It might seem counterintuitive when you’re talking about a timekeeping device strapped on your wrist, but there’s something to be said for a watch that can be considered timeless. All of the Ansel watches in Fossil’s collection of men's watches have a 41mm face (perfect size for everyday wear), but they’re available with so many options (face color, band, bracelet, chronograph) that you’ll have a problem choosing just one to buy. It’s a good problem though because these vintage inspired classic watches are so affordable you can buy more than one. $85+
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