Hard Core Crossdressing Sexual Stories

Hard Core Crossdressing Sexual Stories
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Nick/Nicole has shopped for bras. Now what?
Joshua finds himself the subject of a strange study.
Harry reconnects with Rebecca, and Joan and Marcy join in.
Rachel is "discovered" and her sexual exploration continues.
A naughty husband decides to do some experimenting.
Changes continue and not just to my body.
Lotto scratchers and the Enchantments & Charms Festival.
Patty arranges to have Jenny experience several men.
A inexperienced trans woman gets some bondage love.
AI/Robot turns boy to BSDM trans slut after Robot Apocalypse.
Slutty Jann buys a book store and adult cinema.
Ryan finally peels his first banana or two.
It's red meat Saturday for Stardust's roomie.
A costume party can be full of surprising outcomes.
Ryan is the weird third oddball species.
Everything about Bobbi Jo's weekend alone is a failure.
Zoomie figures out the ghostly clues and cracks the case.
Zoomie receives a sign to buy a sign.
What do you do when a mystery box shows up on your doorstep?
Rory's sentence continues, with a few new fun adventures!
My best friend helps me unwind after a nasty break up,
Billi Jo preps for a Dragon's House premiere watch party.
Bee Bop plans a garage improvement project.
Sean’s graduate school experience continues.
Abby and Mistress M are back in a whole new adventure.
Mistress forces me to go out, fully dressed, by remote.
Lil C and Gina go to the beer store, but don't get any beer.
Lil C gets a deck upgrade and a date.
Chapter 2 of being Margel's shefriend.
Mistress forces me to go out, fully dressed, by remote.
Juju gets sucker punched and turns things around.
A friends gay father-in-law discovers my crossdressing.
A sissy loses the key to their cage and soon loses control.
Riding truckers in a ride-for-sex program in the south.
Am I too deep in the swamp ever to escape? Do I want to?
Green Bean's roomie supports a mixer???
Coco wasn't crying, but everyone else was crying.
Relationship development with Peter.
The wedding of Rose and Dolly is very normal & chaste (lies).
A young man becomes a slave. A slave becomes a Princess.
Green Bean and the morning after the roommate's party.
Wife takes matters into her own hands.
Kia questions Brad about what he had been saying.
Lulu Lou goes to Luke's Luau party.
Eddie and neighbor Nick watch the commotion together.
Percy becomes Priscilla; laundry duty beckons.
Ericka puts the beer on wheels at the bonfire.
A sub male is treated to a play session with a CD switch.
Choices made in the past have led to his present and future.
Sometimes, a girl's gotta take action to get what she wants.
Ericka attends the train light show with Luke.
Vic gets caught wearing Vampy Vicki costume.
A group of friends try to get free drinks by posing as girls.
Jenny and Patty go to a garden party with old friends.
It's the July Friday Skip Work Island party time.
Zaza worked the party, got worked and worked the promoter.
Unplanned life changes and unexpected desires.
Zaza introduces his people to his other people for a party.
Could their sex lives be better? They plan, play.
Your domineering wife catches you crossdressing.
Ethan explains to the roomie what happened the night before.
A man discovers a strange video that changes everything.
Ethan suggests that Henry takes a shower.
Older crossdresser get a chance to be a housewife for life.
A femboy goes looking for a cure and finds new fuck friends.
A CD and her girlfriend try sensory deprivation bondage.
Jen and Patty attend a fancy bondage party.
Reflections of what was, and what was to come.
Darla's Playtime Interrupted by visitors.
Gia Lee was going to cave in sooner or later.
Crossdresser becomes a wife and a video star.
Petty Crook is forced to serve as a crime bosses wife.
New policies favor a female empowered work environment.
Kira reflects on married life, and important choices.
A CD and her girlfriend show a new friend loving bondage.
Will a bulky jock finally fall for a beautiful trans femme?
A date sees me get very lucky with Lorelei!
Amy and Tom's relationship continues but is she ready?
1st time and I thought it would be my last time.
New boobs, more initiations - and some big shocks for Kira.
Micki preps to host an Air Show viewing party on the rooftop.
Cassie meets Mark and grows as a sissy even more.
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Cross dressing means to wear clothes that are usually worn by the opposite sex. Read hot stories about people who feel free after wearing clothes they desire. A cross-dressing man being pursuing by a hot suitor, who makes passionate love to him as a woman. Our scorching stories will not only set the temperatures soaring, but will also make you feel the love that can emanate from a different kind of person. Read sex stories of cross dresser males who love to sashay on a ramp in heels. The collection of cross dresser sex stories are free and can be enjoyed by all audiences. Eroticatale.com has all types of cross dresser erotica free for you to enjoy.
