crossdressingstories

Becoming a Good Wife

Side Note: Hi everyone! I'm back. I have a lot of content in the chamber and ideas for creating a more immersive experience. Apologies for my break. Life happens like that sometime. I intend to be back in full force going forward. I have noticed the proliferation of AI content on Youtube and it seems like the landscape has changed a lot.

I have a feeling my old video formatting is not going to cut it anymore. If anyone has advice on how to elevate my story telling, feel free t...

Welcome Sisters!!!

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Crossdressed by my Girlfriend

Part 1: https://youtu.be/YLMhjum0yQI

Part 2:

As I was getting in the uber, I saw Andrew was also getting escorted into another uber with the remaining girls. I had no idea what was about to happen next. On the ride to the sorority house I was sitting in the middle surrounded by sorority girls on all sides. Jennifer leaned over and whispered in my ear, “I know this next part is going to be a little bit or a su...

My Wife's Girlfriend

When Richard and Julia moved cities it was a joint decision. Richard's job was the driving force – move and you get promoted now, stay put and you may get promoted in a couple of years.

"It's a no brainer," was Julia's immediate, supportive response.

So they moved away from family and friends and the city that had been home to both of them throughout their childhoods and to which they'd both returned after University. Julia, a nurse, was able to find immediate employment herself...

Forced into a MAID [Full Story]

Part 1: https://youtu.be/kPpsTG4ZJjk

Part 2: https://youtu.be/amLcd9usQM4

Part 3:

Needless to say, Frank had his hands all over me. He even tried running his hand up under my dress. I kept my legs tight together and as he reached my panties, someone asked for a drink.

I exited myself from Frank and checked everyone's drinks, getting ...

Boy turned into PLAYBOY BUNNY [Full Story]

Part 1: https://youtu.be/PG6rntP_wbU

Exclusive Part 2: https://youtu.be/PyN-PhgOgGA

Sissy Pride [Part 10 FINALE]

The next morning I woke alone in the middle of the bed I could feel the weight of the fake breasts on my chest and the tenderness between my legs. I still felt as if my anus was gaped wide open from the fucking I received the night before. I shivered hugging myself tightly barely believing that Mr Lester actually managed to put his monster sized cock up my ass.

I got up to see where daddy was but only found a note under another thinner bright red butt plug beside his chair. The note sim...

Sissy Pride [Part 9]

"I hope you like them," daddy stated cheerfully as he lifted the towel from my face while handing me a bra that was laced with trim, matching my panties, "they look great on you sissy."

Looking down I saw two flesh toned swells that weren't there before and sitting up I could feel a slight weight pulling down. I jumped off of my bed and stood in front of the mirror and looked at slim girl with a perfect set of tits. Their color was a perfect match to my own skin and could barely make ou...

Sissy Pride [Part 8]

I woke up to hear daddy lightly snoring and in my sleep I had draped a leg over him so that my body was almost covering him. I giggled to myself realizing that even in my sleep the sissy slut in me reached to grasp his flaccid penis. Then I curled closer up against daddy and contemplated about how much my life had changed recently.

After what seemed a lifetime of confusion shortly after my eighteenth birthday I got a chance to experience my secret cravings that I had for as long as I co...

Sissy Pride [Part 7]

"You're being really dirty little sissy slut today," daddy chuckled and asked, "What's gotten into you?"

"Making up for the last few days I guess," I giggled hugging him tightly, "and I missed you too."

"I missed my little sissy too." He replied patting my back, "But I need a shower and I know you need to change your soiled panties you dirty little girl."

"I think I'm going to wash them and some others too."

"Good idea," he stated, "it'll give you something to do and g...

Sissy Pride [Part 6]

It was still early and I wanted to enjoy the feeling of being dressed in my shear hose and garter belt, tiny g-string panties and matching bra and the form fitting shiny black mini dress that barely covered my stocking tops for as long as possible. So I spent some time doing some domestic chores and it amazed me that doing something so simple could make me feel so complete. I sighed to myself wishfully thinking how nice it would be if I could only stay like this forever.

About eight o'c...

Sissy Pride [Part 5]

I awoke in almost total darkness, only a soft glow came into the hall from the kitchen. At first wondering where I was, my bed at home wasn't as soft as where someone, probably my new daddy had carried me after falling asleep on the floor. I shivered in delight remembering how my daddy had shared me with his two friends. It was wonderful having three very differently shaped cocks to play with. I hoped that some day it might happen again.

I hugged myself thinking of how much of a little ...

Sissy Pride [Part 4]

As usual, Mr. Clark was sitting in his recliner when I went into his house.

"Good morning daddy," I beamed kneeling before him.

"Morning," he grumbled but smiled and said, "more like afternoon." But you do look sweet."

"Thank you daddy," I replied pushing the robe open to expose his groin, leaning towards him and asking, "is there anything I can do for you?"

"As a matter of fact," he began while his penis twitched in front of me, "yes my dear there is."

So I lean...

Sissy Pride [Part 3]

I woke Monday morning actually looking forward to what the day may hold and feeling good about myself. I felt like I was a different person and as I thought about it realized that in a few ways I was. I laid in bed thinking I did have a little better understanding of my sexuality now that was so confusing just a week before. For a long time now I have known of my attraction to other boys, but until just recently had no real chance to explore what that was all about.

Having Jeff, who bul...

What Type of content would you like to see here?

Hey sisters!

Please vote below on what items you would like to see more of on here! I am planning to be super active this upcoming month so lots of new content coming.

Recently, I have just been posting written stories cause that is what most people seem to want. Feel free to comment and vote for multiple things

Sissy Pride [Part 2]

As I reached down to retrieve my clothes that Mr. Clark had thrown at me there was a bright flash of light. Without thinking I turned my head towards him only to be blinded by another flash from his Polaroid camera.

