DO have a variety of prepared responses for the first time family or friends see you kilted. They should be funny (nothing defuses hostility like humor) and rehearsed often enough to come out sounding natural. On a visit to San Diego this weekend, I got to use two of my favorites:

(Sister) "My God, you're wearing a kilt!"
(Me, looking down) "Aw, crap! I thought these shorts were drafty!"

Later...

(Mother) "So... why the kilt?"
(Me) "Well, I needed a fashion statement to go with my mid-life crisis, and it came down to either kilts or the fad of wearing my pants so low that half my butt is showing over the waistband. To be honest, I don't think I picked the wrong one."