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!
P.S. If you liked this article, you will love my FREE Unleash Your Inner Woman hypnosis mini session.
My first time crossdressing in public was about 5 years ago. I started experimenting when I was a kid but I was never in public. But my first time ever out in public I wore a crochet spaghetti strap dress with just panties, no bra and I learned how to do my own makeup from videos and others. Nothing fancy for the first time out and boy was was i nervous! I went to the mall, grabbed a bite to eat at a restaurant and went grocery shopping. I spent about 4 hours outside dressed and I loved it. It was so overwhelming, freeing and i didn’t have a care in the world of what people thought when they looked at me. Now I dress as much as I can but unfortunately it’s equivalent to 4 days a month…for now.
My first time crossdressing or coming out of the closet, was about 25 years ago. It started with me looking at videos, and then I went to a couple of boutiques and malls to create a wardrobe. One day, two friends of mine who were dancers, helped me with my make up. I was wearing what the Artist formerly known as Prince, a little red corvette type outfit consisting of red platform stilettos, stocking, red mini-skirt, red/black jacket, and a black blouse, along with a blonde wig and red gloves. We went to a nightclub, paid a cover charge and went inside. I was a little nervous. Sad thing about it was, that no one hit on me. Interesting, but sad and depressed. Another time, later that evening. I was driving, dressed up in a pair of black patent stilettos, nude stocking, black mini-skirt, blue top, and blonde wig. As I was getting out of my car, a cab dispatcher saw me, then called the boutique manager, and said “Nice legs coming in”. As I started to walk toward the boutique, I stumbled a little, and a guy came by to help me. I don’t think he knew I was really a man. Another time, I was at home, and I was dressed up in green buttoned front dress, female undergarments, gloves and a brunette wig. There was a knock on my door, and it was my Father. I was a little shocked, but he laughed not expecting to see his son all dressed up. There were other times, but I never got back out of the closet. I updated my wardrobe, but have never used it. I guess I’m just a little scared about going back out again.
My first time don’t count. It was during covid and I was wearing a mask. I am very masculine with facial hair. It’s very obvious I am a male in a dress
Yesterday Feb 25 2023 was my first time.
I have been visiting Chicos in White House Tenn and looking at / trying on dresses. The sales associate was very helpful. She made me feel safe
They had a cute plaid skirt on clearance. I bought it.
I went back on the 24th. I took my skirt with me – hoping to change at the store and look for a top. I told Esther, the sales associate I had brought my skirt with me because, I wasn’t ready to wear it while in the parking lot. She understood
The store was busy and I chickened out. I did not change.
Yesterday, I put on my skirt, some shear black pantyhose, and a unisex hoodie.. I drove to Chicos.
When I parked, I took a deep breath and stepped out of the car and headed fir the store The walk across the parking lot seemed to go on forever.
When I walked into the store Esther gave me a big smile and thumbs up. She knew it was a big deal for me to walk across the parking lot
I spent the next half hour shopping with other customers present
I also bought a cute red sweater skirt that I’m plan7ning on wearing tomorrow
I so appreciate Esther’s attitude and understanding. She provide a safe environment for me to venture out in public.
Hello everyone. Some great stories and pictures here. I am 5’7″ and went out for the first time about two years ago (sadly not since)and I loved it. I had my makeup and everything properly done and went out to a normal bar. I was so nervous at first but I was surprised how quickly I started to relax. Hope to go out again soon.