9. Air Jordan 1 by Air Jordan
The Air Jordan 1 is hands-down one of the most classic silhouettes ever in the footwear industry, and you really have to botch the color combination to make the model unbearable. With this all-black model, of course, that’s not an issue.
If you decide to pick these up, make sure to wear them with a pair of stacked, light-washed denim jeans to create a solid contrast between the two. A pair of pants or jeans with a zipper on the inside of the ankle will do the Air Jordan 1 justice as well. ($160, kith.com)
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