I'm a computer programmer for a relatively conservative company. I've been wearing a Utilikilt to work every day for close to two years. Initial reaction of my coworkers to my face was pretty much none. Most people around here would rather talk about you than to you, so my fellow programmers field some questions about it. Three months after I started wearing my boss told me I couldn't wear it anymore. I told him he should've told me that three months ago, now it's too late. I also mentioned that 30 years ago he could've been having the same conversation with a woman about wearing pants, and that pretty much shut him up. I'm also a martial arts instructor. I was a little concerned about what potential students would think, but I decided that they should know and accept me, or find a different teacher. The response: one of my students now owns five utilikilts, another owns two, and a third wants one. I'm also a college professor, and the response there..., well, all I'll say is college chicks dig guys in kilts.

As for when I feel a kilt isn't appropriate, that's pretty much dictated by practicality. I wouldn't wear one on a motorcycle, because road rash is unpleasant enough through leather or denim. Working out at the gym is another, just I don't want to worry about what might be showing when I lie on the floor doing crunches. Outside of that, I can't think of any time when I wouldn't feel right wearing a kilt.