crossdressingstories posts
Undercover [Full Story]
Part 1:
Lost a Bet [Full Story]
Part 1: https://youtu.be/IYwwG8vA1hAPart 2: https://youtu.be/sQKKaZwcmtAPart 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! Logan, my knight!" And he giggled stupidly. I felt some kind of relief. He most likely wouldn't r...
Forced into a MAID [Full Story]
Part 1: https://youtu.be/wyb88-R_s-cPart 2: https://youtu.be/MHEOEhmT7rkPart 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 fresh ones for all. I stayed as far away from Frank as I could and tried to stay busy with drinks all the time afte...
Manipulated & Surprised [Full Story]
Part 1: https://youtu.be/9VOE3zt9ZGoPart 2: https://youtu.be/3zotJSvFmZcPart 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 head up and down on his throbbing cock while taking his boxers off the rest of the way. After I sucked him for ...
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 li...
Dare GONE WRONG [Full Story
Part 1: https://youtu.be/iSh5CJkR4kgPart 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, then she knelt down in front of t...
The SERVANT [Full Story]
Part 1: https://youtu.be/Nru2KgezdlEPart 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.This man had a closely-shaved head, was...
Ladies Night [All Parts]
Part 1: https://youtu.be/7wStRFBbSHUPart 2: https://youtu.be/Nm_yYt8nTZIPart 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 the slick black fabric up my legs.Just like when Cheryl touched my legs, c...
FORCED to FEMINIZE [Full Story]
Part 1:https://youtu.be/-_f6kn_-gIMPart 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."Jody, baby, let's get you cleaned up....
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 of it.""W...
Working for HALLOWEEN [PART 1,2,3]
Part 1: https://youtu.be/nwyRij0xffAPart 2: https://youtu.be/6-cSfzldc1cPart 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 look good, and are somewhat natural." "Well, I..." I started towards the couch to get my cl...
Woke up as a GIRL [PART 1 & 2]
Part 1: https://youtu.be/YeTnTm7Md2wPart 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 never know that you were not a g...
My Mistress [PART 1 & 2]
Part 1:https://youtu.be/9EUNZycx6p0Part 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 need to see what is inside the bag you are holding". I...
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/zPEOi0gPNwIPart 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 first time. You might have to be a li...
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 f...
Becoming a MAID [PART 1 & 2]
Part 1: https://youtu.be/7ekp_6WSuu0Part 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 off for me." "OK," he said...
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 ...
Dressed as a SCHOOL GIRL [PART 1 & 2]
Part 1: https://youtu.be/70iFASyyjzMPart 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 pretty cute. Why did you push me in...
Forced FEMINIZATION [Part 1 & 2]
Part 1: https://youtu.be/p6Ox0TIooYEPart 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 girls agreed that she could fuck Olli...
They dressed me as a GIRL [PART 1 & 2]
Part 1: https://youtu.be/UoqNVh7CQHEPart 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 was men giving other men hand...
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 intere...
Welcome Sisters👗
Heyyy! Thanks for joining the community. Feel free to shoot me a DM once you join! 💃100% of the money collected from this Patreon is used to:💗 Pay creative talent (animators, scrip writers, voice-overs, etc)💗 Support YouTube content creation💗 Support crossdressing/transgender related causesNAVIGATION: Use the search bar to navigate through all of the posts. You can search directly for tags if you would like.#cdstories - crossdressing ...
Transformation[CD CARTOON] PT 2,3,4
Part 1: https://www.youtube.com/watch?v=EHuQ-8iRjs8For Patreon Only:Part 2: https://youtu.be/VPyI3GeFAPIPart 3: https://youtu.be/NL9qo9SqbdEPart 4: https://youtu.be/FeqgYVHhdmU
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...
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. ...
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 g...
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 arou...