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.
My 1st time out was in 1967 I was 18. my girl friend dressed me up and we went out to a restaurant and had dinner then we went to a movie and had sex in there. It was great to feel femme and had a hard on all the time I was in her clothes. She loved dressing me up to go out and I let her. I am now 70 and still go out dressed. I am looking for another woman who will dress me to this day. I love it.
My first time out!! I’ve had so many wonderful outings, but l would tell this story as being my first actual time that l went out in public to something other than just a walk after dark.
I had decided to visit a night club that catered to the trans and gay crowd also lesbian some straight people went also, l had been there to check it out and also where it was located, it all seemed safe enough and the employees were very friendly and polite, there was a small cover charge to get in and the drinks were quite expensive, but all in it was very welcoming.
So one evening l decided to go as Wendy, l showered and made certain that l was very smooth all over next l got makeup on taking special care to look my best, l love stockings and garters so l put them on back stockings with a white garter belt, matching white bra and panties over top of the garter belt, l chose a nice pleated black skirt just above the knees and a white soft cotton top painted my nails to match my lipstick put on a bit of jewelry with small hoop earrings
Dark wig dark purse a dark trench coat and some serious heels, l checked myself a few times while waiting for my cab, then off l went cab driver was a perfect gentleman and delivered me to the front doors
I felt great a little nervous but it was worth it,l had become quite familiar with walking in heels over time and was hoping as l got out of the car that my ankles wouldn’t fail me as l walked up the steps to the entrance but not even a falter l was inside in a moment and felt intoxicated with excitement as l purchased my evening pass the girl admired my heels and told me to enjoy my evening and l did.
I had a wonderful time l first sat by myself just watching and enjoying be out free to sit cross and uncross my legs l could feel my nylons rubbing and l was just so full of how wonderful it felt to be among others , l was soon invited to another table of six people two men about 30 or so and 4 women ranging from about 30 to 45 or so
I moved over and they made room for me between a man and the younger woman who asked me my name and made introductions around the table, as l started to relax the conversation picked and we visited about general things and the girl sitting next to me asked me a few questions admired my shoes and commented about pantyhose how she didn’t like them and l told her l never wear them she lifted the hem of my skirt and when she saw the garters she teased me and told all at the table look Wendy is wearing stockings and garters they all had to look which was fairly embarrassing but all in fun the night continued very well , l felt very relaxed after a while and had a great time as we just chatted and talked one of the men liked to dance he asked me up and l went twice it was nice nothing improper just a nice twirl around the dance floor l was sorry to see it all end!
And l did return several times
My first time out as a woman was simply for a daytime drive. I was fully dressed, hair, makeup, skirt with blouse, pantyhose and heels. I even spritzed on perfume for the occasion. After driving a while to get over being nervous, I stopped at a convenience center for gas. As I started to pump my gas, a fairly nice looking gentleman at an adjoining asked if I needed help. I declined, but later wished I had said Yes. A missed opportunity. After pumping gas and getting back in the car, with him still watching, I rummaged through my pocketbook and touched up my lipstick in the car mirror. I felt very much like a woman that day. There have been other outings, but you never forget your first!
I was at a friend’s house sleeping over, my friend’s mother was the first one I had told, that I’m a crossdresser, she told me that she wouldn’t mentioned it to her son. I’m the type of person that if I’m your friend I’m not going to keep secrets from people (I should have listened) and I told him at first no problem as time went on attitude towards me and I kept my attitude the same until he woke up and I jump on his a@# like no problem and kept the respect. Anyways I was sleeping over and I told my friend after that small incident we was cool, and it opened up doors to where I get opinions of the way I dress, what needs to be done better and it’s the authentic women and for some reason they’re much easier to talk about some of my desire and not one ever told me that I need to fix my outfit cause I don’t match or anything but I did gotten better and I use to get my eyebrows done (I get them plucked, I feel no pain) about once every other week and I really started to look like a female and started to feel, behave and talk like this woman until I went on vacation.
It took awhile to go out, even though I would wear women’s shorts, jeans, 3/4 pants it took a long while to go out in a skirt or dress.
