Crossdresser Gets

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Crossdresser Gets
My name is Raul, I am from India. Since an early age I had a ...
Hi, this is my story and since I was little I have always been curious ...
My name is Sam. I grew up in a small town of Avonshire. I was ...
Hi, my name is Tommy and I’m 20 years old. I live in a very ...
“My name is Roger. I am a 29 years old, white, a little skinny , and a married (secret) crossdresser. I really love wearing women’s clothes and I am crazy about pantyhose (and tights. I love the total coverage and the sensation that pantyhose gives me.
One afternoon my friend, Bob called me and asked to house-sit while he went on vacation. The house was empty, save for a table and four very comfy chairs. It had been renovated and listed for sale, so it was all new, but empty. He asked if I could keep an eye on things, take calls from realtors if they called, and go make sure everything was okay.



He gave me a key, and said I could do whatever I wanted while he was gone. I could ‘hang out’ or whatever. He knew I was studying for a certification, and mentioned it would be a nice, quiet place to get away. Immediately I formed a plan, seeing this as a golden opportunity unlike any other I’ve had in a very long time. I already knew what I wanted to wear, and I couldn’t wait until late at night when I could leave home, go to this empty house, change into my female persona, and enjoy some ‘me’ time.
I love dressing completely from head to toe and always put on a wig, makeup, nails and the clothes when I dress up. It’s an exhilarating feeling. I had just bought some purple patterned pantyhose on clearance as well as a beautiful pink bustier with black lace. I would wear that under a shiny black 3/4 sleeve top, and a very tight, sexy, ribbed black tube skirt. I would of course finish off the ensemble with bright red nails to match the hooker-red lipstick I would apply, and a pair of patent black Mary Jane’s with a 4″ heel. I was already hard just thinking about it.
I got everything together, making sure I had what I needed, including a spare pair of hose (always have a spare, I hate runs), my makeup, lube, and the rest of the outfit that I couldn’t easily wear under my man clothes. With that all done, all I had to do was wait…for two more days! That’s like two MONTHS for my level of excitement and anticipation. I wasn’t simply planning on dressing up and prancing around an empty house at night…I wasn’t planning on being the only one to enjoy what I would be wearing!
With plenty of time to plan and wait, I crafted an ad online. I had always fantasized to spend some time with other crossdresser. Having a place to host, in this case the empty house, while not glamorous, gives me a much better chance than I would otherwise have had. So as you might imagine, I got quite a few more replies than usual…of course, that means nothing if they’re all flakes who just want dirty talk and pictures to get them off.
I eliminated most of the replies and narrowed it down to two that seemed promising. One of the ‘finalists’ was only available that night, which was not possible, so now I was down to one. I was hoping this would pan out. I’d hate to miss out on this opportunity. I only had a few days. So this last prospect sounded really serious. He just needed 20 minutes notice to get there, and promised he would show up. Believe it when I see it, but nonetheless, I was pumped, excited, nervous, scared… all the normal emotions I always feel when arranging a meet up with a complete stranger.
My biggest fantasy is to find a regular who lives alone and lives really close to me, like walking distance, where I could keep a closet full of clothes and shoes at his place, and a drawer full of makeup in the bathroom. I guess I’m looking for a ‘double life.’ So far, this is still just a fantasy. Back to reality…
We agreed on a time, and he wanted me waiting inside the house, where he would come fully dressed up as well. We would simply both enjoy the moment as pretty women. The next two days dragged on and on…
The day had finally arrived. I had been imagining to the scene in my head for the last 48 hours, and finally the day, or more accurately, the night, was finally here. At about 8 pm I put everything I needed.. my makeup, wig, fake tits, shoes, dresses etc. in my gym bag. I told my wife I was going to a get together with school friends. I threw the bag in my car and drove the short distance to the empty house. Letting myself in with the key my friend had given me, I locked the door behind me and went upstairs to the bathroom.
