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The first time I went out dressed? One word: terrified!
The first time? One word - Panic.
But it was the best thing I have ever done.
Have fun all... Staci...
Tonight I went out fully dressed up with makeup, I was only out about 40 minutes but the feeling is fantastic, my sister was staying over at her fellas, so I thought great nows my chance, at first where I went was quiet, no-one around so I headed into town where all the pubs, clubs were, it was great, no odd looks, even had a young guy say I was beautiful, I just put my head down, probably the beer talking lol
The first time that I went out fully en femme was at last year's Pride Parade, in Toronto. I can't quickly find my post about it. It was the first time that my wife saw me dressed. I found a port-a-potty and dressed as quickly as I could. I came out of it to a crowd waiting to use it. Then my wife saw me in a dress and wig. She doubled up in a silent laugh.
The second time was last night. I went to my first Xpressions monthly dinner among a group of at least 16, maybe more, ladys and couples. I got to meet Carole, Amy, Alison, and, um, Cynthia? Sorry, my memory is already fading.
I pre-dressed at home, rolled up my LBD under my jacket, and wore a pair of nice blue jeans over my expensive Victoria Secrets red stockings. By the time that I got to change in the washroom, I already had a toe hole in one. I walked out to the group with lots of confidence, and my heel slipped, embarrassingly, twice inside of my slingback heels. I can't explain why, except that maybe the stockings removed enough friction so that it could move sideways. By the time that I got home both stockings were ruined.
No stress, had a good time, met a bunch of nice ladies for the first time, had a yummy dinner. The restaurant was pretty full and only a couple of curious glances came our way. It had been a while since I had been in a real restaurant, not a fast-food one, and it felt good to do it dressed for the first time.
I felt like I could conquer anything. After I realized to stand up straight, shoulders back, head up, I smiled and listened to my stilettoes click on the sidewalk. The cool breeze blowing up my short skirt, getting my arm swing in motion to my steps. Not being able to see straight down my tank top, because my breasts were there instead. My longer hair was blowing sideways getting caught in my lipstick. Reached my destination, and satisfied The gay side of my love. Beautiful day !!
The first time I went out dressed was to the Rocky Horror Picture Show. Fishnets, heels, mini skirt that was way too short, wig, makeup. I stopped to get gas and had to crawl in the back of my station wagon case my purse with my wallet fell out of reach. Couple guys got a show and I got out of there quick. I went walking up the street with a girlfriend to get a drink, and we were getting cat calls from the college guy’s up on the balcony. It was kinda scary but we went back to the theater and had a blast.
I literally went for a walk around the block escorted by two much more experienced sisters.
I imagine it's sort of like being a baby born into the world with new life and incredible stimulation to the new but in an older body with other life experiences from the male embodiment.
I was dressed in a tight lbd, 4" leather pumps, and I had just been professionally made over so I looked good. I remember receiving stares from tired women in their office attire coming home and also cat calls from a group of gay men.
Walking with my head down and shoulders scrunched, all I remember was that my feet were killing me.
Nowadays I don't walk around in 4" stilettos (nope I don't wear 6"ers either) but tennis shoes or 2-3" open toe strappy heels and walk with my head high and shoulders straight.
Enjoy your first because that feeling doesn't come back!
The closest I have ever come to going out in public was when I used to own a condo, there was an exercise trail just outside my front door. It was really late at night, I went out in a skirt and blouse. No makeup, no Wig, men's tennis shoes. Feeling the cool breeze on my pantyhose covered legs and thin mostly transparent blouse (my bra was clearly visible) felt amazing. I just walked around on the dark trail as a man in a skirt. It was really late and the closest I came to coming across someone else was the car that passed by when the trail went close to the road.
Fast forward about 10 years, more recently, I often get dressed up in the early morning, and sometimes I will take the trash out to the trash cans in my back yard (my excuse for going outside while dressed). One morning, I had forgotten that I had already taken the trash cans out to the street for collection. I was dressed in a short skirt, stockings, form fitting top, no wig, no makeup, just a man in a skirt, but after a quick peek up and down the street after cracking open the gate, I went out to the curb to put the trash in the cans. I don't know why, but that time was very exhilarating. Maybe because it was in the twilight hour when the sun was just coming up.
Not sure if this really counts, but I did go out in public, and it really makes me want to go out fully en femme, maybe to a mall or something like that.
I can go out en femme at will now and though throughout that first time, I had some trepidation, I had a sort of determination too. I was wearing heels when I went on my own into the shopping centre and they had wooden floors on the upper deck: talk about drawing attention to oneself, you'd think you couldn't miss me coming because of the noise...except people did. Even on that first outing, I received very little attention(not zero though).
The story is here: https://www.crossdresserheaven.com/becca-is-out-at-last/
It was fun and although it has become a commonplace thing, I still enjoy myself immensely.
Becca
It's been awhile since I've gone out, but I'll never forget the first time. I had gone out driving around before, but this was my first experience in public. I chose a simple outfit so I would blend in, a green top with cut out shoulders, dark pants and kitten heels. I found a perfect necklace to go with it.
First stop: gas station. This is an easy place to get your feet wet. Does anyone ever pay much attention to the person pumping gas next to them?
Second stop: car wash. This is even easier, although I did have to speak to the attendant. Not sure what he thought of my girly voice, since this was the first time I used it in public.
Third stop: Walmart. Here it got trickier. The store was busy, but nobody gave me a second look while I went over the selection of make up and clothes. I didn't really need to buy anything, but I picked up a few tings from the make up section and a couple pairs of nylons.
Throughout this trip, nobody seemed to pay any attention to me. I am on a fairly large frame at 6' 240 lb, but either nobody noticed me or else they didn't care. If you have not gone out in public yet, I encourage you to give it your best shot.
Jules