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Earlier in the week I wrote a post about how I got into crossdressing and why I’m an “underdresser” (a word I’d never heard before but really like). As my need to wear women’s control underwear came about in an unorthodox manner (to put it mildly) then, unlike most of you, I never felt the urge to experiment with women’s clothes at any stage in my youth.
A few years back I did experiment briefly but gave up on it fairly quickly. As I was doing some de-cluttering of my wardrobe yesterday, I found the small cache of clothes I had bought for that experiment. So I’ve decided to try again. After I put my usual underwear this morning – bra, girdle, stockings – I put on my small collection of female clothing – a full length petticoat, a white blouse and a black knee-length skirt.
I’m sitting here now wearing it and feeling so damn self-conscious! I know it sounds ludicrous – I wear corsetry every day and that’s “normal”, but I’m self-conscious in a skirt!? But I’ve decided I’m going to persist with it for a week. I’m single and work from home and so, shopping trips apart, I can easily go full-time. I’m not sure how I’m going to feel as the week goes by, but at least by the end of it I should have an idea if I really am into cross-dressing or if I’m just a damaged guy with a corsetry fixation caused by traumatic childhood events.
Dear God but this feels weird. Every time I look down at myself in a skirt I find myself taking a sharp intake of breath. Anyway the decision is made, so I just have to remember not to get too close to the windows in case I give the neighbours an eyeful!
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