When it comes to the reason I wear a tartan, I have found it much easier to have a conversation, with someone who shows interest, if I can appear intelligent about what I am wearing:

MacGregor - Father
Gordon - Mother
Maple Leaf - Canadian
Flower of Scotland - Commemorative
Black Watch - usually don't need to explain
Generic Sport Kilt - This one I have trouble with and as a result only wear it at home. My "garage kilt".

Even just spouting off the name of the tartan seems to impress most and encourage them to have a positive attitude toward me and my kilt.

Casey