In the bathroom I removed my outer clothes, put on the bra and panty, my fake breast form and applied my makeup. I felt really sexy and hot while I was feminizing myself fully from head to toe. After my foundation, bronzer and blush, I applied my eye shadow, eye liner, and hooker red lipstick. Then I put on the red dress and black pantyhose that I just brought recently.
I then put on my wig, clipped on a pair of dangly earrings, and slipped into my Mary Jane heels, my legs looking hot as they maneuvered into the shoes. Looking at myself in the mirror, I was exploding with feminine sensation throughout my body. I would so love to go out like this any time I wanted, day, night, to a mall, Wal-Mart, around town…but obviously, that’s not a reality.
Then, I get a text from him. He asked if I was there. I told him I was, I was ready too. He said he was leaving his house now, which would put him about a half hour later than what we had set up, already being ten minutes late. I have hours, so it’s not a huge deal, but I hate waiting around for someone. Then of course I start to think he’s just playing games, it’s happened before…I’d be all ready, fully done up, guy said he was on his way, never hear from him again. Some people just like playing games.
My phone was almost dead, so I hoped it lasts long enough to continue communicating with him, that is if he’s really coming. About 20 minutes later he texts me again…he’s pulling in the long driveway. He finally arrived at the doorstep, I went to greet him, a bit nervous but excited at the same time. He seemed to be excited and a bit nervous to see me as well. He was looking hot in a beautiful red flouncing dress with nice heels. He was slim and looked quite feminine indeed. I was happy with what I was seeing.
“Hi, you look lovely. Thanks for having me.” He said.
“You look great too and it’s a pleasure.” I replied.
We go inside and sit on the chair. We start our conversation by telling each other a bit about ourselves. He tells me her feminine name is Samantha and he has been cross-dressing for the past 10 years. It was really exciting to have another crossdresser to talk with. I was really enjoying the moment and I had a lot in my mind about what to do next. But then, all of sudden, he comes really close to me and kiss my lips.
I get shocked not knowing what to do but it felt good. I wanted to stop him but he was just too good to resist. I did fantasize about making out with another crossdresser but that was just a thought. Now, it was happening right before my eyes.
He then slides his hands inside my dress. I was turned on immediately and my feminine senses go off the roof. We kiss each other passionately.
Then, he puts his hands around me and unzips my dress. I feel very submissive at that moment; Samantha was really good at this I thought. Then he grabs my fake breast and the sensation was something I had never felt before. He gets me out of my dress and makes me sit on his lap. He then starts caressing my legs and my chest very gently.
Then as he was going for the back of my bra, the front door opens suddenly. It was Bob; he was back from his vacation early. He instantly turns red with anger realizing there was unwanted visitor in his house. He starts yelling. He doesn’t realize it is me, his old friend. I don’t know how I would ever get out this situation now, I thought inside my head. I was caught.. caught in the act.
I picked up my dress, put in on as fast as I could. Bob was still yelling. He was threatening to call the police now. I had no other choice but to admit that it was actually me.
“Bob, It’s me.. Roger! I am sorry but I didn’t expect you to come back this early” I said in an ashamed tone.
“WHAT?? What the hell Roger, what is all this?” He replied, still very angry.
“It’s okay Bob; I will explain everything to you.” I said, feeling very ashamed.
I push Samantha to go and he leaves immediately. Now, I had to face Bob and explain everything to him. I was never so embarrassed in my life. Bob had calmed down a bit. Then, I sit down on the chair and with a deep breath, I start explaining everything to Bob about me being a crossdresser and what I had planned to do this evening. Bob then comes a bit closer.



