I had started going out on a previous trip to the southern US. I would go for drives, stop for gas, and pass though a drive through for food, what I think the usual starting out is for most of us 🙂 I was in Vegas for part of a week for a conference, and figured I would try a...
Crossdressing Success Stories are real stories from crossdressers who have succeeded in an aspect of femininity. Their success may be personal or public, but the lifelong impact is unquestionable. Each step on the way to success builds confidence until finally we can comfortably live as who we are.
Excuse me in advance, but I so want to get this out. It’s funny actually; I’ve spent 40 years hiding and being ashamed of myself (I’m 50), and then after events during the last several months, I find myself wanting to just scream it from the roof tops. (Don’t get me wrong...
DANI’S DEBUT! By Caty Ryan Via Cross Dresser Heaven I have established a lovely friendship with a wonderful “younger” lady namely Dani Richmond. Dani and I have met for “underdressed drab” coffees for several months now, but she, unlike yours truly, has never been out i...
I know Halloween is over, but my saga isn’t! So please indulge me for a little while longer… Despite my mental breakdown after the Lady Gaga adventure, my interest in crossdressing only got deeper and deeper over the following year. I began purchasing more and more of...
I hope you had a chance to read Part I of my adventure. It was a scary, but an exhilarating experience for me. As I wrote in Part I, I was on a huge high from having success beyond my expectations, and I didn’t want my day to end. I’m an older crossdresser- 6̵...
The Next Step, and Amy says Goodbye to an Old Friend By the time the next month’s Pub Night was due to roll around, I had been out exactly twice. The first was Pub Night, and then at a small gathering held at a CD friend’s place. All went well both times, even though it had b...
Every Halloween, post-Sarah Palin, I struggled to come up with a costume. Because deep down inside, I just really wanted to go en femme again. But I felt that crossdressing for Halloween when you celebrate with your “regular” friends was a “one and done” d...
In mid-October 2018, I made a decision that changed my world. Up to then, for basically as long as I could recall, I’d had a curiosity about being a girl. I don’t know why; I just did. Even as a little kid, I’d stumble around in my mom’s heels. The family thought it was f...
Well it had been a couple of weeks since my first time out in the world as Amy, and the glow from that first experience had of course diminished. I was eager to go out again, but I still didn’t have the courage or confidence to go out on a solo excursion. Plus, of course, that ...
October is here, and we all know what that means! October 31st is right around the corner, and yours truly, like many of us, think of Halloween as unofficial “Crossdressers Day,” and with good reason. Most of us have struggled, sometimes for many years, with wanting...
Two cities, Toronto and Melbourne, far apart, but Caty Ryan brings them together in a delightful way, if you can understand her Australian slang.
Or as Paul Harvey used to say, “And Now for the Rest of the Story.” This is a follow-up to my “First Time Out” article. As part of my preparation for my transformation, I packed my large breast forms, sized for 40D, in my suitcase. (Those must have provoke...
This past summer I found myself on an extended trip to Australia for work and knew that there would never be a better opportunity for Alexis to step out into the world for the very first time. It’s about as far from home as I could possibly be, so no risk of running into some...
Amy meets the World, or at least a small slice of it. Like so many others here, crossdressing has been a mostly solitary pleasure of mine, from pre-teen to off and on through the years. I am fortunate in having a wife who didn’t mind my dressing, but it was only an occasional t...
Hi everyone! I wanted to share an amazing shopping experience that I had with all of you wonderful ladies. So my goal for the day was to get as femmed-up as I could and make a trip to Walmart to buy some stockings. I tore the only ones I had the night before so I figured basic li...
Like so many of us, I started out as a child (BC). I became curious about the difference between men and women. While home alone, I decided to explore my mother’s fashion world. I rummaged through her closet and dresser drawers. I discovered that she was fashion conscious, and ...
Fun & Foibles in Vegas (or Travel “Tips” from a Relative Newbie and Wife)
, , Crossdressing Experiences, 21
Sometimes what happens in Vegas is too darn fun, exhilarating, and pleasantly unexpected and you just need to take it home with you. With the encouragement of some CDH sisters, my wife and I shared a two-day adventure as fun-loving girlfriends in this crazy town. If you feel ap...
So for years, I’ve been going to different Anime and Comic conventions within my area. I believe it was during middle school when I attended my first one, and it just continued on from there. I didn’t know at first that some of the girls in cosplay weren’t act...
I write this in the midst of trying to sort out several thoughts and emotions. I’m elated to share my news, and yet a little hesitant because I sympathize with so many of you. This isn’t me bragging; I want to share my experience as I am sure that I’m not the on...
Meeting my wife, Stacie changed my life around. I wouldn’t be here without her. Stacie’s support has made me realize how important it is to not give up. She has been there for me when I was down. There was a moment when my whole wardrobe was stolen by the 2nd of my ...
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Give up… January 19, 2020
Give up the habit of being critical and make your life a much more enjoyable place to be. Give up the habit of being critical. When you do, you will learn to love yourself and others unconditionally. The greatest thing I have come to understand is that every one of us wants the s...
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Walking The Lonely Road January 18, 2020
I, like so many others who knew from early on, I was meant to walk a different road. As a child, we kids would play from dawn to dusk. We played all kinds of games and my fave was always dress up. The girls would make us dress in their clothes and they would do likewise with our ...
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Going out in Vegas January 18, 2020
I had started going out on a previous trip to the southern US. I would go for drives, stop for gas, and pass though a drive through for food, what I think the usual starting out is for most of us 🙂 I was in Vegas for part of a week for a conference, and figured I would try a...
