crossdressingstories

Undercover [Full Story]

Part 1:

Lost a Bet [Full Story]

Part 1: https://youtu.be/IYwwG8vA1hA

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

Part 3:

Adrian giggled, and that's when I realized that he was even more drunk than me. He and the girls probably were drinking it while dancing(?!). Beverly's father had a grocery shop, she always had stashed alcohol.

"It was kinda cute! So fiercely protective...

Forced into a MAID [Full Story]

Part 1: https://youtu.be/wyb88-R_s-c

Part 2: https://youtu.be/MHEOEhmT7rk

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 ...

Manipulated & Surprised [Full Story]

Part 1: https://youtu.be/9VOE3zt9ZGo

Part 2: https://youtu.be/3zotJSvFmZc

Part 3:

I licked up the shaft from the base and then wrapped my lips around the head just like I had that straw earlier. Slowly I slid down his length until I'd buried my nose in his dark pubic hair. I placed my hands against his firm ass and continued bobbing my hea...

A New Sissy

Today was the day. After years of secretly watching feminization and sissy videos. I decided to stop being a sissy about buying sissy things and go get some panties.

It was a nerve wracking experience. At first I went to stores in the next town over, but they were all ridiculously busy. I got nervous and left each store after pacing around the make-up section like a creeper. I never even made it to the panty aisle.

Dejected I headed home feeling like a failure. I know you're think...

Crossdresser CAPTURED [Full Story]

Part 1:

Dare GONE WRONG [Full Story

Part 1: https://youtu.be/iSh5CJkR4kg

Part 2:

"Alright everyone, I think it's time to call it a night and put my new girlfriend to bed," announced Ashley. On their way out, each guest gave me one last smack though and I watched my ass cheeks jiggle with each slap. Once the group had gone, it was just me, Ashley, the italian, and the unknown cameraman.

Ashley came up to the couch and started to rub my ass, th...

The SERVANT [Full Story]

Part 1: https://youtu.be/Nru2KgezdlE

Part 2:

After receiving a nod, Dani hurried from the living room to answer the door once more, his black stilettos click-clacking on the hardwood floors of Ari's expensive apartment. Having already done this a few minutes ago, Dani was far less nervous about opening the door. He simply put on his nicest smile before opening the door to reveal another man standing there.

...

Ladies Night [All Parts]

Part 1: https://youtu.be/7wStRFBbSHU

Part 2: https://youtu.be/Nm_yYt8nTZI

Part 3:

"I'm not wearing this, it's way too revealing. I just need something simple," I said. "Relax, I'm not gonna make you wear it to the bar. I just want you to see how it feels is all," she said. "Yeah, I'm just going to the bar... not a club," I said, sliding th...

FORCED to FEMINIZE [Full Story]

Part 1:

https://youtu.be/-_f6kn_-gIM

Part 2:

We went back to her place that night. It was a comfortable little one bedroom place, actually nicer than Rob and Ellen's place. I was concerned since I know she likes women and she wants me to be a woman 24/7 for her. We had to make some accommodations, but not as many as I feared. We came in the door and we kissed and touched each other for quite a while.

...

Suitcase Mixup

Part 1: https://youtu.be/1Uv-iYMCKZw

*WARNING: THIS STORY IS FULL of WITH R-rated concepts*

Part 2:

"I checked. There's no shops there. I'm not sure where you're going to find something better."

"I have to spend two fucking weeks dressed as a girl."

"Yep, but the fucking is optional."

"There's no chance of that."

"You might like it."

"You can fuck them both -- just leave me out...

Working for HALLOWEEN [PART 1,2,3]

Part 1: https://youtu.be/nwyRij0xffA

Part 2: https://youtu.be/6-cSfzldc1c

Part 3:

In fact, if it weren't for the fact that you seem to be having some trouble with the heels, I'd say you'd probably have dressed up before." "Well, that's, I mean..." my turn to stammer. "Its not a big deal, if you did. Like I said, you l...

Woke up as a GIRL [PART 1 & 2]

Part 1: https://youtu.be/YeTnTm7Md2w

Part 2:

Until I woke up this morning I have lived my entire life as a man!" I managed to get it out and make eye contact through out. His reaction went from being concerned to that of humor. I had clearly failed to get him to believe me.

"So you are a man? Or you were born a man?"

"Yes!"

"I am not against you being born a man. You have a pussy now and I would...

My Mistress [PART 1 & 2]

Part 1: https://youtu.be/9EUNZycx6p0

Part 2:

The door suddenly opened and there was Mistress Sera. Mistress was dressed in black leggings and heels and a thin strappy black blouse cut almost halfway down her torso. Her boobs were almost falling out and I could clearly see the outline of her large nipples.

She looked up and down at me quickly, nodded toward the bag in my hand and said, " I ne...

Trapped & Trained [Part 3]

There I was, Saturday morning, back in the driv

Trapped & Trained [Part 1 & 2]

Part 1:

Rented out as a girl [PART 1 & 2]

Part 1: https://youtu.be/zPEOi0gPNwI

Part 2:

I suddenly recognized him. He was the CEO of my old company. He smiled when he saw me and Chelsea said, “Julia is ready for you sir.” The man’s name was Tom and I had only met him on a few occasions. I doubted he would recognize me in my current state. Chelsea gave me a little nudge towards him then stepped back closer to the wall. She said, “Tom. This is his f...

