There I was, sitting in a busy Sephora with my eyes closed as the makeup artist worked on my face. It was a busy Saturday evening in a resort town full of locals and tourists out shopping for the evening. In hindsight, it was not the best time to have booked a full makeover, espe...
Crossdressing Experiences
Crossdressing experiences out in the world, at home and in life. Crossdressing situations that will make you laugh, cry and appreciate the wacky journey through life as a crossdresser.
For many more years, than I care to remember, I believed that I was simply a once-in-a-while Crossdresser. I recall having a fascination with ladies’ clothing from a very young age, probably six years old onwards, but I can’t remember trying anything on until around twelve wh...
I provide here for you a review of my early experiences that may be helpful to my sisters in this group. It has been several decades since I first ventured outdoors while dressed. In those days, I went by the name Jill, mostly due to the character Jill in Charlie’s Angels, ...
So I grew up in kind of a conservative, rural area. Needless to say, any difference was not acceptable, much less challenging the standard ideal of masculinity. I was one of those kids who was the target of bullying. For whatever reason I didn’t fight back, I just took it. This...
I’m 62 years old now, and for my recent birthday, my wife surprised me with the best present ever… She said we were going to go out for a shopping day as two girls. Also, Ellie could get whatever she desired; clothes, shoes, handbags, anything… May 2023 &...
A CD “DAILY DOUBLE”. AKA BRA FITTING AND DINNER OUT, ON THE SAME DAY. Part 2. Restful Nana Nap in my “day lingerie” completed. Time to change for the evening. Estée Lauder dusting powder on and then into the “all sexy black lingerie” mode. Securely gaffed, stockings,...
“It Was the Worst of Times; It Was the Best of Times.” With apologies to Charles Dickens for rewriting his classic line from A Tale of Two Cities, this post’s title is a very apt description of the last year and a half. During this I experienced the absolute lowest point in...
The first part… As the stories of our childhood used to state, “it all began” when I realised that April 2023 marked ten years since the wonderful professional makeup artist, Michele “R”, had done her first makeover on me, at a block of self-contained apartments in ...
Hello again, girls! After much thought, I decided to post this. 😄 As my English is far from perfect, excuse my mistakes. This will be my nostalgic story about the first time I went out. Well, l usually don’t go out in my town dressed up, because it is really dangero...
Fantasy, Reality…and My Rookie Year at Keystone By Kris Burton When you dress, how deeply do you immerse yourself in fantasy? Do you, like me, enjoy the illusion of duplicity and escape into scenarios where your alter ego might emerge? To some, this notion might sound a bit sca...
“Why I love travelling en femme” I try to challenge myself to new experiences en femme. And one new experience in 2022 was a weekend trip entirely en femme. I had planned that trip for a couple of months, knowing that my wife would be travelling elsewhere with her fri...
In late November 2022, I had the opportunity to go home to Ireland, from Australia, for the wedding of a relative. (As told in Part 1 of my adventure. Read it before reading on.) In my last week in Dublin, my sister treated me to a photo studio session. The beautician/photographe...
Previously, I’ve been out-n-about in heels visiting a chocolate shop and doing the LTDB thing at the mall. I needed to get to the grocery store before the weather affected travel…and would make walking in heels more treacherous. As the story continues, I left the mall and was...
On last Sunday (1/29/2023), I had the chance to get out cross dressed as Kirra. I was not sure where to go, but I wanted to get out during the afternoon. After trying to find the best place to go (already get to shopping centers the previous weekends), I remember that usually cro...
I’m a married male-to-female crossdresser from Australia in my mid-50s. In late November 2022, I had the opportunity to go home to Ireland for a wedding. My wife was not keen on going because of the Irish winter and concerns about COVID. The timing of the invitation coincided w...
This is a multi-part story. I hope you will vicariously reminisce, explore and/or envision being right there with me as it unfolds… If you’re close to my age, you’ll recall Dragnet’s Sgt. Joe Friday implore female informants to provide “Just the fact...
As I walk about the house fully dressed as JoJo, I find it not so easy to do normal things while wearing high heels. I ask myself why don’t, I just take them off and wear flats to make life easier, but I cannot come up with an answer and can’t bring myself to t...
It has been a long journey to where I am today, living as a woman, over fifty years of evolving in fact. It started by wondering why girls wore clothes that I felt were right for me, leading to wearing my sister’s dresses and feeling it was indeed right. Through the years I...
I have only been going out and about for less than three years. At first, it was nerve-wracking and scary. It wasn’t until I made it safely back into the house that I relaxed and recalled the events of the day. That was then. I have since found inspiration, courage, and confide...
If you are like me, you cherish the women’s clothes you own. Perhaps, too, you cherish the friendships you have made here on CDH. Not unlike you, I look to my friends on CDH for inspiration and encouragement. A few have so inspired me they moved me to emulate them. I’ve heard...
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