“I will forget everything that happened today if you do a favor to me.” Bob speaks.
“YES! I will do anything” I reply back immediately.
Then Bob comes really close to me and holds my hand. I look at him, I was nearly about to cry with guilt. Then with a smile on his face, he says “Well, actually.. I did fantasize about making out with a crossdresser someday. Are you up for it?”
I was shocked. ““No.. Bob, please don’t do this.” I cried, trembling. But it was already too late.
“You actually do make a beautiful woman, Roger.” Bob then holds me in his arm. This was going to be a long night for me, something that turned out to be even crazier. ”
story was very erotic and sensual. As a crossdresser myself, I can identify with the main character. It is really a wonderful moment when you can become the person you were meant to be. I LOVE BECOMING A WOMAN!!!!!!! As I write this I am totally dressed and feel as feminine as I can be.
I would love to meet another cross dresser who would dress me up and make me into a sissy girl and give me some tips and advice
Hey Gerald! I’m also a crossdresser, looking for another friend to dress up with :3 What area do you live at?
Would love to meet a fellow crossdresser and makeout
I can relate some. I started cross dressing at age 16. I lived close to the redwoods in N California. I had my private spot I would go to and wear my moms panty and bra and spend about an hour walking around and then get dressed and go home. I had been doing this once or twice a week for about 6 months. I had walked around and when I returned my Cousin Lisa was standing there. She and my uncle lived at the opposite end of my block.
She told me she had seen me for weeks heading into the trees and decided to find out what I was doing. She was also 16.. She smiled and continued to look and began asking questions about my dressing. She promised to keep my secret if when I came to my spot she came with me
Every day at school she would ask if I was going to the trees. I would say no but after about 5 days she told me that if I would go the next day she would have a surprise for me. She even rode home with me. We got into the trees and I pulled out my moms panty and bra when She told me to wait. She reached in her purse and pulled out a pair of sky blue bikini panties. To that tome I had worn my moms granny panties.. She loved them on me. I started to put on moms bar and Lisa stopped me again. She pulls off her blouse and takes off her bra and hands me it and even helped me put it on. This was the first time I had see real tits. I was getting hard and she loved that. She ran her hand over my hardening cock and asked if I jack off and I admitted I do. She wanted to see me do it so I did. Her eyes sort of glazed over until I shot my load.
The next day at school she again wanted to go to the trees and promised another surprise. I could hardly wait. Went straight to my spot after school. As I started stripping down so did she. First she took her bra off and put it on me and then took off her panties and put them on me. We walked around for awhile lie that and she wanted to see me jack off. I started jacking off and she took hold of my cock and just hed it. I figured what the hell and grabbed her tits. She held my hand on top of her tit as she started stroking my cock
This went o a few times a week until after graduation and I left for the military. We got to the point that I would finger her pussy as she stroked me. Over the years e mails and phone calls continued about or time playing. we a few times a year made attempts to get together and do the same thing. We are both 68. I retired 5 years ago and she is retiring in about 6 months. We live 9 hundred miles apart. The past few months her emails have started hinting about us living together and she has described how she wants to have sex
When i was in my early twenties I was caught in a neighbor’s yard trying on her bikini off her clothes line by her other neighbor. to keep my secret it started a secret relationship that lasted 10 years until he moved away. we made frequent romantic getaways on his boat. I’m 60 now and i still miss those weekends
I would love to meet I have been looking for a cross dressing to so me how I live in whaltham mass just outside of Boston mass USA
I wear some panties and bras sometimes…and so does my friend but no makeup…don’t know how… just ordered a a breast plate with c tits hope it works out…. would love to be with another cross dresser….
I also love dressing up, as read this story I’m in makeup wig and still in my jammies. My fem name is Barbie and my wife knows of my cross dressing and fully supports it. We’ve gone out together to buy me clothes and has taken me on car rides fully dressed. But much like other cross dressers I too imagine what it would be like to make out with another cross dresser. Some times I’ll come in close to the mirror on my bedroom door and pretend I’m looking at another Beautiful cross dresser. I’ll talk to her in my best and sexiest female voice, most times I can’t resist kissing her.
loved the story… meeting another dressers unexpectedly is exciting. Love to dress amd have my body rubbed all over by another T girl… Charlene near philly pa.
I’ve Been Dressing Up For Years.. Many Dresses.. Skirts.. Heels.. Tights.. Bras & Panties.. I’m Very Well Hooked:))Enjoy Shopping With The Ladies…
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My name is Raul, I am from India. Since an early age I had a ...
Hi, this is my story and since I was little I have always been curious ...
My name is Sam. I grew up in a small town of Avonshire. I was ...
Hi, my name is Tommy and I’m 20 years old. I live in a very ...

