I see guys in high heals all of the time...what's the big deal with that?
I would say congratulations you have the guts to wear them I hope that you are happy in them.
I wouln't say anything. Who am I to do that? After all to each there (his) own
i wud giggle....
Like in drag? It would be wierd to see a guy in heels unless he's in drag. Some guys walk better in heels than my gf's lol! Although i don't think it;s fair that we have to workout for hard to have nice legs and butt when most guys in drag have better looking legs and don't have to work at it!
I'd ignore them
laugh and watch carefully waiting to see him fall down or twist an ankle.
What I would do would be to laugh in my mind.
I'd compliment him on his taste in high heels and tell him how pleasing it is to see him wear them. Then, should we both have the time, I'd like to talk with him about wearing them.