Stepping out publicly as a woman is a powerful way to validate your female self.
In fact, I recently published a poll asking “How often do you go out in public as a woman?”
I was happy to see that the majority of my readers (transgender women and crossdressers) go out at least occasionally.
No matter how often you do it, I’m sure you can remember your first time presenting as a woman or crossdressing in public.
Since this is such an important gender-affirming step, I’d love to hear about it!
When was it? Where did you go? And what was your experience?
Please share with us in the comments below!
And if you’ve never been en femme in public, I’m sure you’ll find lots of inspiration in these stories.
As always, thank you for reading and participating!
Love,
Lucille
P.S. If you liked this article, you will love my FREE Unleash Your Inner Woman hypnosis mini session.
For me, it was a long time ago. Pre marriage! I have not been able to dress nearly as often as I’d like, my wife hates that side of me.
I was living in San Francisco, and was living alone at the time. I did dress at home quite often, but never ventured out. Did not want to get caught by neighbors etc…
One night I had my second glass of wine and had the courage to walk to my car. No garage in SF so it was street parking only. I made it to my car undetected, got in and drove around for a while. As it was late, the darkness gave me anonymity. But, as most of us cross dressers do, I wanted to be seen. I drove to a gas station far from my house and got out and pumped some gas. There were a few other cars in the station at the time, so I sat in the seat debating on getting out, and finally said screw it just do it. I was dressed very conservatively, not hooker gear so to speak, just a very nice black skirt and white blouse and about 3″ heels. Looks like I could have been coming home from the office.
I did get a few stares, my ego want to think they thought I was pretty, but in reality I was probably just clocked is all. Being SF I was not the first cross dresser out in public.
All in all a fun time, for my first venture out. I have been out other times after that, including a tranny bar if SF, but that is a story for another time.
Mary
My first time was this past June, my friend (GG) an I walked around a local town on the water during active nightlife, just to get used to the feeling of being out. We were out only about 20 minutes, as it was my intention to keep the first time short. The first time is scary, but its a necessary step! This past summer I gradually increased the “dosage” and recently spent an entire day in new york city, and I was completely confident and comfortable. As far as I know I have not been noticed. I’m 22 years old, so im happy that I should be able to live out my 20s as the fluid, non-binary person I was meant to be!
Congrats Dani! Enjoy this side of you.
My first time out in public was 4 years ago.My girlfriend new about my crossdressing and asked how far i wanted to take this,i told her that i would like to be able to get to a point where i could pass and no one would even know.She said ok my way or no way.So for the next six or so months she started to make me over, letting me to only wear high heels around the house,first starting with 2 inch high heels and before i new it i was walking very easly in 6 inch heels.I had to let my hair grow out,remove all my body hair,start corset training, learning to walk and act and carry my self in a most fem way.then came makeup lessons. Then she had me get rid of all my male under wear and start wearing womens panties cami’s ect fulltime under my work clothes.I had my ears pearced 2 hole’s in each ear.Slowly she began to replace my male clothing with womans,first it was my jeans,then my shirts and work shirts. then one day she came home with a womans dress pants suit for work.then she started having me only wear skirts and dresses arond the house a full time.After several months she asked me how much leave i had at work,i said about 5 weeks,she said take them all.three weeks later i was on leave, and she told me for the next five weeks i would be living as her sister. The very next day she glued breast forms to my chest 38c, hip and but padding then my corset bra and panties tight jeans and a very nice pink mohair sweater with 5 inch high heel ankle boots. then i was told to do my makeup, when finished she gave me gold hupe earings a womens watch bracelets,then she sprayed me with a very nice perfume.She next handed me a black womans woolen winter coat to put on then a matching handbag and said we have to get going or we will be late for our appointment at the beauty salon.When we left the beauty salon my shoulder length hair had been coloured a deep rich burgandy red with blond high lights and had been cut styled very very fem way , my nail were now about 1 inch long and painted a deep red.We spent the rest of the day in town shopping. That night she said this just the begining i have so much more to teach you about being and be coming the sister i never had.As i said that was 4 years ago and yes we are still together and outside of work i live as her sister Sonya 24/7, and we have been for the last 2 years we have been go out on double dates a lot and we just love it.
It was in June of 2003 at my graduation from my Doctoral Programme in England. I’ve been living and working as a professional Woman in business and academia ever since. Everyone there was welcoming and made my transition much easier. I’ve been working as a researcher, and my closest friends are the women in my workplace, as well as my colleagues in England. If I have ever encountered any workplace or social barriers, it was not from being transgender — but from being a Woman. My friends simply know me as Jennifer or Jenn!
Ahh so many moons ago. I remember the first time I went into the public I live near an area that has a lot of clubs and hangouts. My spouse at the time dropped me off on the edge of the area and I walked through that area by myself and then home. It was exhilarating and empowering at the same time. I did get plenty of looks. I admit in hindsight it may not have been safe. However it felt amazing to be able to express myself openly. It only got better from there.