I had recently moved in a townhouse unit in Oklahoma. Still trying to adjust to the new neighborhood, I was also doing my best to keep my hobbies a secret. You see, I am a cross-dresser by passion. But my new neighborhood is strictly catholic and I can imagine the uproar my fantasies might stir. […]
I had an affinity towards women’s clothes and have a lot of crossdressing fantasies. The soft silks, shimmery fabrics and bold colours – I loved them all. But I was a boy and all my friends would laugh if ever a boy wore a pink shirt. And I loved hose colours. I wanted to raid […]
I have been into cross dressing for a while now and have kept it a secret from my wife. She likes to play and is a dominatrix. Usually, we go into dom and sub mode where I worship her cunt with my tongue as she flogs my ass. I like getting dominated by my wife. […]
I have been exploring my sexuality for a while now and while I cannot confirm that I am a straight man, I am still not sure which category I fall into. But a trans person is living right next to my apartment – Benny and I feel like doing dirty things with him. I mean […]
When you are married for 10 years, your sex life tends to get a bit boring. It is the same old missionary followed by doggy or little suckity-suck here and there. Sometimes, even the thought of having fun with a new partner, runs through your mind. But, it’s all the same. You will spend the […]
When I was 12, I went to shop for shoes with my mother. I would walk around the store, making my mother laugh out loud. The onlookers at the store, would often look at me in astonishment and wonder, “How is this little boy handling pencil heels so well”?. My mama knew it back then that […]
My name is Justin and I am a 22-year-old guy with a good height and an average physic. This incident is about an encounter about how I got fucked by a neighbour. I was alone at the home once. I took advantage of the opportunity of being alone and had a couple of glasses of […]
Hello friends, my name is Ricky and this is the story of how I became a paid cross dresser two years back. It was during the Christmas holidays when I was in need of some money. I called my friend Kris and asked for his help. Though he agreed, he asked a favour in return. […]
Hi, I am Shail and I am 21 now. The incident I am going to narrate happened in high school when I was 16 and became slut of my friend. My parents wanted a daughter but I was their only kid so, my mother often used to dress me up like a girl when I […]
Hi, my name is Sam and I am a 26-year-old, slim physic cross dresser. I am a fashion designer and have a thing for female clothing. Not only I love designing female clothes but I also enjoy dressing as a girl. Coming to my story, this incident took place some years back when I was […]
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It was the first apartment they moved into. Carrie and Jay were way too excited. After they got all their stuff into the apartment they began to kiss very sexually. Jay’s hands were in over-drive with taking Carrie’s clothes off. Carrie was pulling at his hair and biting and licking his neck. Once Carrie was
We first made contact about three years ago, on one of those dirty dating sites. I was showing my tranny profile, Velvet, at the time, and was being hit on by a bunch of dirty old men, when this “Mariah” person said, “Hi.” I was in a pretty sarcastic mood at the time, and was
His name was SzilagyImi. He replied to my craig’s list ad with a picture of his cock next to a shampoo bottle for comparison. His dick was bigger than the bottle, with a huge mushroom head. I wanted him immediately. I drove to his house, and he let me in. We sat on the sofa
“Would you like to go somewhere and have sex?” That was how my new life started, with a question posed to me and my best friend, Carl, by the two hottest seniors, well, actually graduates now, at the high- school that we would be attending in September as freshmen. We had just gotten out of
Jack let himself in the front door. It had been a long day at the store. He’d noticed Ray’s Porsche in the garage. “Honey, I’m home.” From the kitchen came a sweet “Hi Janice how was your day.” “Pretty rough.” “Well just sit down on the couch and relax. I’ll have dinner ready in jiff.”
Ray Hirsch sat at a desk filling out form after form. It was amazing, the information that an employer required before you could start working at a new job: health insurance forms, Social Security, etc., and etc. He was now filling out a questionnaire on his background which would be used to conduct a security
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All of these stories share a central theme of Crossdressing.
Rather than add yet another story for one of my ideas, new ones will now go here.
I'm making the call, out loud, for additional authors to add their own threads and work with me. I would love anyone interested in any of these stories or my previous ones to add their own threads. If writing isn't yo...