Best Friend Finds About My Crossdressing Secret

Story Title: Best Friend Finds About My Crossdressing Secret
Sent by : Rachel Valentine, United States
” I am a 22 year old guy living alone in florida pursing my college education. Its been 2 years that I have been living all my myself. At the age of 16, I realized I was really interested in crossdressing. I was especially attracted to cute dresses that my sister used to wear. Whenever I saw girls wearing cute dresses, I would get very fascinated with the outfit rather than the girl.
My first time dressing up was when I was 14 years old. That day, I was alone at my home. I sneaked into my sister’s room and tried on her school uniform which was a white shirt, grey pleated skirt, black knee length socks and a tie. It was a tremendous feeling and I loved it. The experience of being & feeling feminine was just amazing.



Since that day, I started to get dressed secretly whenever I had the chance. I used to feel so happy when I knew I would be all alone in the house while my family was away on different occasions. At first, I was sneaking in my sister’s room most of the times but her wardrobe used to be locked and I could only wear the clothes she had left outside. One day, I found out many old dresses and outfits of my sister in our storage room. I figured nobody would notice if these dresses were missing. So, I would sneak 2 or 3 dresses with me in my room and get dressed in them at night, when i had some privacy.
Gradually, i got bored with my sister’s used up clothes. I would spent hours looking at online shopping websites to find the perfect dresses. I started to buy many things online and I was running out of places to store them in secret. I was also having problem with privacy and could only dress up at night in my room only.
So, long things short, I moved out of the house. Got my own place and now had the freedom of dressing whenever I wanted. When i moved into my new apartment, I used to get dressed the whole time for months. I brought so many feminine things and even a pair of realistic breastform. My makeup skills got better and so did my feminine impersonation & personality. I could easily wall in 5 inch high heels and get my body to appear curvy & feminine.



I loved taking videos & photos of myself. I used to spends hours just posing in front of the camera and would post some of the photos secretly in crossdressing forums online.
Soon, I got bored of just dressing up inside my apartment. Now, I wanted to go out in public as a girl and experience what it was like. So, one night, I dressed myself up in a cute summer dress & black pantyhose. I did my makeup in a simple way and also wore a black wavy hair wig. I remember feeling really excited to leave the apartment. That night, i explored around my neighborhood for half an hour and came back to my apartment. It was scary to be exposed so openly but at the same time it was really thrilling & adventurous.
I started to go out more frequently since then. Every time I went out, I tried to go to a new place. I used to go to a lot of department stores and do shopping.
I didn’t have many friends and didn’t used to go out much with them. One of my close friend was Gary. He was a gamer like me and we used to play a lot of pc and playstation games. We exchanged many games and it was fun hanging out with him.
No body knew about my crossdressing. It was a secret that I didn’t really wanted to share with anyone. But that was going to change soon.



One evening, I planned to go out shopping in my feminine attire. I got dressed up & left to visit a mall. I did a lot of walking and shopping. I brought a few clothes & some new games. It was a great evening. I returned home exhausted and couldn’t wait to get some food & a drink. I reached my apartment and as I was about to unlock the door. A guy from behind called out to me. I completely jumped in surprise.
When i looked to see who it was, my heart stopped beating. It was my friend Gary. I was so embarrassed. But Gary was smiling at me and I just sat there for a moment not knowing what to do. Then, Gary finally spoke to me.
“Excuse me, I am a friend of Daniel. I was just passing by this neighborhood and thought i should make a visit but he wasn’t at home and he is also not receiving his phone. May i ask who you are? I haven’t seen you before.” Gary said.



I was surprised he didn’t really recognize me and thought I was actually some other girl. But I was completely blank. I just stood there thinking how much of trouble I had got myself into. If I spoke, Gary would surely know it was actually me. He was looking at me for a reply. I didn’t wanted to create any scene so ,trying to think straight. I opened the lock and stepped inside the apartment. I ushered Gary to come in and he did.
Finally with all the courage I had, I started talking and I could see Gary’s face getting completely shocked.
I said ” Amm.. Sorry Gary but this is actually me, Daniel. I was just… trying to .. you know.. know what its like.. to dress…to you know.. try…”. I was having hard time completing a single sentence.
Gary just sat there amazed to see me dressed like a girl. Then after some moments, he spoke.
“I had no idea that you had such a secret. But
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