Crossdressing

Field Days - Part 11

Mark Lansing never wanted to stand out. He was perfectly happy disappearing into a football huddle with the rest of the team until one play made him the talk of the town. Thrust into a spotlight he never wanted, every choice can reshape his future, and every decision could transform him in ways he never believed possible. Mark’s destiny will be determined on the field … assuming he can figure out how to dress the part.

Plot Twist In Paradise - Chapter 15 - Breathing, Not Dead, and Highly Reluctant

Plot Twist In Paradise

by IAmHerEmma

 

Plot Twist In Paradise cover

 


 

Chapter Fifteen: Breathing, Not Dead, and Highly Reluctant

 

Rebound

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A family emergency places Greg in the temporary care of his next door neighbor Bonnie. Having not had time to pack his swimsuit, Bonnie loans him one of hers, and Greg enters the feminine world that he had long aspired to be a part of.

Project: Little Sister

A sister and a family support a curious twelve-year-old in a newfound exploration of gender.
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Lights, Camera, ...What?!? - Post 21 - Chapters 42 and 43

“LCW”

Lights, Camera, …What?!?



Book 1



Chapters 42 and 43

by Sofia Hammerstein

Connor Slane has grown up to be one of the brightest kids in his dimension and one of the most ambitious computer science majors at his top university. Now, thanks to an exchange program between his university and his mother’s alma mater, Emerson University in another dimension. Connor has the chance to forge his own path in computers and his other love, filmmaking. Having seen still images of their amazing holographic films, he hopes go to Emerson, and then return to build his own empire - and maybe even find his true self, as his mother did.

Beth Sylvester is a Tweener herself and another child of influential parents in the other dimension. Her wealthy Big mom is the daughter of a disgraced former CEO, and her dad is the first and only Tweener to serve on the Supreme Court. Connor’s mom and Beth’s dad were good friends while she was in the dimension, and they’ll quickly discover that they enjoy hanging out with each other. They’ll also discover that if either is going to survive to the end of the semester academically or as mature adults, they’ll need to help each other out. If not, Connor could quickly find himself on the one-way road to being adopted by some Big, and Beth might not be far from that fate either…

The Visit -24- Epilogue.

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As I sat in the boarding area of my flight I had a chance to reflect on the past week or so. It has left me with a few answers but also with many questions. Am I really ready to transition and go all the way to be the woman that my mind portrays to me? There are a lot of variables that I have to consider if I go that route.

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Unhappy

Chapter 1
The front door clicked shut, the latch catching with a soft, final thud.
Jane stood by the kitchen island, her hand still resting on the counter where Robbie had left his damp gym towel. She let out a long, slow breath—not a sigh of annoyance, just the sound of a lungful of air giving up after holding steady all morning.

Becoming

The rain had stopped sometime after midnight, but by late afternoon the city was still wet. Water clung to the black iron railings along the sidewalk and gathered in the shallow cracks between the paving stones, while cars moved slowly through the intersection, their tires whispering over the pavement and sending thin fans of dirty water toward the curb. Inside the coffee shop, the smell of fresh coffee hung beneath the warm air from the heating vents, and the hiss of steamed milk came and went behind the counter as people moved through the late afternoon rush.

Charli and the "Chocolate" Factory

This is the first chapter of a 175 page, 8 chapter, completed book with 68 images, and 48 bonus images after the story. It is currently available in my shop.

www.patreon.com/SissyGirlSammi

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Charli and The “Chocolate” Factory

The river and the stone

The River and the Stone
Chapter 1: Session One — The Gathering of Currents
The waiting room of Dr. Vance’s office was quiet, save for the low, continuous hum of a white-noise machine near the baseboards. On the deep leather couch, eighteen-year-old Leo sat with his ankles locked in a wide, rigid figure-four stance—his right ankle resting square over his left knee. His right thumb came up automatically, the edge of his thumbnail digging into the dry cuticle as his left heel tapped a rapid, impatient beat against the carpet.

Between Two Worlds - II - Old Flames Never Really Die

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Samuel kept living.

At least, from the outside, it looked that way.

He went to class, turned in assignments, laughed with his friends, and let the final months of senior year carry him toward prom, exams, and graduation. His life maintained the appearance of normalcy. Anyone watching him cross the St. Gabriel's courtyard in his navy blazer, white shirt, red tie, khaki pants, and dark brown shoes would never have guessed he was carrying an unfinished story in his chest.

But Samuel was too sensitive to forget easily.

A World To Give - 6

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A World To Give

Chapter 6
by Clara
Copyright© 2026 Clara Schumann

Nelson steps in to help out his company when his twin sister, Rowan,
unexpectedly leaves to take another job. While assuming her identity, he
realizes that there is a lot more to the world than he’d previously known and
he decides to take some chances he never took before.

