My name is Sam and this is the story about my first experience going out in public dressed as a girl. When I was 21 years old, I took my first steps outside the house dressed completely from head to toe as a girl. It is one of the most thrilling experience I ever had in my crossdressing journey so far.
About me in short, I grew up along two older sisters and by the age of 12, I got very attracted towards girls clothes and dressing up as a girl. The first time I tried on a girl’s clothes was a white frock of my oldest sister. Since then, I always wore my sisters clothes secretly whenever I got a chance. I would sneak into my sisters room, browse through their wardrobe and wear their cute dresses and outfits. I had a close call a few times but never got caught.
After joining college, I moved out and it was then I started to crossdress more and more. I brought many dresses, wigs, heels and makeup stuffs online. I would stay late till night getting dressed up and taking a lot of photos and videos of myself.
I started experimenting a lot with makeup and hair wigs. I would practice hours and hours in-front of the mirror trying to pose and practice my feminine gestures and posture. I learned to walk in heels and got better at applying makeup.
I would watch videos of crossdressers in YouTube, makeup tutorials and male to female transformation videos for hours and hours everyday. This sparked my crossdressing desires even further, I then wanted to go out in public dressed as a girl and feel what it was like.
I couldn’t stop thinking about how it was like to be a girl out in public and how people would react seeing me as a girl. So, after a lot of thinking, I finally decide to crossdress in public for the first time in my life. It was a very exciting thought and at the same time very scary. But I really wanted to get the experience.
I started planning my crosssdressing adventure and picked a Wednesday night to step out. I figured, I would be too scared to go out in public in broad daylight and encounter people and worse, meet people I might know.
So, I planned to take a short drive to a nearby gas station and get back home rather than walking outside. I felt like being in a car would provide more confidence and security for myself and there would be far less people in the night.
I lived in a crowded neighborhood back then and I had to make sure the neighbors didn’t see me dressed as a girl. So, I decided to head out around 10pm in the night when most people would go to sleep. I was really excited about my mini crossdressing adventure.
When the day finally arrived, I had everything planned, what I was going to wear and how to head out of from the house in the car. At 6 pm, I started getting ready. I had clean shaved my face and also my legs the day before. I took a quick shower, got out and moisturized myself. Then, I put on a pair of white padded bra and panties. I stuffed the bra with woolen socks to add nice volume. Then, I put on one of my favorite dress, a pink bodycon mini dress with short sleeves.
Next, I started applying makeup on my face. I put on the foundation smoothly around my face, then concealer to match my skin tone nicely. Then, I applied eyeliner and a gentle touch of pink eyeshadow. I put on the fake eye lashes next and a matte pink lipstick to complete my looks.
Now, it was time for the hair wig. I decided to go with the black straight hair wig because it looked more natural than my other hair wigs. I put a clip on one side so that the hair would be more manageable. As a crossdresser, I have realized how hard it to actually manage hair wigs and take care of them.
So, after placing on the hair wig as perfectly as I could. I put on a very hot pair of high heels that I had with silver glitters. I felt really cute when I looked myself in the mirror. I was loving every bit of it. Then, just to make sure I didn’t look very revealing, I put on a black blazer and my transformation was complete. I adjusted some minor details of my looks. The time then was around 9:30 pm
I took a black handbag and I put some cash, my ID, mobile, house keys and a box of cigarette inside it. I really hoped I wasn’t going to be chased down by cops or some crazy people. I walked out of my room to the hall way and I could already feel getting more nervous by the minute. My body was shaking, heart beat was getting faster, and my mouth becoming very dry. I walked around the hallway to calm myself down, drank some water and tried to get my confidence up to take the first step outside.
I peaked through the window to check on the neighbors and as I expected, their windows had curtains closed and some had the house lights out as well. This gave me some confidence and I finally decide to step out of the house and into the car that I had already parked outside the garage in the afternoon.
First, I turned off the outside light so I could hide better when I stepped out. Then, I timidly opened the front door and my heart beat started getting louder and louder. I felt so exposed and vulnerable when I was finally step outside. I could feel the wind in my legs and it was amazing.
I closed the door as silently as I possibly could. Then, I made a move towards the car. As I walked, I could hear the sound of my heels clicking on the pavement and it gave me such a rush. I got to the car and as gentle as I could, opened the door, got it and put the handbag on the front seat next to me. I took a sign of relief that I made it that far. I looked around and there wasn’t anyone around. As I started the car, I noticed how strange it felt to push the foot pedals while wearing high heels. Then I took off.
It was such an intense feeling that I was experiencing at that moment, something I had never felt before. I was so conscious of everything happening around me. Then I saw a car coming ahead and I could feel the Adrenaline rush as the car approached. I could feel I was starting to get very sweaty and shaky. As the car drove by, I was so relieved.