First time in a skirt I decided to go for a walk around my neighbourhood later in the evening, even this I had massive butterflies and didn’t think I could do it. I paired a nice shirt sleeve floral top to go with the denim mid length skirt and walked slowly for just under an hour.
It was such a thrill just to be out as Jessica only problem if you are going to walk a distance in a skirt, cycle shorts underneath are a must.
Since then I’ve grown more accustomed to going out further and pushing my boundaries, driving, shopping and even the beach.
My name is Andrew but I like to be called Andrea
How did you come out of the closet without losing any friends ?
My first time was officially last week. It was a cold morning, so sadly I couldn’t go outside in my dress. I knew no woman would do that. So instead, I wore jeans and a nice top with a sweater jacket. I did the best makeup I could do and put on my brand new blond wig. Sadly I don’t have but one pair of women’s shoes and they are sandals. So I wore my plainest pair of sneakers that I owned. After much trepidation about venturing outside, I walked out my door, purse in hand, locked up and got in my car. I discovered that I am an excellent driver while I am out and dressed. I drove to the gas station first. It was empty until I swiped my credit card. Then a woman pulled up at the stall near me. No words were exchanged and I didn’t catch any strange looks from her, so I think I did alright. Then I drove to my favorite Dress Barn. I parked near the front and to my surprise, saw a construction crew of men working next door. I checked my make up and purse 10 times trying to gather the courage to go into my store. Finally, I pulled up my big girl panties and got out. I went right in the store without so much as a glance back. As I entered, an associate approached me while I was headed to a dress rack. She asked if I needed some help, and I told her I was just browsing. After a few minutes, I picked up a couple items I wanted to try on. She came back by and asked if she could start a dressing room for me. I thanked her and handed her the dresses. Sadly when she asked my name, I didn’t give her my femme name. I wish I would have. I went into the dressing room and began working my way out of my clothes to try on my dresses. I noticed my mascara had gotten a bit messy, so I quickly did my best to fix it. Since this was my first time dressing with a wig, I made sure to unzip my dresses and step into them properly. While I was struggling with the zipper, the associate came back and asked me if everything was going ok. I told her I was having a hard time zipping and she offered to help zip me up. I opened the door and turned my back to her. She zipped the dress and stepped back. I turned and looked at myself in the mirror and she offered for me to use the large full length mirror outside my dressing room. I stepped out and she complemented me on the dress. I nervously asked if there was any kind of shrug or cover up to hide my muscular arms and shoulders. She went searching and I followed. While I was with her, another employee approached and recognized me from previous experiences when I arrive in drab. She complemented my dress as well. They tried a couple shrugs on my and then proceeded to help me find other dresses. Every time, the first employee would help me zip up, then I would step out and we would discuss the style and fit and age range for the dress. I finally tried on a sleeveless fuscia dress that I loved. She said it fit well and it looked great on me. When I asked about my arms, she said I had very nice arms and I shouldn’t be ashamed to show them. She also told me how beautiful I looked in my dress. I thanked her and we settled on that one. She unzipped me and I got dressed in my jeans again. I heard other customers in the store, so I quietly grabbed my purse and my dress and headed towards the counter. While I was checking out, two other costumers walked by behind me and the associate who had been helping me helped to calm my nerves. She said, “you really shouldn’t worry. You’re very pretty and I don’t think you stand out as much as you think you do.” I smiled very big at that remark. I wish I had asked to wear my dress out of the store as it had become warmer. Instead, I held my head high with my purse on one arm and my new dress in the other while I confidently strolled back to my car. Not paying the construction crew no mind nor the man on the lawnmower who passed by me as I exited the store. It was an amazing experience and I was thrilled to have been treated like a proper female. I can’t wait to do it again.
Amazing I read it all thank you 🙂 very inspiring and you look amazing as a woman more than you think definitely good luck hunni.
I have never been out but I would like to with someone for my first time
I go out often my first time was groceries shopping, it was an awesome .expérience and still is…I love when the guys are checking me out
I see why guys check you out you look great.
Ty