I went out kilted last night (see post here) and had no problems, even walking back to the parking garage a little after midnight in the Theater (read: drunken nightclub) District.
(SWK Nighstalker, earthtone green dress shirt, black hose w/ NS flashes, black shoes, black leather jacket. One of the guys I was with took some pictures. I'll see if he got any good shots and post them here.
I was in the parking garage elevator with two reeeeally drunk guys and their dates (who were far too attractive to be seen with these bums), and one of the girls asked, "Are you afraid of strong breezes?"
Another couple guys I passed on the sidewalk gave a light-hearted Rowdy Roddy Piper remark. All in all, a very positive experience.
The Friday night piano sing-along at Jacob Wirth's is a must-do event. The women there were very kilt-friendly (Yay!! Kiltman!). And, I did hear one "Ooh, that's hot." comment in passing, and the young lady wasn't sipping coffee at the time. Oh, to be young (relatively speaking) and single again.