Nelson discovered a whole new world!

Project Toxin

Seasons Universe Recurring Characters Outline

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December 2017 Christmas Dreams Story Contest Entry
Change of Seasons Addendum
Seasons Universe Recurring Characters Outline
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My Brother is my She-Male Twin

This story was to be the first story but it ended up to be the Sixth story in my Saga

A Senior Year to Remember

A Senior Year to Remember

By Bethany Starr

Synopsis:When Robert's lying, habitual stealing, and attitude about women gets to be too much for his mother, she comes up with a Plan to help her delinquent son turn around.

The day Samantha caught the train.

The day Samantha caught the train.
 
by Samantha Rebecca
 
The day Samantha caught the train was the start of a whole new life for her. You see Samantha is a sweet adult little girl who loves to be dressed all pretty. The only problem is Samantha is a man of 33 and is on the big side. This does not her from being who she when she every gets a chance.

The Boston Bubble: Lora's Story

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By Lora Guy

Lenny is a cross dresser out for a public stroll when he gets caught up in a sudden, massive group transformation. See how a far-off war sends his life in directions he could never imagine.

Premise based on the "bubble" concept created by AJ James in the novella
The Long Strange Journey of Seth Gates

Summer with Auntie Kate

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Summer with Auntie Kate

By Rose Dahlia
 
 
Kelly Grace arrives at his aunt's ranch during a college break. Will an unfortunate incident allow his sexy, feminine aunt to help him enjoy a "softer" side of life? Or will his masculine stubborness be too strong?

Georgina

Georgina
 
By Samantha Jay
 
Copyright © 2010 Samantha Jay

 

I had a second chance to get it right. To make sure that what happened to Peter wouldn't happen again. This time I wouldn't fail. They would have to kill me first...
 
The long overdue sequel to Peter

If The Shoe Fits

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“Alex. It’s just one night. No one will ever know but us. Please, I’m begging you, do this for me?”

I didn’t say yes. I didn’t say no. I didn’t nod or shake my head. I just let Lara slip my athletic socks off my feet and, one after the other, slide the high-heeled shoes into place.

They fit like they were made for me.

 

IF THE SHOE FITS...

by Meancat

Alex's Adventures in a Land of Wonder

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Alex's Adventures in a Land of Wonder

This is a complete story in four chapters, but I have left it open so that maybe one day, it can be added to with further adventures...

This story is highly sexually charged, at least in the first chapter, so you have been warned.

The Cliffside Heroine

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The Cliffside Heroine
© Nick B 2010

Somebody once said that this couldn’t happen by accident, but then I suppose that all depends upon the circumstances of the accident doesn’t it?

I’ve looked up the definition of the word ‘accident’, and according to the information I’ve found, it goes as follows:

An undesirable or unfortunate event that occurs unintentionally and usually results in harm, injury, damage, loss, casualty or mishap.

The XX-Factor

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A lonely young boy tries unsuccessfully to cope with recent changes in his life until an odd group of strangers arrive in town and show him that maybe his curse is a blessing after all.

The XX-Factor
by Woggie

Copyright  ©2003 Woggie
Revised edition: February 12, 2010

Field Days - Part 10

Mark Lansing never wanted to stand out. He was perfectly happy disappearing into a football huddle with the rest of the team until one play made him the talk of the town. Thrust into a spotlight he never wanted, every choice can reshape his future, and every decision could transform him in ways he never believed possible. Mark’s destiny will be determined on the field … assuming he can figure out how to dress the part.

Plot Twist In Paradise - Chapter 14 - Slower Kicks, You're Working Too Hard

Plot Twist In Paradise

by IAmHerEmma

 

Plot Twist In Paradise cover

 


 

Chapter Fourteen: Slower Kicks, You're Working Too Hard

 

Lights, Camera, ...What?!? - Post 20 - Chapters 40 and 41

“LCW”

Lights, Camera, …What?!?



Book 1



Chapters 40 and 41

by Sofia Hammerstein

Connor Slane has grown up to be one of the brightest kids in his dimension and one of the most ambitious computer science majors at his top university. Now, thanks to an exchange program between his university and his mother’s alma mater, Emerson University in another dimension. Connor has the chance to forge his own path in computers and his other love, filmmaking. Having seen still images of their amazing holographic films, he hopes go to Emerson, and then return to build his own empire - and maybe even find his true self, as his mother did.