I encounter few cars on the way to the gas station, I slowly got the hang of it and started getting less nervous every time a car passed by. Then, on a silent road side, I parked the car. I adjusted my hair and the dress, took out my mobile and snapped a few photos and videos. I was loving every moment, the feeling of being a girl out in public even though I was quite nervous time and again.
I decided to step out of the car, smoke a cigarette and then maybe head to the gas station to put some gas. I nervously got out, hoping no other cars would pass. I took a cigarette and lighter and go out. It felt so good to be dressed as I was. Then I lit the cigarette and strolled around the car. Every single second was so exciting outside the car. As I was halfway through my cigarette, I heard a car approaching and that made me automatically jump right back in the car. I realized it would take few going out in public to get used to the feeling and not get jumpy and scared while crossdressing in public.
I got out of the car once the car drove by. I finished my cigarette, strolled around for a minute and as I was about to get in, another car suddenly drove by at a fast speed but just as it passed me, it slowed down and stopped. I could feel my heart beat stop and my whole body froze. I was so scared to look over to the other car, so opened the car’s door and got it. Then, the car took off. I was scared to my bones, and that completely shaked me up.
I decided to call it a night and head back home instead of going to the gas station. I enjoyed my ride back home and it was just so wonderful. Once I arrived home, I could completely relax after an intense first outing in public as a girl. What a night that was and many more outings in public followed but my first experience going out in public will always be very special to me.
– Submitted by Sam (Samantha)
Amazing story, I’ve been there and got the t-shirt, so I know that wasn’t fiction. Thanks for putting your experience out there.
A very exciting story, and a experience that many of us here can relate with very much… And by the way, you are a great narrator! Please share more stories with us!
Funnily enough, the first time I went out in public, I only felt slightly nervous. Similar situationt to yours -drove about 10 miles (thinking that’s a safe distance from home and all the neighbours family and friends) to do an early hours shopping trip. Very exciting. The feel of the nylon slip/petticoat I was wearing under my skirt caressing my legs and as I walked around was absolutely great. Within about 2-3 weeks I was out in daylight, going around in local area and not a hintof nervousness at all. Recently been to talks at local historical societies, Christmas church fair and out with friends and in cafe in my female clothes.
I have been doing it since I was a kid. Sneaking out if the house finding Panties and bras on clothesline and putting them on. As I got older I kept doing it and going to malls dressed as a woman.I have been seen by people who know me and have told me.
I have since graduated to adult theaters.Going in as a guy.Stripping naked in front of all the patrons.I would start putting on thigh highs,then nipple clamps,then a bra and lipstick.No panties.This would usually bring a few guys up to me.I make them drop there pants a underpants and grab a few dicks and work on them.When I found the right one I would take it in my mouth and go to town.I have had a few guys grab my dick and suck me off as well.Always a great time be a sissy slut.
When it comes to going out in public cross dressed so long as you can drive then going out after dark in the car is both the best and obvious thing to do . And then once you get started get out of ther area you live in and then off into the middle of nowhere which if you are in a car you can do . Subject to driving on the right roads at night , roads that are not in built up areas then you will always be fine . Even on a busy motorway nobody in the dark is going to notice . And even in the day time on somewhere like a motorway even if anybody does notice being in the safety of your car and somewhere were nobody is an any position to stop of do anything to hold up traffic there will be nothing they could do therefore just sit back and to hell with what anybody else thinks . Also if you intend to stop anywhere and come into contac with people again stop where nodody actually knows you like a motor service station for if anybody does realise that you are not actually a woman if they don’t actually know you and never see you otherwise then they can’t start going on at you . Also in the event that you want something to eat or drink , once you have gone in and got it , get something that you can take back to your car to consume . It would take some doing but if you need to build a little world of you own at the moment in time to live in then I am sure it can be done . Only close contact with people you don’t when needed . Mind over matter and take no notice of anybody who might be around to see you thus have no thought or care what they think . I used to be a cross dressed but not for many years now . However when I did I never really did get the chance to go out driving late at night .
When I first started out yeah I too started out with night trips too, though very fast became a boring time, not many others around, so I grew out of those times quickly. I am fortunate in the fact of looking fairly convincing so progressed onto going to visit and shop in the 24/4 super markets where I was given much respect, as no matter what I was regardless still a customer. So frequently went to do my main shops for the weeks shopping fully dressed to the nines. Since those days I have still progressed to having days out shopping and visiting landmark areas, the busy seaside and loads of other places, and chatted with the public, just being myself in full femme no problems, as I am simply being my true self. It’s who I am, and quite simply that’s who I am, Me..