I went out dressed as Julie for the first time today, and it was so exciting I had to tell you all about it.
A bit about me; I’m 56 and like so many of us, I started crossdressing around 10. I remember trying on my mom’s panties and how exciting it felt. I experimented over the years, eventually graduating to bras and tights. I’m a bit embarrassed to admit that I have worn the panties of every woman I have ever dated.
I have been married for 25 years to a wonderful woman. About 10 years ago, I started to secretly buy my own lingerie. I would sometimes “underdress” at work. It remained an occasional thing, and then five years ago my wife found my lingerie stash. This led to some interesting conversations. I admitted my habit to her. She was initially shocked and upset, went through the typical range of thoughts; thinking I was gay, etc. I assured her I wasn’t and that this was just a small part of who I am.
I ended up purging my sizable collection of lingerie and vowed to stop dressing. (You can guess how that went…I couldn’t do it.) I NEEDED to dress. Eventually, my wife said she understood, but she wanted no part of Julie. I guess I am lucky she was that understanding. I began buying lingerie again.
A couple of years ago, something changed, and I felt the urge to take it to a new level. I started buying dresses, skirts, tops and shoes. I bought a pair of forms online. I found a fantastic CD boutique near my work and started going there on Friday lunch hours. The owner is fantastic, and I tried on whole outfits for her. She was the first person to ever see me dressed.
I also began selling some of my male clothes and using the money to buy lingerie and woman’s clothes; designer dresses, skirts and tops, stockings and garter belts, shoes, and clip on earrings. My wardrobe rapidly grew. I bought a dirty blonde bob wig from the CD boutique. I shaved my legs and arms. I work from home on Mondays, and I began spending the entire day as Julie. If I had to miss a week, I would feel anxious and frustrated. I started to dream of going out as Julie. I was definitely taking my habit to a new level.
Then the COVID-19 pandemic hit. Suddenly, I was trapped in the house with my wife and three kids, who were all home from school. For months, my dressing stopped completely. It was incredibly frustrating. I would sometimes lock myself in the bathroom for a quick 15 minute dressing session, but it was not enough.
Recently, the city has started to open up again. My wife is back at her office some days and my kids are moving out, which brings me to my first outing yesterday. My biggest fear has always been exposing my face. What if I see someone I know? What if it’s obvious that I’m a CD? Having to wear a mask because of the virus gave me the cover I needed to feel more comfortable.
On a day when my wife left for work and my kids were out, I immediately showed and started to get ready. My legs are not shaved now because it is summer, so I had to wear tights. I wore a short mini skirt and a cotton sweater. I put on my earrings and some of my wife’s jewelry. Finally, I slipped into a pair of 4” black sling-back heels. I stepped back to look at myself in the mirror; I was ready and so excited!
I walked out the door, got into the car, and started driving. I went into a supermarket first to test the waters. I will never forget the nervous excitement as I got out of the car and started walking towards the market. There were people all about. I walked past several shoppers coming out. OMG! I was in heaven! I walked all around and no one even looked at me sideways. I bought a couple of items and did the self checkout.
It was time to hit a women’s clothing store. I put my groceries in the car and walked over and into the store. I was greeted by one of the employees! I spent almost an hour browsing the dresses, skirts and lingerie, trying on shoes, walking around. Other women were all around me. At one point, I had to use the bathroom and I used the ladies room! It went well; I decided to drive to another, larger department store.
I parked intentionally far from the store and walked across the parking lot in my short skirt and heels. There was a breeze, and my hair blew in my face. I spent another hour walking all around. Unfortunately, the fitting rooms were not open due to COVID.
All in all, it was an absolutely incredible experience. The flood gates have burst open, and I will be doing it again soon and often! I can’t believe I waited this long.
I hope you enjoyed my story, and that it might help some of you girls, who are in my shoes, take the next step, and venture out.
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- My First Time Out - July 13, 2020
Wow – I’m so jealous. That part about wife and kids being home all the time? Yep – I’m still there, and I don’t know when I’m going to have alone time. 15 minutes in the locked bathroom? Yep – been there too! And that always ends up being more frustrating than satisfying. Good for you!
Thanks Lexi! Love your pics!
I know how you felt, its so liberating. I took that step earlier this year. I set myself a goal of buying some new shoes…which I did and it was fabulous. I dont worry too much about people seeing my face, in public the chance that someone would recognise me is really small as it would take more than a ‘double take’ and if I get made here or other social sites then well, I could ask them what they were doing looking there. Enjoy your new found freedom, I want to get out more, but with covid, kids, school… Read more »
Thanks Helene! Sounds like we are in a very similar situation!
Wow Julie. So inspiring. And to do it on your own. Congratulations on being so brave. I’m getting closer, haven’t been out as JaiymeLynne either. But I find I ‘need’ to dress at least once a week to keep my sanity too. I realize now, at this point in my life, that this is a part of me, how much further, time will tell.
Thank you for sharing.
Thank you so much JaiymeLynn! You should just go for it sometime. It has been so exciting for me.
congraulation on your bravery. I love stepping out as a girl. Every time I do it I get bolder. I love interacting with people in the boutique shop. It amazes me when I get compliments. Keep on stepping
Thanks Vanessa!
That sounds so wonderful, I’m proud of you!
Thanks Christine!
I remember a day when I was living in Arlington Heights IL, I went outside my house in a sundress that I found lying around the house. I only went a short distance despite the fact that I had to make the best of what i had available. Afterwords, I went back to my house. This was my first crossdressing test. Its a good thing that I didn’t get noticed by people. Therefore, I past this test.
I love this story. It reflects what so many of us are going through.
Fifteen minutes in the bathroom once a week is all I get too! Can’t wait for normal life to return.
I so miss the nervous excitement as I step out of my car in full Chanel mode.
Thanks Chanel! I hope you get out soon.
It seems that there are more and more of us wanting to go out and more and more of us are taking that first step of womanhood! I can’t wait to write my article of freedom. I applaud all of you who share their adventure out of the house fully dressed with heels clicking into their favorite shop. Giggles…..
Huggs,
Samantha. 🙂
Thanks Samantha! I went out again today as Julie. So exciting!
Julie,
You are so brave to be you!
So where and when did you go out?
What did you like most?
Hugs,
Samantha 🙂