WebDepends where you are. In a rural setting, no. In an urban setting, maybe. If you are a young guy wearing a cowboy hat with tight jeans and cowboy boots. Your name is probably … WebMay 20, 2024 · 1. Stetson Skyline Hat. MOST LEGENDARY. You can’t have a list of cowboy hats without the most iconic style ever created, made by the most iconic brand. The cattleman-style cowboy hat is, pardon the pun, the workhorse of cowboy hats. It’s at home on the range, at the farm and in the office.
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