"What are you doing?" I asked.

"Just wanted to capture the moment kid," he laughed, "then again it's always good to have a little extra evidence in case you decide to be difficult about playing dress up again."

"Where's my underwear?" I asked him noticing only my...

Sissy Pride [Part 1]

I had just turned eighteen and only had two months of high school left. My marks were good and already had a possible placement in a university where I hoped to get a new start. I was so looking forward to getting away from all the shit that life had forced on me in this little hick town.

Usually one of my parents insisted driving me back and forth to school, which didn't help my reputation out much with the bullies. I was always the littlest kid in school and got teased all most daily ...

Another Crazy Shopping Trip

Last Short Story for a bit. Going to be going back to longer stories soon.

One day, while I'm out shopping at an exotic women's clothing store, browsing around for some new outfits to get for myself for play time at home. I'm looking at and feeling all these beautiful leather items, the corsets, the skirts and the beautiful Leather high heel boots. I'm feeling around the satin panties to see what I may like, my erection starting to grow. It's getting late, the store is about ...

Short Story: The Polish Maid

Hey sisters! This story is a little bit shorter than usual. Let me know what you guys think.

'You want to get tips,' I explained to Marek, our Polish cleaner, 'You should be more a maid more like her.'

Across the street was a girl of about 19, dressed in a fancy dress French maid's costume stumbling home, presumably from a party the night before. She was dressed in a tiny black dress, low cut with a short skirt, white apron, stockings and heels.

Marek looked at me blankly. H...

A True Sissy

Full Story: 

My name is Ashton. I am a 23 year old white male, living in downtown Atlanta in my studio apartment.

As far as real life goes, I am straight. But behind closed doors, I have been going deeper and deeper down a rabbit hole of crossdressing and big black cock porn.

Like most sissies, it started just by watching some of favorite pornstars go black. But before I knew it, I could care less about the girl, I was just drooling over the black men on my screen.

Julie's 1st Date [PART 2/2] to be continued...

The sun blazed over my legs, waking me up. The warm sunlight flooded the room as I got up from the bed, making my way to the kitchen. I was quite surprised to find Julie there, wearing only a red shirt and panties that covered till her inner thighs. I felt myself getting aroused instantly at her sexy appearance.

"Good morning," she said, as I walked towards her.

"Good morning," I muttered wrapping my arms around her curvy waist. I was standing behind her, rubbing her ass globes wi...

Julie's 1st Date [PART 1/2]

"Hi," I yelled into the receiver as someone picked up the phone.

"Hello," replied a rather feminine voice, as I rechecked the number I had dialed.

"Oh, is Jack there?" I said uncertainly.

"Hey John, it's me Jack. I'm planning something special for the party tonight. I was practicing my feminine voice. But don't ask me why, OK?" he said.

"See you at the party for a special surprise..." Jack cooed into the phone, leaving me puzzled.

I hung up the phone wondering wh...

Crossdressed for PROM [Full Story]

Part 1: https://youtu.be/TEq51OIY1WY

Part 2:

Part 3:

Part 4:

My eyes widened as he reached his hand towards my hair. I tried to ask him what he was doing, but my mouth was suddenly dry, despite the fact I’d finished my soda. Time seemed to stand still until Billy pulled his hand back and showed me a piece of popcorn.

“Oh, hold on" Billy walked up to me and stared intently at my face. My eyes...

Tran's First Date

Hi. My name is Josephine, but everyone just calls me Josie, and I want to tell you about my first date... with a boy.

This may not seem strange or problematic, but I should mention, I am a transwoman. But I don't like to boil myself down to one specific thing about me. Being a MTF is just something that is just part of who I am: like wearing glasses, or being a bit too tall at 5'10, or having burgundy, chin length hair cut into a cute bob, or having naturally kissable puffy lips, or hav...

The Perfect Sissy [Full Story]

Part 1: https://youtu.be/TR0XBlTm_zQ

Part 2: https://youtu.be/boRKEbIKtM8

Part 3:

"Photo spreads are fine, but a girl of your special talents should really be doing something more…umm…demanding, not to mention lucrative. I think the audience would like to see and hear what a hot sissy  like you can do in action!"

Jason had n...

Feminized to a Maid [Full Story]

Part 1: https://youtu.be/9flb1Rg6t6A

Part 2: https://youtu.be/Mu1VmjG0r6Q

Part 3:

I reached down to pull my thong off and hurry things along. She slapped my hand away, giving me a look that said if I did anything she didn't tell me to then I would regret it. I laid back and let her do what she would, hoping she wouldn't take too long. The ...

Crossdressing Comic

SISSIFICATION [Full Story]

Part 1: https://youtu.be/N66Dd1MkFeM

Part 2: https://youtu.be/GsgxhgGi9i8

Part 3: https://youtu.be/qK4BP6UmN3U

Part 4:

Joni, of course, wanted me dressed as Keri all the time I was there, just as Celia did, so there was no great benefit, apart from being able to be ...

They Feminized Me [Full Story]

All Characters in this story are over 18

Part 1: https://youtu.be/KacJ7nAcakY

Part 2:

The girls walked me in to where the four guys were. There were laughs as well as wolf whistles as they saw me. They came up to me and began to stroke my face, my boobs, and my ass. I didn't like it. But it was still better than being fucked. One guy lifted my skirt to see my panties. When he did, another guy began to touch...

CAUGHT by Neighbors [Full Story]

Part 1: https://youtu.be/kUc_evRBeiI

Part 2: https://youtu.be/x2Dis3ryhxk

Part 3:

She lay back down taking both of my hands and putting them on her chest. I'd never seen real ones live and in person, much less touched them. I marveled at the feel and the look. As I caressed her, she moaned and closed her eyes, eventually pulling my head do...