re: Would you wear a kilt?

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To do it properly you should plan on shelling out well over a grand

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Then you're doing it wrong. An expensive kilt is a few hundred bucks, average of probably $500-700. Depends on whether it's completely wool, custom fitted, what weight (density) you're getting, etc. Now that's over a grand for sure if you get brogans, a sporran (pocket), flashes, socks, etc. of high dress quality. Maybe that's what you meant. But that's for fairly formal settings.

You can get a nice wear-to-the-bar kilt for somewhere around $200, if wool. A sports kilt for running, lounging, highland games, and the like can go right over a hundred, if I remember the price of mine correctly. They're machine washable, made to get dirty, etc.

It's a fun hobby/piece of culture to get into.