Why do you actually feel the need/want to cross dress? When did it start?
Why do I feel the need to do it? Honestly, I have no idea, and sometimes I wish I could just store it away somewhere and never have to deal with it again, because apart from the last year or so, it’s been a burden – something I’ve had to deal with as a problem, instead of some inherent part of who I am, like a leg or an arm. Believe me, I wish I had a better answer for you!!
As for when it started, I’m honestly not sure – I guess I would put myself in that “always-a-little-bit-different” category, but I guess it started coming to the fore when I was about 15 or 16, I think. At one point, I remember putting yo-yos flat in the bottom of my trainers, so I could see what wearing heels would be like. At some point, I ordered a ridiculous pair of heels online, and then convinced myself that the only way to walk properly in heels was with a skirt – of course, that didn’t make ANY sense, and I’m pretty sure I knew that at the time, but it was a good enough lie to allow myself to buy one!
For more questions, go to Ask a Crossdresser
Don’t forget, you can email me your questions at email@example.com