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,


Like What You're Reading?

Share it with your friends!



It started one summer when I was 12. An older neighbor boy who I knew for years invited me to his house to play. He ended up dressing me in his sister’s panties. I was sold. Loved the feel and look. I spent that summer being dressed by him. Due to circumstances I was unable to enjoy lingerie until years later. Now fully dress in lingerie ,bra, panties, garters, stockings and heels. Such a wonderful feeling. Have made a number of friends who fully or partially dress to complete the experience.


I love reading other’s experiences, and see there are common threads. Many of us who love lingerie and especially panties were introduced to or were fascinated by them at at early age. Some people have a sister or two and I can imagine seeing panties laying around would have an effect on a developing child. In my case I remember 3 factors, when I was probably about 5 catching a glimpse of a girl’s panties under her dress at Sunday school and just couldn’t forget the image, and my mother telling me she wanted a girl, and I am pretty sure I remember wearing frilly knickers when I was very young. The 3rd factor was the strangest, but I believe it really happened. At an all boy kindergarten, aged about 5 or 6, I remember that the teacher kept a floral girl’s dress as a punishment for any boy who was what she believed was a cry baby (only girls were allowed to cry in the 1950’s). In my memory, I think it was only used once, put on over the boy’s regular clothes for the day. I am sure my understanding was very confused, but I always have remembered this over 60 years later. Secretly maybe I wished it was me who could wear the dress! So in conclusion, I think our early experience are the major influence on our desire to wear clothes of the opposite gender. It would be interesting to hear from women who prefer to dress in more masculine clothes of their early experiences. And I would like to add a thank you to xdress for hosting this blog. I think its important to support small businesses like this that understand we are on the whole an invisible and marginalized community, despite some welcome moves towards some acceptance in the last year or two.


Just come across this blog for the first time. So good to hear there are many other men with likings for wearing panties. I tried a pair of my wife’s lacy panties on a few years ago and ever since have been fascinated by lingerie. I have made a couple of attempts to transition fully to ladies lingerie. Reading this blog has hopefully given me the confidence to have another go!


For me it started very early.4,5,6 ? At a relatives had an accident. Only thing available without going home was a pair of girls undies. WoW ! Pretty rosebud print panties. I didn’t want them going back but a few years forward and mom handsome silky soft panties, just white but oh so soft. Along with all kinds of other lingerie I managed to find. Sorta hooked I was. But it wasn’t mine and I didn’t just want to “borrow”. A little later and for mom excuse i found my love. Little lace trimmed undies. Flowered undies. All kinds of undies. Embarrassed at first but not for long. With very few exceptions the sales people were always accommodating and pleasant. Before I was out of high school lingerie at least what couldn’t be seen was everyday stuff. After school I was all girlie up most the time. I met a girl and at first she disliked me for my addiction but didn’t hate me. A little at a time we would talk more and more and even though she wasn’t in love with my dressing habits she decided I was worth a little more. So as we cozied up together and fell in love she would dress me up on occasions and still does 40 years later. Were things always easy and good?, no but we lived and worked thru it. Things that stand out mist down this line is arguments over who was wearing what or isn’t that a little to sexy. Enjoy and have fun !


When did I start I was 9 or 10 and walking to school with a girl that lived near me. She wore a scarf and I remember picking it up as it had blown off her shoulder. I couldn’t believe the feel of it in my fingers. It was soft and oh so smooth. I didn’t know what it was but later learned it was silk. The sensation of it has stayed with me ever since. I had an older sister that was starting to wear more girly things and I had to check them out. I loved the panties and would put them on when no-one was home. When I was in my mid-teens I would take notice of my mother when she wore her long flowing nightgown. I was mesmerized by the beauty of it. She looked like an angel in it. When I was home alone I would put it on and loved the feel of it on my body … sooooo sensual. I loved how it looked on me and knew I had to have this in my life. When I got married I had bought a sheer nightgown for my wife but knew I would wear it when she wasn’t home. I tried to get her to let me wear it occasionally but she wasn’t into it. Years later we divorced and I began to really indulge my fetish for lingerie (mainly panties and nightgowns). I’ve had a few girlfriends over the years and have told a couple of them that I enjoy wearing lingerie but they never saw me in it. I’m single now and really want to bring out the woman that is inside of me. When I get home I want to slip into a long flowing sheer nightgown and wear it all evening and if I have the day to myself I want to stay in lingerie all day. I’m not sure if this is considered cross-dressing as I don’t go out in public while dressed. With that said I know I have a very soft feminine side to me that needs to be and wants to be expressed. To be honest I’ve been giving thought to going further and would like to look like a woman and go out as a woman. I have no experience in getting that look but want to achieve that. I’m a male but inwardly I’m a female that wants to share that part of me with that special person whether they are male or female. At this stage of my life its about being accepted for who I am inside. I don’t know if I’m Bi or Gay but I’m attracted to both sexes at this point. When I see someone that is attractive/handsome and I can see they look after themselves I notice. I don’t know if I’ll meet that special some-one but in the meantime I wear beautiful lingerie and enjoy my company. I’ve added a few things to my collection (thigh-highs, garters and more nightgowns in various colors) but my favorite is still a long flowing sheer nightgown. I look at myself in the full-length mirror in my bedroom and see a beautiful woman.


Leave a comment

Please note, comments need to be approved before they are published.