Wow, I've missed a lot since I've been away!

The way I see it, kilt-appropriate headgear falls into the categories below:

Smart: Glengarry, Balmoral, Atholl (worn by drummers of the RSDG in No. 1 and No.2 Dress, and by the Drum Major of the P&D of the now defunct KOSB, and currently worn by flute bands throughout Northern Ireland!) and stiffened Kilmarnock bonnets (worn by the Royal Company of Archers). Maybe proper wool slouch hats and pith helmets in warm weather.

Casual: Tams- knitted and fabric, well worn balmorals, slouch hats, Tilleys, boonie hats, straw hats in warm weather. Cowboy hats, baseball caps, etc., as long as the wearer understands that this will CLEARLY mark him (rightly or wrongly) as an American!

Cold weather: a profusely fulled knit tam is good for most of the weather experienced in Ohio, where I live, but I imagine a British/Canadian style muskrat cap with ear flaps (and a clan badge affixed to the front, perhaps?) wouldn't look all bad. A friend of mine in Canada wears a "woolly" cap (stocking cap), but these RARELY look good in any situation.

Specialty headgear: Fezzes for shriners ... ?

Caubeens: The only traditional Irish kilted cap (of Highland Scots invention). The caubeen is the only piece of headgear issued to pipers in the Irish reg'ts of the British army. From shirtsleeve order to No. 1 dress - that's it!

I think I would reserve driving/country flat caps for trousered wear ... I wear one with a tweed sportcoat and moleskin trousers and just don't like the look of it with the kilt. I know many others here disagree with me, but it can't be argued that there are more traditional options for casual wear.

Mark - Ohio