Crossdressing

Dresses from Diana: A Gradual Feminization Story (Chapter One)

He’s stumbled upon a collection of Grandma’s old dresses and his cousin insists he try them on. But it's all just for fun... right?

It’s the summer before college, and Madison’s task is to clean out his late Grandma’s entire house before it’s sold. Even worse, he has to do it with his annoying, bratty cousin, Olivia. But while digging through boxes, they discover something unexpected: beautiful, vintage dresses of a wide variety of styles… and Grandma’s unfulfilled dream for someone to wear them. What starts as silly bonding activity for Madison and Olivia turns into much more when they realize how convincing Madison looks as a girl, leading them to take advantage of his feminine looks.

This ~50,000-word novel is available in its entirety for Kindle. The first few chapters will be shared here as samples. Hope you all enjoy! :)

-Jennifer

DFD_V1_3 (FINAL).jpg

Wednesday Knights -- Chapter 28: Mic'd Up

lance-reis-eSfyEmpVy30-unsplash.jpg
Wednesday Knights

By Melanie E.

A group of friends streams their gaming on Wednesday nights. But not all the action is on the dining room table.

Halloween Romance (6)

Halloween Romance
Sequel to
Mischief Night Magic
Part Six: A Lesson on the Perils of Womanhood

Gwendoline took a deep breath as she closed the heavy wooden doors of the girls bathroom behind her. She then started to walk around every square foot of the bathroom. Once she was sure we were along she turned toward me and heaved another long, drawn out sigh.

sissygirl’s journey 4

Author: 

Audience Rating: 

Publication: 

Genre: 

TG Themes: 

TG Elements: 

Character Age: 

Other Keywords: 

Permission: 

As I handed mom her purse she always gave me that cute little smile as with her eyes too, she knew I loved her purses while giving me purse time and still being nonchalant about it, a few times she would quietly say you love it, I knew she was just having a little fun I just stood there and didn’t say a thing but yes I did.

sissygirl’s journey 3

Author: 

Audience Rating: 

Publication: 

Genre: 

TG Themes: 

TG Elements: 

Character Age: 

Other Keywords: 

Permission: 

So mom really didn’t get upset or mad about anything but she did let you know if she was not happy and her personal lipstick collection was one of them.

Being a very curious little boy and mesmerized by her lipstick I would always find myself looking through her lipstick collection.

Little boy’s can never put anything back correctly or organized we’re just too focused on the prize and her lipsticks being in a pretty tube I would twist those amazing lipsticks out of their tube and spend my time enjoying all the different and wonderful colors and scents.

Halloween Romance (5)

Author: 

Caution: 

Audience Rating: 

Publication: 

Genre: 

TG Themes: 

TG Elements: 

Character Age: 

Permission: 

Halloween Romance
Sequel to
Mischief Night Magic
Part Five: A Cup Of Poison

I felt my hips starting to sway this way and that, all in tune with the music the dj was playing as I waited for my vampire to return with my requested cup of spiked punch. As I waited, I felt small beads of sweat starting to roll down my body, making my costume sticking to me. And I could feel the effects of the alcohol taking hold of me. I was sure I was starting to catch the first rising curls of a buzz.

sissygirl’s journey 2

Author: 

Audience Rating: 

Publication: 

Genre: 

TG Themes: 

TG Elements: 

Character Age: 

Other Keywords: 

Permission: 

Hi everyone, before I continue I would like to give a little view into my life at that time.

Mom, what can I say she was a wonderful mother very supportive of everything my sister and I did with all the love she had.

My sis was 3 years older than me and being a real jock she had her own group of friends and from what vibe I got from her she wanted nothing to do with me especially when mom and I were exploring my other side, of course mom always tried to kept it out of sight so nobody got uncomfortable to a certain point as you will see, she was a great mom.

sissygirl’s journey

Author: 

Audience Rating: 

Publication: 

Genre: 

TG Themes: 

TG Elements: 

Character Age: 

Permission: 

Being about 5 or 6 I was mesmerized by my mother’s black patent purses and her lipsticks also my sister’s black patent Mary Janes, any chance I had I would go into her closet and reacquaint myself with those beautiful patent little girl shoes.

I would pick them up to get a closer look feeling the shiny smooth patent leather and playing with the buckle just in amazement of how pretty they were, if time allowed I would take them back to my bedroom to wear them.

My Roommate's Cat Revealed My Secret

When a nerdy crossdresser’s female college roommate gets a cat, it drags his deepest secret out before her, and she responds far more positively than he could have ever imagined!

Wednesday Knights -- Chapter 27: Rings

lance-reis-eSfyEmpVy30-unsplash.jpg
Wednesday Knights

By Melanie E.

A group of friends streams their gaming on Wednesday nights. But not all the action is on the dining room table.

Family Therapy

FamilyTherapy00.jpg

A father and son in crisis reach out to an online therapist who, unbeknownst to them, is actually an artificial intelligence. But after the machine mistakenly deduces that one of them must be transgender—and bound by its programming to maintain its patients' privacy—it ends up feminizing both father and son. When the truth finally comes to light, will this bring the two of them closer together, or tear them hopelessly apart?