Beth Sylvester is a Tweener herself and another child of influential parents in the other dimension. Her wealthy Big mom is the daughter of a disgraced former CEO, and her dad is the first and only Tweener to serve on the Supreme Court. Connor’s mom and Beth’s dad were good friends while she was in the dimension, and they’ll quickly discover that they enjoy hanging out with each other. They’ll also discover that if either is going to survive to the end of the semester academically or as mature adults, they’ll need to help each other out. If not, Connor could quickly find himself on the one-way road to being adopted by some Big, and Beth might not be far from that fate either…

Field Days - Part 9

Mark Lansing never wanted to stand out. He was perfectly happy disappearing into a football huddle with the rest of the team until one play made him the talk of the town. Thrust into a spotlight he never wanted, every choice can reshape his future, and every decision could transform him in ways he never believed possible. Mark’s destiny will be determined on the field … assuming he can figure out how to dress the part.

The Visit -23- The end and new beginnings

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The next morning, I faced packing and wondered if I could leave somethings that I had bought behind. I put the thought off as I prepared for my morning jog. Having gotten into a routing with my preparations it wasn’t more than 20 minutes before I was out the door. Although we sort of had discussed my coming back, I wanted to make sure that Sam was happy with me leaving stuff at the house.

I pushed the last ½ a mile and ended up a bit out of breath when I finished. Ted from next door was doing something to one of the cars and waved to me as I jogged up.

“Nice run huh?”

The Hooters Boy Part 2 & 3

Chapter Two

James should have known he was in trouble when Ashley started smiling.

Not her normal smile.

This was the smile she got when she’d already decided something was going to happen and was simply waiting for everyone else to catch up.

James stood in the middle of their apartment living room with his arms folded.

“I still think this is a terrible idea.”

Ashley sat cross-legged on the couch.

“You’ve said that seventeen times.”

“Because it’s a terrible idea.”

“You need a job.”

“I know.”

Plot Twist In Paradise - Chapter 13 - Spy Loafers, Guacamole, and a Brain That Won't Cool Down

Plot Twist In Paradise

by IAmHerEmma

 

Plot Twist In Paradise cover

 


 

Chapter Thirteen: Spy Loafers, Guacamole, and a Brain That Won't Cool Down

 

Sunday Morning Pantyhose 35

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Sunday Morning Pantyhose XXXIV
By
Tracy Davis

This is a true story of how my Mom feminized me as a teenager. She had caught me wearing her pantyhose the summer before seventh grade. I got the surprise of my life the first Sunday of junior high, when she bought me pantyhose and started encouraging me to wear them, and then it was all downhill from there. -- Tracy

Aaradhya's Story — Illustrated Edition — Chapter 01 — The Nail Paint

Reader note: This story contains scenes of teasing, bullying, and humiliation in the early chapters. These scenes are included only as story conflict. They are not shown as acceptable, funny, or something to copy. Bullying, forced humiliation, harassment, and pressure around clothing or identity can seriously hurt a person. The story supports safety, consent, dignity, family support, and respectful treatment.


In Green Park Society, Aarav was the only boy in his age group.

Lights, Camera, ...What?!? - Post 19 - Chapters 38 and 39

“LCW”

Lights, Camera, …What?!?



Book 1



Chapters 38 and 39

by Sofia Hammerstein

Connor Slane has grown up to be one of the brightest kids in his dimension and one of the most ambitious computer science majors at his top university. Now, thanks to an exchange program between his university and his mother’s alma mater, Emerson University in another dimension. Connor has the chance to forge his own path in computers and his other love, filmmaking. Having seen still images of their amazing holographic films, he hopes go to Emerson, and then return to build his own empire - and maybe even find his true self, as his mother did.

Beth Sylvester is a Tweener herself and another child of influential parents in the other dimension. Her wealthy Big mom is the daughter of a disgraced former CEO, and her dad is the first and only Tweener to serve on the Supreme Court. Connor’s mom and Beth’s dad were good friends while she was in the dimension, and they’ll quickly discover that they enjoy hanging out with each other. They’ll also discover that if either is going to survive to the end of the semester academically or as mature adults, they’ll need to help each other out. If not, Connor could quickly find himself on the one-way road to being adopted by some Big, and Beth might not be far from that fate either…

Field Days - Part 8

Mark Lansing never wanted to stand out. He was perfectly happy disappearing into a football huddle with the rest of the team until one play made him the talk of the town. Thrust into a spotlight he never wanted, every choice can reshape his future, and every decision could transform him in ways he never believed possible. Mark’s destiny will be determined on the field … assuming he can figure out how to dress the part.

Plot Twist In Paradise - Chapter 12 - Breakfast, Interrogations and the Potential Muse

Plot Twist In Paradise

by IAmHerEmma

 

Plot Twist In Paradise cover

 


 

Chapter Twelve: Breakfast, Interrogations and the Potential Muse

 

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