I've always worn underwear with my kilts at work. First as a precaution - there are children about at my work. "Mommy, what's that?"

Even then I was sat down and told that a client complained she could see my tartan boxer shorts under my kilt. Right...okay fine....never mind the current fashion of showing boxer shorts above low slung pants....and what was she doing looking there?

The clincher came when talking with a coworker in my office I leaned too far back in my chair and fell to the floor backwards. My kilt flipped up over my chest....things happen at work.

I've had one occasion to help take down a violent client while kilted. Didn't need to have underwear on - but glad I did. Such "wrestling matches" can flip a kilt.

So, it pretty much depends on the work environment, how brave you feel, and if you can sit your chair without getting bucked off.