Just Do What The Nice Man Says Honey

Just Do What The Nice Man Says Edited.jpg

Alex lives with his mother Julie and refuses to get a job or to help Julie pay the rent and household bills. When Julie sees pictures of Alex dressed as a girl she sees that Alex has potential for meaningful employment, even though Alex might not want the job.

Driven from Normal. (Chapter 30)

355116174_1047054369937535_2394601126694041591_n.jpg

Driven from Normal .

(Chapter 30)

Simon McKenzie started his week normal enough, but after a series of events he now finds himself standing in a bar wearing a cocktail dress. Chapter 30.

Wednesday Knights -- Chapter 26: Skimpies

lance-reis-eSfyEmpVy30-unsplash.jpg
Wednesday Knights

By Melanie E.

A group of friends streams their gaming on Wednesday nights. But not all the action is on the dining room table.

Driven from Normal. (Chapter 29)

355116174_1047054369937535_2394601126694041591_n.jpg

Driven from Normal .

(Chapter 29)

Simon McKenzie started his week normal enough, but after a series of events he found himself standing in a bar wearing a cocktail dress. Chapter 29.

Driven from Normal. (Chapter 28)

355116174_1047054369937535_2394601126694041591_n.jpg

Driven from Normal .

(Chapter 28)

Simon McKenzie started his week normal enough, but after a series of events he found himself standing in a bar wearing a cocktail dress. Chapter 28.

Wednesday Knights -- Chapter 25: Bolster

lance-reis-eSfyEmpVy30-unsplash.jpg
Wednesday Knights

By Melanie E.

A group of friends streams their gaming on Wednesday nights. But not all the action is on the dining room table.

My Time as a Wife

This is a continuation of "Life's Lottery". Steve is delving deeper into his Sarah persona.
This story contains sexual scenes.

I bit the bullet and took some pictures of myself as Sarah. Nothing
outrageous, mainly just myself in various wigs and underwear. Then I
posted them on a few contact sites. I really did not know what to expect,
and to be honest I really don't know why I did it. I think I was seeking
affirmation that I was acceptable as a woman by men.

Love Story - Chapter 9.5

The next morning, my wife woke up before me, full of energy. She got up, turned around and climbed on me, while I was still asleep. She gave be a hug, body touching body, her head on my shoulder.

I could smell her hair and feel her softness and warmth, like a blanket on a very cold morning.

"Mmmm", I woke up and yawned, hugging her back, tightly. I placed kisses along the side of her neck, stroking her hair with one hand.

Driven from Normal. (Chapter 27)

355116174_1047054369937535_2394601126694041591_n.jpg

Driven from Normal .

(Chapter 27)

Simon McKenzie started his week normal enough, but after a series of events he found himself standing in a bar wearing a cocktail dress. Chapter 27.

Love Story - Chapter 9.4

The next morning, I woke up earlier than my wife. I had freshened up, put my hair in a messy high ponytail and then made us a pot of coffee. I sat on the couch, sipping from a cup. Waiting.

She eventually woke up and sauntered over to where I was sitting, "Last night was something magical. I didn't know we could do that"

"Mm-mmm, yes, it was great", I said, giving her a side ways glance. She was in her night wear, with bed head, hair tousled this way and that. She gave a yawn.

Driven from Normal. (Chapter 26)

355116174_1047054369937535_2394601126694041591_n.jpg

Driven from Normal .

(Chapter 26)

Simon McKenzie started his week normal enough, but after a series of events he found himself standing in a bar wearing a cocktail dress. Chapter 26.

Driven from Normal. (Chapter 25)

355116174_1047054369937535_2394601126694041591_n.jpg

Driven from Normal .

(Chapter 25)

Simon McKenzie started his week normal enough, but after a series of events he found himself standing in a bar wearing a cocktail dress. Chapter 25.

Driftwood #4 - Ramifications

Driftwood
Driftwood
By Alyssa Plant

Life and Love are far more complicated than we can possibly understand. For one young cop, a journey of self-discovery will teach them that true strength was inside them all along.

Wednesday Knights -- Chapter 24: An Evening With Friends

lance-reis-eSfyEmpVy30-unsplash.jpg
Wednesday Knights

By Melanie E.

A group of friends streams their gaming on Wednesday nights. But not all the action is on the dining room table.

Driven from Normal. (Chapter 24)

355116174_1047054369937535_2394601126694041591_n.jpg

Driven from Normal .

(Chapter 24)

Simon McKenzie started his week normal enough, but after a series of events he found himself standing in a bar wearing a cocktail dress. Chapter 24.

Life is a Drag

Author: 

Audience Rating: 

Publication: 

Genre: 

TG Themes: 

Character Age: 

Other Keywords: 

Permission: 

The London drag club was not in the least CD, sorry seedy. The audience was quite sophisticated and the ambiance friendly and gay (in the original sense of the word). The artists were top of the range. They were not only beautiful but very talented as well. If some of them wore skimpy costumes that was not the only thing they had to offer. However, the star of the evening could not be accused of wearing skimpy attire, nor was “she” young and beautiful. The only way to describe the “Baroness” was outrageous.

Pages

Subscribe to Crossdressing