Just me being nosey and following from Katies age off Innocence I've extracted something I wrote there to here to start a new thread.
So when did i start "Crossdressing" and why?
6-10 innocent Batman wore tights I was batman (I still am as far as the kids are concerned), I'd wear black tights and be Batman with pants on the outside and a Batman t shirt and Superman in Blue tights with red pants and a Superman t shirt and red Cape .. I remember liking the feel of the tights on me back then.
10 years of age upwards I really kicked off my fancying girls in school but too shy to ask them out and too into sport and also fancied teachers and older women and fantasising about women. Puberty etc I was wearing my mothers lingerie stockings and heels (that sounds bad but most start dressing like this).
Our mothers clothing catalogues and the models within and the lingerie section.. I had my first erection and first orgasm whilst crossdressed but I didn't stop and wasn't guilty about doing it although that weird guilty pang once you've had an orgasm always kicked in and always questioned what I was doing.
Dressing was scarce as I wasn't home alone very often but when I was I'd dress up and get myself off.. disgusting lol.. but dressed of not most boys discover maturbating around this age and do it dressed or not.
15-19 hardly ever crossdressed as there were too many distractions like Sport sport and sport and then Esme.. I'd had girlfriends but Esme was my first serious one.. In fact other girlfriends fizzled out more than broke up lol I've only ever told one girlfriend its over (Someone i was seeing first year in Uni before I met Esme when I was in Cardiff Uni) so i guess the others still think they go out with me lol.
19-23 had been dating Esme and a good sex life avoiding squeaky beds and virtually stopped crossdressing I certainly at this age had stopped trying on my mothers lingerie in my early teens so guess I had a good few years where i stopped dressing altogether, Esme back then wore very short skirts, heels and tights and we couldn't keep our hands off one another and were always together.
23-27 we'd moved in together and married and i tried a few of Esmes things on when home alone out of curiosity seeing what clothing and lingerie she had and some i'd bought her that she hadnt ever worn for me so try it on myself why not.. again not regularly but I'd say a few times per year I'd try her things on when home alone never fully dressed just lingerie tights or stockings and heels but somewhere in there she asked to dress me up as a woman..
maybe 27 ish was when she asked to dress me as a woman first time fully dressed with makeup way past innocence i loved seeing myself fully transformed just needed a wig to see how id really look as a woman.. I thought she'd sussed my occassional dressing but no she wanted to see if her mad alpha hubby would let her dress him up and I admitted i'd dressed before.. gay no, want to be a woman no, my fault no.. Just something i sometimes like to do.. blah blah blah covered this before.
27-30 it kicked off i was dressing more and got a wig and stress of work and other things added to the urge to want to dress but i had the bug for crossdressing and trying to pass with makeup wig fully dressed..
30-45 we've had some stressful times and I've chased promotions and stress has become a factor and dressing a part of how i deal with the stress as well as transforming fully enjoying getting made up and changed and my escapism ... my first foray out in the public when in a hotel in Shrewsbury to get my car charger from the car dressed i was seen and then our trip out with me dressed in London... and now this pandemic where I've hardly dressed and missed it but have got to number one in the top t girl charts in TV Chix... and that's where I am today.
Whirlwind but it all kicked off for me after Esme dressing me up and became a full dress or nothing and an urge for stress relief..
Anyone else want to share their timeline?
Davina
For me the timeline is similar, I was about 12 when my grandmother dressed me up for a fancy dress competition in a local church hall, ripped jeans, flowery shirt and peace symbol pendant, I was a "hippy". She sad there was something missing, produced a long dark wig and stuck it on me "you make a pretty girl"! At the Fete I was talking to two young girls who did not realise I was a boy! After that I wondered what it was like to wear my mums clothing and so on! At 16 and 11 months I joined the RAF, serving 20 plus years and dressing in secret, terrified of being found out as it was a dismissal offence, but left with a pension and joined part of the civil service. Got married whilst still serving, bought a house and had kids. Like many I told myself marriage would "cure" me, but after a while I knew it was a lie. Continued dressing for many years and despite a few close shaves never got caught! That was until last week when the wife found some underwear in my wardrobe and I was forced to confess. I always thought she knew "something" but turned a bit of a blind eye (she had found things in the past and I had made excuses) but it turns out she was clueless! We went through all the usual things and for some reason she did not throw me out (she would have done 20 years ago when we were first married) and we are working on compromises. I am now trying to reign in my excitement, for the first time I might be able to hand clothes up instead of jamming them into a bag in the loft, and for the first time I can talk about clothes without holding back!