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My First Time Out of the House

My First Time Out of the House

My name is Daniel and I have been crossdressing since I was 15 years old. The first time I crossdressed was when I wore my mom’s dress and since then there was no turning back. I just fell in love with feminine outfits and getting dolled up. I started to dress in secret, wearing my mom’s clothes but slowly I lost interest in her clothes and wanted to wear cute dresses & outfits that girls around my age would wear.

As I grew a little older, my interest in ladies hosiery and undergarments grew quite a lot and I started to buy my own outfits online. I got obsessed with short dresses, sheer pantyhose, high heels and of course Makeup.

It was just me and my mom in the house and when she was away at work, I would just get dressed and take photos and videos of myself, walk around the house and do something girly. It felt so wonderful to release my feminine energy. I started to order a lot of things online like hair wigs, makeup and outfits. Eventually my collection of feminine stuffs grew quite big. I would keep all the stuffs hidden in my closet and locked it every time I went out.

As time passed, I began to dress up frequently, almost everyday. I started to experiment a lot with my looks. It did take some time to get good with makeup and watching tutorials in YouTube helped a lot. Now, I really wanted to step out in public as a girl and feel what its like to be outside. I began to fantasize about it more and more but I was also scared if my neighbors or people I knew, would recognize me and make fun of me.

My neighborhood had a lot of houses and to step out as a girl wouldn’t be so easy. So, I just tried to keep my crossdressing thing inside the house but the urge to go out was getting really intense, I couldn’t resist it anymore. Finally, I decided to go out of the house the next day, maybe up to the gas station and come back.

So the next day, after mom left for work. I took a shower, shaved and dressed in my favorite padded bra and lace panty, nude sheer pantyhose, a lovely white mini dress and 2 inch black heels. Then I applied some makeup. I kept it simple because I didn’t want to attract too much attention. I put on my favorite long black hair wig and a few accessories to wear – a clip on earrings and a simple locket.

I looked at myself in the mirror and I felt such a rush just looking at myself. My heart was racing and I could feel butterflies in my stomach. I started to get quite nervous about the situation, even though I had planned it in my head a thousand time. I peaked through the front window to see if there were people around. There were some neighbors hanging in their front deck and that made me even more nervous about stepping out.

I had to walk out the front door, to the garage , get into my car and drive off but it was going to take a lot of courage than I expected. I really felt very conscious about my appearance and the outfit that I was wearing. I must have looked into the mirror a hundred times to see if all my makeup and outfit was in place.

Then I noticed the neighbors were going inside their house and this was my shot. I took a big breathe, tried to relax my body and stepped outside. As soon as I stepped outside, I felt like the lights were so bright like I was walking on a stage. I was really conscious about every step I took, like it was happening in slow motion. I was too shy to look around so I walked straight to the garage, just focusing straight. Then I unlocked the car’s door, my heart pounding all the time.

As I get into the driver’s seat, I feel a little secure. The glasses of my car isn’t tinted so I was still fully exposed and I could feel it. I looked around and some people were walking down the street. I waited a while for them to pass, then started the car and finally left for the gas station.

I knew I had to get out of my neighborhood as fast as possible because I didn’t wanted to be recognized by someone. It was nerve rattling experience. I finally managed to get out of the neighborhood without seeing any familiar faces. Slowly, I start feeling a little comfortable and finally get time to acknowledge myself as a girl in the moment. As I drove around the streets, it felt like everyone I passed was just staring at me.

Every time I saw people, my heart would just start beating faster. Finally, I reach the gas station and there were many cars than I had expected. I thought a for second if I should just head back but I noticed the car was really low on gas, so I had to fill the fuel anyway. I then drove the car inside the gas station and joined the queue. I start getting more conscious again. I take out my phone and open the camera to look around because I was to afraid to look around.

Then the turn came for the car ahead of me. A lady got off from the car and I was nervous she would stare  but she just minded her own business. When my turn arrived, I stepped out of the car, my heart was beating pretty fast. It felt like everyone had their eyes on me. I was standing over in full view of anyone to see.

I take a quick glance around and start filling the gas inside car. I noticed my hands were shaking quite a lot but I tried to calm down. After I was done, I took out my mobile and scanned the QR code to make the payment. It was 5 minutes for the whole thing to happen but it felt like 5 hours. I hopped in my car and drove off. I felt really great to be out in public like that. I knew I was going to be doing a lot more of this in the days ahead.

I got back to my house. Luckily the streets were quite empty and I just parked the car straight in the garage. Then I went to the front door, now a little more relaxed, opened the lock and stepped inside. I had a big smile on my face and I was so happy. What an amazing day it turned out to be. I had never experienced such excitement in my life. I went back to my room, sat down on the bed and tried to visualize my time outside. It was an amazing feminine experience and the I could feel the sensation all over my body.  This was my first time out of the house and I loved it.

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  1. I admire the courage

  2. First time is always hard , its gets easier and you realise almost no one cares

    1. That’s the biggest obstacle,realizing that nobody really cares..Let them stare if they want

    2. After that first trip out you confidence grows and it gets easier. I’m now 81 and 24/7 and very happy💃

  3. Great experience, congratulations!! I remember my first time out. I got make-up from a professional, and he encourage me to go to a night club, at the LGTB friendly part of San Antonio. I used a short black dress, 3″ black shoes, and a blonde wig. My legs were nice and smooth. I just felt so cute and beautiful. I was so self confident that I was surprised!! I danced a lot, and had a great time!!

    1. Wonderful I envie you for your courage

  4. Fantastic

  5. been there, done that 🙂 I know the Feeling 🙂 One evening going to a CD Support group Meeting, My Car Broke Down, I Had To Call a Tow Truck and sit in the front cab with the Tow Truck Driver, Now That was Scary 🙂 LOL I have been Living Full time Female since then for 18 Years now, been on HRT and had a Court Ordered Name and Gender Change, My Doctor and the Judge Both Agreed That I Was A Beach 🙂 LOL

  6. 1st time is rather nerve racking, I just thought what the hells it got to do with anyone else one if I want to wear a miniskirt & highs heels, after spending ages getting ready I drove to a town where i didn’t go very often, parked up in a not so crowded area, then grabbing my handbag I just thought to myself “go for it girl”. WOW I wish I’d done sooner, my nerves were soon put at ease when I realised no one really took any notice apart from 1 guy who smiled at me as we past,

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