This incident happened about 3 years ago... But it changed our friendship and has bothered me ever since. I had a male friend who I had known since high school... We were good friends and did all the average guy stuff like play football softball and fishing together but at the same time... through a few conversations after a few too many beers... We had come to the agreement that we both found transsexuals and passable crossdressers very attractive... So I got the sense that he was a very open minded guy. One day I decided to try to come out to him about my cross dressing in a somewhat strategic way. I decided to show him a picture of me dolled up but I told him that my significant other at the time dared me to dress as a girl for Halloween and we decided to take a few pictures. I told him that it was a little weird at first but that I did somewhat enjoy it...and asked him if he wanted to see the pictures. He laughed and said "Hells yeah!" It seemed like he was ok with it so I pulled the pictures and showed him. The first words from his mouth were "Oh damn!", I think he momentarily forgot it was me and he immediately somewhat changed his tone, gave the pics back to me, and made the comment "That's scary... I can't look at those." I asked him what he meant and he refused to elaborate. I asked him again after a few days and once again all he could say is that he felt weird and that it was scary looking at those pics. Ever since that day our relationship changed... We hardly ever hung out anymore... But we still talk on the phone three or four times a year. I really don't know what to make of what happened. I hope maybe some of you can give me some ideas of what went wrong that day, if I shouldn't have done that, or if something similar has ever happened to anyone out there. My big regret is that I was probably dress a little too provocatively in the pictures in a sexy secretary type look with a very short skirt, 5 inch heels, and very heavy makeup, a look we had discussed we both loved on girls before the incident.