, "Modern Erotic Literature", I noticed a guy in the back of the room acting strangely. He was in obvious discomfort, and I wondered why. It was during the lecture where I discuss fetish stories. Students find it a revelation. The first thing I usually do is define "shemale" tales: " 'Shemale' is a hardcore adu...

CD Gets Fucked while House-Sitting

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

This is a true story that happened recently. I also recently submitted a four-part, runaway-imagination complete fiction story, hope you enjoyed. For anyone not familiar with me or my stories, here's a brief background. I'm middle age, white, a little overweight (hidden well with the right garments), and a married bisexual crossdresser who LOVES getting scr...

My First Time CD Sex

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

When I posted my first story, about my most recent experience, I promised to follow up with other stories, including my first time sex as a crossdresser. So here it is. This is the story of my very first time. As I said in my first story, MY stories are totally real, they really happened and happened just as I describe. Nothing at all is made up. I am very l...

My Life as Lauren Ch. 04

by Lauren_xxx on Sep 13, 2017
Transsexuals & Crossdressers

The shop became quite busy for the next few weeks and we even developed regulars that some of the staff became friends with. A couple of them only went behind the curtain hoping to get lucky but since realising what I wanted I had lessened the amount of blow jobs I gave. There was one guy in particular called mark who went behind the curtain, but mostly stay...

Girl with Something Extra Ch. 03

by JonThomas_ on Sep 16, 2017
Transsexuals & Crossdressers

Hello readers, this is your humble omniscient narrator with another episode in the life of Daisy; The Girl With Something Extra. She's back at her favorite 'straight' sports bar, hanging out with her buddies, and hopefully watching her favorite football team draft it's next star player. The last thing on her mind is meeting someone new, but she does. ~~~...

Craigslist CD Hookup

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

I have been crossdressing since I was a kid. I started out with a pair of my mother's pantyhose, as most other crossdressers start out the same way. Once you get bit by the bug, you're hooked. This is my first story, but I have so much to tell that this certainly won't be my last. All of what I tell you here will be 100% true. I will not dramatize or sensati...