This is my story about a night out dressed as a girl . Since a kid, I have always been drawn to feminine outfits. I remember having a strong fascination for dresses that my younger sister used to wear when I was probably 7 or 8 years old.
I started crossdressing out of a strong curiosity to know how it felt to be a girl and wear cute outfits. The first outfit I tried on was my sister’s pink frock and ever since then I have been crossdressing on and off. It was after a few years of sneaking into my sister’s room to try her cute outfits, that one day an opportunity came by where I would be home alone for a whole day and night.
My sister was going to have a sleepover in her friend’s house and mom & dad were going to attend some kind of business conference. I was super excited for this opportunity as I had only dressed inside my sister’s room. Having the whole house to myself , I could finally move around dressed as a girl. I kept on planning what I wanted to do for this day and I decided to order a nice hair wig that I had in my online wish-list for so long.
I got the package delivered to me during the time my parents were not in the house. I was so excited to try on the hair wig. It took a while to figure out how to wear it but when I was finally able to put it on properly, I couldn’t believe how cute I looked in the mirror.
When the day arrived, I was already having butterflies in my stomach. After lunch, my parents left with my sister to drop her off in her friend’s house. After they had left, I rushed to my sister’s room to wear her outfits. I opened her closet and I was so happy that I could now try some of her lovely dresses and outfits.
I browsed through her outfits and it was so much fun deciding what to wear. I found some of her bra and panties too. I figured I had enough time to wash them after wearing them, for my sister to not find out that I was wearing them. I selected a white padded bra and a pink ruffled panty to wear. Next, I took out few of her cute dresses, some nice tops and a black skater skirt.
I then undressed my boy clothes and put on the bra and panty first. Then, I put some tissues inside the cup of the bra to get some nice feminine shape. It was amazing how feminine it felt to wear a bra and panty. After admiring myself in the mirror for a few minutes, I picked up a yellow top and skater skirt and put them on. It felt so lovely to wear them and I felt like a girl.
Then I went to my room to put on the hair wig. My boy to girl transformation was finally complete and I felt so cute and fem. I looked at the mirror and I just couldn’t believe how cute I looked as a girl. I couldn’t stop admiring myself in the mirror.
Next thing, I wanted to try on some of my sister’s heels. I found few of her shoes and there was this white heels that looked so beautiful. I tried them on, it was a bit small but I managed to get my feet in them. I stood up and it was electric, I was mesmerized by how these heels were making me feel.
I walked around to get a bit used to wearing heels. It was quite hard than I had thought. But my legs just looked so amazing in these heels. I got out of the room and into the hall way, the sound of heels was so nice to hear. I felt so much fun being able to walk openly. As excited I was, I was also feeling really nervous, even when knowing I was all alone in the house.
Then slowly, I walked down the stairs into the living room downstairs. It was quite tricky to walk down the stairs in heels and it took me a while to get down, one step at a time. After I finally reached the living room, I sat down on the couch for a while and though about what I should do next. I looked at the time and it was around 3 pm. I decided to walk around inside the house and take a few pics & videos with my phone.
After a while, I lost track of time while taking pics and videos of myself around the house that when I looked at the time, it was already 5 o clock. I went to the kitchen to get something to eat. I made a sandwich and it felt so different to sit down on the dinner table and eat while I was dressed like a girl. This was all an incredible experience for me. I really wished I could transform into a real girl and always dress as a girl.
I lived in a quite neighborhood and our closest neighbors were an old couple who barely used to go out. There is a small park right around the corner and I started having a strong desire to go out in public dressed as a girl. Would it be safe and what if anyone recognized me?, but I knew this was a great chance to go out as a girl and experience what it is like. I decided to try and wait until it was a bit dark to go outside.
I went back to my sister’s room and changed into one of her dresses. This time I picked a white bodycon dress which I thought was the cutest dress to try. I put it on and I simply loved how the dress wrapped around my body, giving me a very nice feminine appearance.
I took some more photos and videos of myself in that dress. I was still wearing the white heels and I loved the complete look that I had. While I was searching for some makeup to wear, I found a lovely neck-chain and I put it on too. I thought it looked cute and matched the dress I was wearing.
I found a pink lip gloss and applied it in my lips. It smelt like cherry and tasted funny but I liked it. It was around 6:30 pm and it started looking dark outside. I felt it was the right time to finally experience a night out as a girl.
I checked myself in the mirror if everything looked good and walked out of the room. I started feeling very nervous as I walked downstairs. I would be completely exposed outside and what if someone notices that I was not actually a girl. I started having a lot of questions in my head.
As I was figuring out whether or not I should go out, the phone rang and I jumped with fright. It was just mom calling. I picked up the phone and talked with her for a while and assured her I will have dinner on time. After I hung up the phone, I looked at the time. It was already 7 pm. I looked outside the house and it was now getting pretty dark and I made up my mind to go out.
I grabbed the keys and my phone and slowly walked towards the front door. I felt my legs shaking and my heart starting to beat very fast. I was nervous as hell. I managed to open the door and look around. I got out finally and as I was locking the door, a car passed by and I almost had a heart attack. I felt so exposed and vulnerable. But I wanted to know how it felt walking around outside as a girl so I carried on.
I gather some courage and started walking towards the park, trying to walk as girly and slowly as I could. After walking for a bit, I started feeling less nervous and enjoy a bit being out in the open. But every time I heard a car coming by, I would get very nervous. I managed to reach the park and luckily it was empty. I started taking photos and videos all the time being very cautious if anyone was around or if anyone was looking at me. The whole time I was very conscious of my look, something I had never experience before but it was so liberating.
After 15- 20 mins of walking around and taking pics, I heard a few people approaching and I got pretty nervous again. I made a quick glance to see who they were and they were some high school boys and girls. As they came closer, I pretended to be busy with my phone. The whole time they walked by me, I had my face glued to the mobile screen and my heart was beating like crazy. After I could hear them fading in the distant, I finally looked up and check again if anyone was coming near me or looking at me.
I took some more pics and videos and decided to head back home. As I was getting out of the park, I saw a guy walking in my direction. My legs started to shake again and I tried to be a bit more brave but I couldn’t look up while walking towards him. He started getting closer and closer and when he was right next to me, I looked up at him and he was staring at me and gave a smile. That made me give out a smile too and I couldn’t stop blushing. I just tried walking straight as fast as I could to reach home.
Finally, I arrived at the house and rushed inside. I checked from the window if the neighbors might be looking but there was nobody. I felt exhausted, took of the heels and crashed at the couch. What a great adventure I just had. I couldn’t believe I got to go outside as a girl and experience the sensation. One of the best time ever in my crossdressing journey so far.
Submitted by Christina