It's on my list to do 'eventually'; I'm stuck at home with family (disabled) so I've been planning on trying out things when I visit my master, as he is on board with the idea and very supportive. But yeah I'm ~235lbs/106kg guy, and I don't like how I look most days in the mirror in a boring t-shirt and shorts, let alone trying to be desirable, so I'm kinda setting myself up mentally for disappointment. We shall see.
I have a friend who looks amazing in femmy clothing, and I'm absolutely positive that he feels the same as me, but he's very attractive and I'm, uh, not. (self-image is something else master is trying to work on with me... but for real the friend is cute as hell, I'm jealous ><)