Preface: Welcome to my next sissy story. This one is based around the exciting ideal of a married sissy, crossdresser. It will have many ideas based on my thoughts about how life could be for me as a married, crossdressing sissy maid. I hope you all enjoy it.
*****
Chapter One: Sometimes one's most unique secrets do come out.
My name is Phil and I've alwa...

COFFEE
"Thanks for me, Raquel, I'm at the end of my tether and I don't know what to do with Dan anymore." I was meeting Raquel, one of my colleagues for coffee. She knew I was struggling with my husband, but didn't know the problem was in the bedroom.
"That's alright, Jo. My pleasure."
"Look what I've got to share with you is deeply embarrassing, so I beg...

Author's note: I prefer to write in the third person as it gives the writer so much more flexibility. However, I've written this story in the first person for one reason—it is my own personal story with love, marriage, crossdressing, and the ups and downs it invariably brings to a relationship. My name is David Calvin Peterson. My friends call me Cal. A smal...

I awoke the next morning still dressed in Carla's purple panties, stockings and matching bra. The rampant rabbit and the dildo were beside me on the bed. There were traces of the lip-gloss on the duvet and the heady, pungent smell of cum. Carla's panties were stained with the stuff. I figured I had a lot of cleaning and clearing up to do.
I felt a sense of...

All names have been changed to protect the guilty.
*****
Being a very short guy (5'3") with a small frame has been a major handicap in my quest for female companionship. Having a micro penis was the nail in my coffin. Throughout my youth, I was ignored or rejected by girls.
I had my first girlfriend in college, Caroline Fletcher. She was smart, beautiful,...

Introduction:
This is the first part of a two-part, true story as told to me by David, a bisexual man who sometimes enjoys dressing as a woman. When dressed as a woman, he goes by the name of Kelly. Unlike drag queens who don't even disguise their voices and/or who don't even shave their faces, their arms, their chests, and their legs, Dave was in complete...

[Welcome to my next story. This story has become a little different in how I planned to write it as compared to my previous stories. It has been fully written up already, as of this first uploaded chapter. Doing it this way allows me to better proof read and adjust for future chapters before uploading each. I will submit uploads on a regular basis for my rea...

Introduction
It was the summer I (Alex) and my twin sister Gina graduated from Business school, ironically Gina and I joined our family real estate business. This was a way of our parents keeping us busy and stop our procrastination about searching for jobs elsewhere. It was also the time my crossdressing persona met our neighbour Mr Parker.
Backstory......

Greetings and thank you so much for choosing to read my story. This is intended to be a multi part series so bare with me as I try to develop the characters and lay down the backstories. As always, Your feedback is always essential in the development of the story going forward. Please leave a comment down below
*
I Had been Married for about eight years w...

(Continued from Part 1)
My girlfriend, Carol, and I made love to each other about 2 times per week. She was also getting fucked on a regular basis by her jock fuck buddies. I never asked how many guys she was hooking up with on the side, but, I guessed it was at least five, because there were five jocks that she tutored on a daily basis. She put on skimpy c...

"Last chance to change your mind, Cristi," Jalen said. "It's probably the most outrageous one so far! Not that I'm worried, of course, but you never know what else might happen... "
I reapplied my lipstick in the reflection of the club's glass entrance. "Hey, we spent too much time preparing for this. Don't back out on me now, Jalen!" I threw him a coy smi...

This is the landing page that will take you to the several stories re-archiving here.
I am also using this section for new stories with the same themes as my other stories. That way I don't have twenty different stories all over the place that cover the same stuff. You can get it here.
If you want to add on, or take a story a different way-- please, please d...

It started off with little things, small suggestions, that quickly snowballed into perversion. My wife Carla, who for the first decade of our marriage displayed little interest in kinky sex games became a hot wife virtually overnight with total control over me...
Carla is 44, has a very curvaceous ass, 34DD tits, and works as a doctor at the local hospital....

Title: How I became a Sissy Maid and Slut for a Dominant Master.
Preface:
I would like to begin by thanking all who will read my story here. This is a sissy story based on many thoughts I have imagined, many times throughout my life. These erotic thoughts have been enjoyed for a long while in my life. Like many sissy girls, stories like the one I will wri...

This is an introduction to my crossdressing experiences, touching upon highlights along my journey. I will write more about these, and other encounters in detail, in time. These really are all true stories, no embellishments whatsoever.
I had always been fascinated with women's clothing, specifically tights (pantyhose) and anything silky and sheer, like sli...

"Do you take this man to be your lawfully wedded husband?" the priest asked Pyrrha
"I do." Pyrrha answers with a smile, overjoyed that her dream wedding was happening
"And do you take this woman to be your lawfully wedded wife?"
"I-I-I do." came the nervous response from Jaune, clutching the flowers in his hands
"...

Today is the day. Your erotic crossdressing blog videos have earned you your first practical job as an escort. Being the famous online sissy slut Annie, you used to pay the bills selling your horny pictures and masturbation videos to guys on the Internet.
You got out of bed, still in your pink babydoll nightie complete with a baby blue thong and head for the...

We have not submitted anything for almost a year as daily life as certainly been in the way for ALL of us. My wife and I decided this one would be a slight change to the previous submissions.
It is all fantasy but we both would enjoy bringing this one to "true" life if ever possible. Enjoy and we always welcome any comments!...

(WARNING: Some chapters contain M/M, crossdressing, and feminization, be warned)
A group of girls were getting dressed in a high school locker room. All them were eighteen, and were preparing for the end of the school day. Without warning, there was a loud pop and a floating ball appeared in front of them. All of the girls screamed as the orb with a face, we...

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Hard Core Crossdressing Sexual Stories

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