Hats are pretty clever little things. They keep you cool during the summer, and they keep you warm during sweater weather. Yet we’re the first ones to admit that we can’t rock hats as easily as, say, outrageous statement necklaces bearing animal teeth. (Yes, we’re as appalled as you are.)

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Kangol Canvas Cap

Kangol Canvas Cap, $39.99

One thing worth remembering is that black, gray, or white hats are the easiest to coordinate with your outfits, color-wise. Everything else can go shades lighter or darker than your outfit. More adventurous spirits can also dabble with the color wheel. If matching your hat based on style, the line blurs even more to subjective obscurity. Similar or complementary prints are a great start.

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