1. Air Force One by Nike
The Air Force One launched into another stratosphere when rapper Nelly released the anthem “Air Force Ones” back in 2002, and they’re still around today. The model has gone through cycles of popularity since then, but we’re currently in the middle of an upswing.
This “flax” colorway is particularly great for the winter season because it serves perfectly as a swap for the beloved tan Timberland 6” boot. When styling, you may want to avoid super-slim joggers so you don’t over-accentuate the sneaker’s bulk. ($139.99, footlocker.com)
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