21. Nike Cortez "Midnight Navy"

Nigel says: "Gotta have those. Those are just a classic. When I was a little kid when I got those I was so psyched, went out and got every color. They were like — they were a super-affordable shoe at the same time, they were just basic, you could just throw ‘em down with different outfits. As a kid without a job you had to make shit stretch. Those worked perfectly."