I have hung out with one of my male friends while dressed, though our wives were there also. Does that count? I think it is a bit different than the scenario you were suggesting Jennifer. But anyway, it was a bit odd at first, but eventually we all relaxed and now it is fairly normal for me to dress either way around them. In fact a couple of times I have shown up dressed as a guy they have been bummed as they were interested in seeing some cute fem outfit combo. Oh, and I suppose it may be a bit different as well as my male friend is bi-sexual and his wife knows it, and he has made it clear he thinks I am cute. So maybe that changes things a bit.
Oh and while I have not been dressed fully as a woman around him, I have hung out with another friend and his wife while wearing all female clothes. I just recently told him of my cross dressing, and he has not treated me any differently. In fact it got him and I talking about how stupid men's shorts are. They are NOT shorts, they are half-pants!