Oh, to have the nerve to do this all the way!! When I am working from home, I will go out as Lindsey when taking my wife to work, but only if I don’t have any stops to make. Still working on my voice and on my makeup before I can be completely convincing. Whay I will also do on occasion, when making a late night grocery run, is wear a little bit of fem clothing (some studded jeans and ballet flats, while discreetly carrying my handbag) while still presenting in drab. Somewhat nervewracking (sp?) but am still trying to work up my confidence. Any suggestions?
my first time was at a bridal store appointment, it was the most exhilarating and beautiful day of my life.
i was treated not only like one of the girls but as a princess, i tried so many different styles of which i had comments like youre legs are amazing and i look better than most women who come as i have the perfect figure for the dresses.
There was even a nervous moment at the first dress change as i had to get underessed and have the girls come in while all i was wearing was my bra and knickers and heels, but when it came to the second dress i wasnt even an issue anymore.
however.. as i was trying on my final dress a girl and her mother had turned up to the store to have dress alterations and at first the assistant asked it i wanted to go into the cubicle as to spare me any possible blushes and at first i said yes but then had some form of dutch courage and said no its fine and i had the two of them walk past and kind of look at me with amazement i must have looked like a deer in the head light lol.
After the appointment had almost finished i got changed into my not so quite drab super skinny jeans a stripy nautical dress (tunic) and plain flats thanked the girls profusely for one of the best days of my life got a hug of both of them and left on cloud nine
oh the adrenaline rush, nothing has ever matched that…
Here is my story..
I started cross dressing wearing my Mothers tights and dresses when I was 15. Eventually after a while I used my paper round money to add a few younger items to my closet cross dressing sessions, sexier tights,panties etc. At 16 I started to dress alone in my girlfriends clothes when she was out at work I would dress in her wardrobe. This started to become a habit, I would stay over there then when she woke up and went to work I would call in sick and stay alone and dress in her clothes.I wore makeup, did my hair etc and lie around in her clothes feeling awesome as a girl, it was the best feeling ever, well so I thought. One day my GF went to work, I waited for her to be gone, then I immediately put on her panties, tights, heels, mini skirt, bra, blouse, jewelry, makeup etc, did my hair and hey presto I was Pamella, my other GF. I remember lounging in her window, my GF was a nurse, she lived on the 14th floor of the local nursing home. I was 17, she was 18.
That day I remember clear as anything: I was lounging in her apartment, stretched out on the window ledge, lying in the sun, feeling feminine and girly, the tights tingled on my legs, the panties were soft and lacey, my feet felt great in her high heeled sandals.I loved wearing her bra, stuffed with bouncy balloon boobs ( I made my first boobs from party balloons) her pin striped mini skirt, for the first time I felt like a real girl, I felt complete strutting around her apartment acting femme. The view from her apartment window over looked the hospital, you could see people coming and going, nurses, doctors, patients, visitors etc. I lay there like a slut, stretching out my legs, basking in the sunlight, feeling ultra girly when I noticed my GF and her BF, who were also nurses walk out of the hospital below and head this way,it was only 11 o’clock in the morning, she wasn’t supposed to be home until 230PM? They were briskly walking and now entering the building. I had no time to change back and take off my make up etc without getting caught, my GF would freak if she saw me like this, she would kill me. I quickly grabbed her fur coat, a pair of leather gloves, put them on and made a run for it. I would sneak out of here and go and change back at my home, my parents were both out working so it would be OK, just had to get there, it was a 10 minute walk, a 30 minute bus ride and another 10 minute walk.
I figured no one would recognize me, it was cold out and no one was hanging around, so I could just act Femme and girly, shy and sultry and quietly go home, everything would be OK. I could return her clothes tonight, she would never ever know. I rushed out of the apartment and strutted 20 feet down the corridor to the stairs, no one saw me, everyone including my GF took the elevator no-one took the stairs. I walked down 14 flights of stairs without bumping into another soul.
Once at the bottom, I figured my GF was already either in the elevator or at her apartment by now, I walked out, collar up, head down, acting girly. I strutted past the receptionist or door clerk, smiled at her, she smiled back not knowing and off I strutted across the car park into the cold Winter morning. I passed groups of Nurses going about their business, a couple stared at me, I wasn’t sure if they knew, didn’t hang around long enough to find out. I quickly strutted out onto the road in my heels and up over the bridge to the bus station. I walked by a construction site, everyone whistled at me and made comments, cars blew their horns, everyone seemed to think I was a girl. I just kept on walking, collar up, head down, feeling the sexiest I had ever felt. When I got to the bus station my adrenaline was pumping so hard, I was throbbing, this was so exciting, I was hooked.
I got on the bus after a few minutes wait, paid the driver and went and sat down by a window near the door, for easy escape if I was attacked. I looked out the window the whole way, keeping my head down watching the cold grey day unfold before me. I never made any eye contact with anyone. As much as I wanted to get home and change I also wanted to stay like this forever and never get off that bus, I felt so alive, so femme. When my stop came I got up, slid to the door in my heels, got off and walked home. I was to scared to look back, I hoped no one followed me, my adrenaline was racing and my feet hurt walking in my heels. A couple of cars honked, one man tried to pick me up, asking me the time but I just kept walking, ignoring them all like a bitch, really I was terrified just acting. I got home, it was raining, the rain on my tights felt so sexy. I went inside, my heart was racing, my adrenaline pumping, I had made it home, first thing I did was take my heels off and relax on the couch, still dressed. That was the first time I went out dressed as a girl, it wasn’t the last, quite the contrary.