Would you try to....

[Ramboner]

....hookup with your best friend if they showed up to your place in drag and looked really, really hot???

I had this dilemma last Halloween when one of my best friends (who is male) crossdressed as Sarah Palin and I couldn't believe how feminine and sexy he looked. He certainly has soft, feminine qualities but I never assumed he would so attractive as a CD. The thing is...he's straight (at least openly). I always felt conflicted about telling him how attracted I am to him (especially that night). He's not homophobic or anything because he knows I'm part of the TS/TV community but it would probably turn our friendship in a weird direction. He has seen me crossdress countless times and I've always wondered if he is attracted to that side of me.

It's always nagged at me...like the "what if"...What if we're partying or hanging out and we're both kinda drunk and I tell him and he tells me that he has feelings too? Or I try to kiss him and he complies?

If I tell him and he gets weirded out, it sucks. If I never tell him, I may never know the truth. Catch 22's are bad enough. It's horrible when they involve 2 close friends and sexual attraction.


Sorry if I'm a bit long winded...I'd like to know what you guys have to say.