What Got You Started?

What Got You Started?

Greetings, my dear readers. First I want to express my appreciation for your responses to my blog postings. It is so rewarding to know that there are so many of you that share this common experience with me that we call, loosely, “crossdressing”. Perhaps a better term is “gender fluid.” That pretty much works for me, as we all have a sense of who we are that is much broader than the confining role of the traditional binary male. I can’t imagine going back to being the macho male I once pretended to be (I say “pretended” because that was never who I really was) and wearing those heavy, scratchy underwear. Thinking about this fascinating journey of embracing the inner femme that we know ourselves to be, I started wondering about what got us all started on this journey.

 

 

I’ve read a lot of posts on various sites, regarding crossdressing folks like us, and have found there are many starting points. Some have sisters, and got started by exploring their sister’s panty drawer, or closet in search of the perfect skirt or dress. Others went foraging in their mom’s closet and dresser. Others didn’t have a sense of their femme self until later in life and lived, or do live, in fear of discovery by their wives. Others, the most fortunate of all, have a spouse that is totally okay with the feminine side of her husband or significant other, and lives happily in the gender fluid world with him.

 


So, I have a question for you: what got you started, and at what age? When did you first slip on that luscious pair of panties and know you were hooked – that this was a part of who you are? When did you first try on that first bra, or blouse, or skirt, and know that this was something you just had to do? We all had some starting point that led to where we are now, and I would love to hear your stories. By reading the blogs here at Xdress, surely by now you know you are far from alone in this fascinating world of the gender fluid; you are part of a virtual community here at Xdress.  Tell me your story – I would love to hear it!


Fondest regards,

Angie

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88 comments

First off, I chose my femme name from a high school classmate who was tall for a girl & slim like me. I always complimented her on how well she dressed. Madelyn dressed with such feminine class & style, & I would always compliment her on how well she dressed, but deep down inside I wished I was dressed like her. How did it all start? I lived in a double block home in a small village in northeast PA. I had two older cousin living next door who were 6 & 8 years older than I. Both their parents worked so they were home alone. During the summer months, on rainy days, back in the early to mid 60’s, the radio & 45 rpm’s were the entertainment of the day. I would be with them listening to music & they would teach me to dance. I was 11/12 at the time. The younger one always had aspirations to be a cosmetologist. I had somewhat longer hair for a boy back then that could manufacture a short ponytail. Younger cousin began playing/styling my hair in girlish styles. next came the make-up. Things progressed to being dressed in the younger’s dresses, skirts, blouses, since she was slim & time like me & I fit her clothes perfectly. On the second or third occasions the older cousin stated that if they were going to dress me as a girl, I also had to wear girl underwear. OMG, those first nylons panties were pure heaven. I was immediately hooked. A bra & slip were all part of dressing as well. This would last most of the afternoon till it was time for their parents to begin returning from work. These, oh so special dress-up times for me, lasted two summer vacations from school. Then they graduated & began working & higher education & sadly came to an end. My younger cousin did gives me some panties. I do believe she knew how excited the made me. Well, time marched on & I did continue the joy & excitement of lingerie. Then, WHAM, the internet. Chatrooms, Meetup groups, chatting with other gurls, dressing with others & eventually going out in public. I have a modest wardrobe at present. When I do shop I oft time wonder, ‘Would Madelyn purchase this?’ I am married, my wife & I play in lingerie in the bedroom but I don’t see it going beyond that since we are in our mid-60’s. But I am pleased that my wife has accepted this feminine side of me & enjoys it as much. Sadly, I never did stop to thank my cousins for introducing me to my feminine side & the joys of xdressing. Perhaps some day I will. Thank you Angie for allowing me to tell, “How I got Started”.
Michael (Madelyn)

I started young, saw lingerie in magazines, then started taking mom’s and sisters things to play and wear. I hid things under my bed and at night would wear them and started my self love (masturbate) history. I still wear and play in the bedroom by myself all things lingerie, I should add I am married and straight but my love for lingerie and feeling sexy carry on.

Dean

Started in my early 40’s by trying on now ex wife bras and panties hope start cross dressing when I goi out

Terry

FMG and GTW
read your replies
One of the things I think we xdressers often fail to relay to others is that dressing is also FUN!

Stevie

I have worn panties almost my entire life. I am one of the older guys here. There are probably four milestones in my crossdressing life. The first was probably 10 or 11ish when the high school girl that took care of my sister and I used to dress me as a twin to my sister and take us for walks. My sister was older and we were close to the same size. It only happened a few times and I always pretended to not want to but the truth is even back then I loved it. The second milestone was around 13 I guess. I started wearing my sisters panties Then I tried the bras. OMG I loved them both. I immediately became a pantyboy. Throughout school and as a young adult I wore panties as often as I could. The older I got the more I wore them. The third milestone occurred after I was married. I was wearing mens nylon undies as I never thought my wife would understand or accept. They were pricey. One day she surprised me by recommending some women’s nylon panties that were on sale. She didn’t have to encourage me. That day I became a full time pantyboy and have never looked back. I like bras but do not wear them as she would never accept that. I do now and then wear camis (plain), and other women’s things that can pass as unisex. The fourth was around 20 years ago when I entered the Internet age. Like so many others I looked for other guys wearing panties. OMG, we are so many I realized. How wonderful. My sexuality really came into focus (something I had suppressed). I liked what I saw and a lot. I was alone looking at these men but somewhat embarrassed. Things were quite excited in my panties. I liked looking at others this way. Today I admit to being very bi with a preference to feminine looking men. Oh well my story and a long time to figure things out I guess.

Thank you XDress for making it easier for others today. I am all for men being able to enjoy their feminine side in whatever form it takes.

Keri (Scottsdale)

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