Story About The People I've Told...First of course was my mother naturally. I had been doing it for a few years already (2-3) started when I was about 11 or 12. But I didn't actually tell her until I was 15 which was last year. I had her take me out for a drive in her car and we parked somewhere so I could talk to her in private (family was at home). Then once we were there she knew I had something important to tell her so she was kinda nervous as well. Finally I said with extreme difficulty that I was a crossdresser. She responded with a simple "oh?". Turns out it was no big deal. She actually thought it was gonna be something really crazy. I guess I felt kinda stupid expecting her to react differently but she just took it as if it was nothing. She even offered to introduce me to some older guy she knew that did it as well in case I had any questions. Only questions she had were about my sexuality (heterosexual) and when I started. So I guess it all turned out great and my mom has accepted me as I am. :D
The only other people I told were my two friends. Personally I'm not very gifted at conversing with females. It's truthfully not even that, it seems to be just difficult to find females with similiar interests to mine so I didn't have any female friends to discuss things with. Basically I really wanted my best friends to know and it was definitely an awkward experience for us all. xD. Basically I ended up feeling bad because I didn't trust them enough to tell them yet. I told them that if they were still my friends in 10 years I would tell them a secret about me they would never guess. Then I told them if they did guess it I would tell them if they had. Basically it became a guessing game for the next week. Finally one of them guessed that I wore womens clothing as a last resort and he almost freaked out with excitement that he got the guess, totally oblivious to what he guessed. So he was fine with it and that was great. He didn't even ask about my sexuality because he could already tell I was straight and apparently was no dummy on the subject either. Then the second friend took another 3 days. Finally we had to hint him onwards until he got it. He ended up being more excited about guessing as well which got a good laugh outta me. Then when i asked them what they thought about it they responded that they don't care what I do on my own time. So it all turned out great.
Seems I did a good job picking my friends out. :)
Figured I'd just share this as I'm too embarrassed to go into detail about any crossdressing related stuff...