Slow but Steady - My Story
Posted: Fri Apr 06, 2007 12:48 pm
I guess I'm one of those for whom full cross-dressing kicked in a little later in life, and came on in stages. I don't have any clear memory of feeling out of place growing up, but then my parents never made a big deal of anything. If I had feminine habits they simply wouldn't have made a fuss over it. Looking back my childhood feels more androgynous than anything.
Things started to change around puberty. I found myself identifying with women more than men. They were my best friends, the people I confided in, and those I admired most for their empathy and gentle nature. Silky shirts, long hair and other borderline socially-acceptable choices were first steps - but an early girlfriend stepped things up when she playfully suggested that I wear her panties to work. I was hooked, and there was no turning back.
I started to amass quite the lingerie collection and it was nice to have a secret way of feeling more like myself. Underwear was expression enough for the next few years, occasionally including a bra and/or stockings if I thought I could get away with it. I dropped hints with girlfriends along the way, and while I never got a bad reaction I didn't exactly see signs of encouragement, either … until I started dating a bisexual woman who was clearly fascinated by the idea that maybe she didn't have to compromise for a change. I had my fumbling first steps with makeup, jewelry, and my outerwear collection went from one skirt to a few simple outfits. I even worked up the courage to attend a Halloween party completely dressed. The relationship didn't last, but the feeling of freedom did - I just didn't have anyone to share it with.
When my wife and I started dating I let her discover my lingerie habits right from the beginning, and as usual it wasn’t a big deal. It took me a few years to introduce her to Kimberly properly, but she responded to it more as role-playing than “this is me.” Still, I felt it was an important step before we were married. This past year has been the real breakthrough, starting with a discussion about my considering buying breast forms and a wig (why did I wait so long?) and sharing insights from some of the usual titles by Miss Vera and Helen Boyd. Not only was she encouraging, she started giving me fashion tips and has advanced my makeup skills considerably. I feel like the luckiest girl alive, and every day I do my best to let her know how special she makes me feel.
Things started to change around puberty. I found myself identifying with women more than men. They were my best friends, the people I confided in, and those I admired most for their empathy and gentle nature. Silky shirts, long hair and other borderline socially-acceptable choices were first steps - but an early girlfriend stepped things up when she playfully suggested that I wear her panties to work. I was hooked, and there was no turning back.
I started to amass quite the lingerie collection and it was nice to have a secret way of feeling more like myself. Underwear was expression enough for the next few years, occasionally including a bra and/or stockings if I thought I could get away with it. I dropped hints with girlfriends along the way, and while I never got a bad reaction I didn't exactly see signs of encouragement, either … until I started dating a bisexual woman who was clearly fascinated by the idea that maybe she didn't have to compromise for a change. I had my fumbling first steps with makeup, jewelry, and my outerwear collection went from one skirt to a few simple outfits. I even worked up the courage to attend a Halloween party completely dressed. The relationship didn't last, but the feeling of freedom did - I just didn't have anyone to share it with.
When my wife and I started dating I let her discover my lingerie habits right from the beginning, and as usual it wasn’t a big deal. It took me a few years to introduce her to Kimberly properly, but she responded to it more as role-playing than “this is me.” Still, I felt it was an important step before we were married. This past year has been the real breakthrough, starting with a discussion about my considering buying breast forms and a wig (why did I wait so long?) and sharing insights from some of the usual titles by Miss Vera and Helen Boyd. Not only was she encouraging, she started giving me fashion tips and has advanced my makeup skills considerably. I feel like the luckiest girl alive, and every day I do my best to let her know how special she makes me feel.