Dorm Sissy

Living with a divorced mom and older sister while I discovered my sexuality and an attraction to other males it wasn't long before my feminine side began to blossom. I knew who I was the first time I wore their bras and panties.

There was something about the way lingerie aroused and excited me, making me feel sexy and slutty I'd pose in my mirror edging to fantasies of my latest boy crush.

At 18 and away at college I finely experienced my fantasy.

Living in the freshmen dorm...

Becoming a MAID [PART 1 & 2]

Part 1: https://youtu.be/7ekp_6WSuu0

Part 2:

After complying with more of her instructions, he felt her move change. Finally she said, “Time to let the fun begin.” He smiled and immediately moved her hands towards her skirt.She spread her legs and said “I want you to eat me out. But every time you eat me, you want to fuck right after that, and I want to rest. So tonight after you eat me, you have to jack of...

Woman Pill [PART 3]

Sarah told me that it was okay, and that I should relax. Jacob continued to stroke my body, moving before long to my boobs. He kissed me as he played with my breasts. To be honest, I closed my eyes and just focused on the sensations and ignored that it was a guy doing this to me. Jacob was not as talented as Sarah, but still succeeded in making me feel good.

He rolled me onto my back and began to stroke my pussy, getting me very wet. He spread my legs, then ranged over me and I tensed a...

Dressed as a SCHOOL GIRL [PART 1 & 2]

Part 1: https://youtu.be/70iFASyyjzM

Part 2:

Nimmi brought out a black duffle bag and placed it in the middle of her room. She took out a pair of metal handcuffs. She smiled at Stuart and said, “I hope you are ready to get in touch with your feminine side.” Nimmi walked over to Stuart and handcuffed her. She then pushed him onto her bed. She made out with him passionately. She said, “Stuart you are actually...

Forced FEMINIZATION [Part 1 & 2]

Part 1: https://youtu.be/p6Ox0TIooYE

Part 2:

When she returned she had her hands behind her back. Once she was in the circle she revealed what was in her hands. Everyone smiled and Ollie’s heart dropped. The girl said, “Okay Ollie. It is time for you to learn what it feels like to be a woman!” The girl revealed a vibrator shaped like a dildo. The girl continued, “I call getting to fuck him first.” The g...

They dressed me as a GIRL [PART 1 & 2]

Part 1: https://youtu.be/UoqNVh7CQHE

Part 2: Suddenly, I felt the man reach under my dress and began sliding down my thong. I tried to move my legs together to prevent the thong from sliding down, but Molly moved her hand in between my legs and helped the man pull down my thong. Molly held me in my arm and told the man that he was welcome to do whatever I wanted with me. The dance floor was extremely chaotic and there ...

Woman Pill [PART 2)

"I can't believe that's really you, Avery."

"So what do you think?"

"I expected to see what looked like a guy in bad drag, but you're lovely."

"Thank you, you look pretty cute yourself."

Sarah was about four years older than me. She was a blonde with a pixie cut and c-cup boobs, about 5'5" and 120 pounds with a nice shape and a cute butt. I'd always thought she was cute, but she was never interested in Avery, the guy. I kind of figured out why when she leaned over and ...

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#cdstories - crossdressing stori...

Transformation[CD CARTOON] PT 2,3,4

Part 1: https://www.youtube.com/watch?v=EHuQ-8iRjs8

For Patreon Only:

Part 2: https://youtu.be/VPyI3GeFAPI

Part 3: https://youtu.be/NL9qo9SqbdE

Part 4: https://youtu.be/FeqgYVHhdmU 2022-12-23 21:51:40 +0000 UTC View Post

Woman Pill [PART 1]

I knew from an early age that I was different. I knew I wasn't what they said I was. I also learned early not to argue with them and that I should pretend to be what they wanted. I'm Avery, 22 years old, and assigned male at birth. I had a penis, so that meant I had to be male, but I never felt like a male. I had a sister Kerry, and I was always jealous of her.

Kerry got to be a girl. She got to wear dresses, skirts, and pretty things. She didn't have to play rough or put up with people...

At Her Service [DOM STORY PART 4] FINAL

The nights after found Jessi longing for solitude. She only came out to eat and go to school. She tried so hard to let go, but it wasn't easy. It was on her fifth night of it a voice rang out in her ears.

"Get up Jessi," her mother's voice sounded in her head.

Before she could protest her body got up and she moved to the sink. A gentle breeze blew in the window as she washed her face and in that moment it was all clear in her mind. She would graduate and become the best she could ...

At Her Service [DOM STORY PART 3]

She walked behind him letting her heels click loudly along the floor. She smiled as she grabbed his dreads and ripped his head back. Her cheek pressed against his and she whispered to him.

"Don't look now baby boy, but your on candid camera."

He looked up and saw the camera pointed at him and he tried to get loose only for her to kick his ass crack again. He howled in pain as this time the point of her boot hit his exposed asshole. He groaned in pain and she got a cruel new idea.<...

At Her Service [DOM STORY PART 2]

"Now did I say you could reach under my dress you little pervert?" she hissed.

He shook his head no and Jessi laid into him. Jessi had no idea where this new person was coming from. It was like watching herself from above as she berated the man.

"You grabbed something you shouldn't have little boy and now you made it happy. You do want me happy correct?" she asked and he was too scared to answer.

She grabbed him and spun him around. He yelped as she slapped his ass through h...