I am going to share with you all my story, I started dressing when I was young. I remember wearing my mother's clothes when I was home alone, I guess you can say that it awakened something in me because then I began having fantasies of actually going out wearing her clothes I tried ignoring them but they kept getting stronger. Eventually, I just had to give in and so I went to school wearing her panties, and that did it for me, all the doubt in my mind was completely killed when I put those panties on. Afterwards I had to do do it one more time (I guess to get it out of my system) but I wanted to go bigger. When I was 18 I asked some very close friends of mine to let me go hang out with them, I made up some story about how I lost a bet and I had to go out clubbing as a girl. I asked them if they would make me look totally passable, we had about two weeks to get me dressed and teach me everything, like how to sway my hips as I walked, talk, gestures, squat everything to be a girl so we went to get my outfit, weave, shoes, underwear etc.
when the day came I was so excited I couldn't even hide the smile on my face. we left at 10:20 p.m. and while we
were in the car my phone kept going off, I looked and saw it was my dad, who wanted to talk to me, my heart dropped (a little fact about my dad; he grew up in the south in the 50s, and very christian. If he saw me dressed like I this:
Yeah let's just say I would never be able to come home again, I called him and he asked how I was doing and I told him I was doing fine and that I couldn't chat for too long because I have a 'date' he hung and I swear I almost felt my soul leave my body. Anyway we went to a restaurant and later went out dancing (we stayed grouped up as I was feeling kind of nervous there and told them about it) we left at about 3:46 a.m. and they drove me home and I had to sneak in, thankfully my parents were asleep and only called down to make sure it was me I entered my room and proceeded to collapse on my bed and go to sleep.
Here's a gradual process: