8. Air Jordan XI "Cool Grey"

Joe says: "Again, these are all sneakers you can never go wrong with. You don't really want to rock these in the fall or the winter—although I do because I am hard-headed. You rock this late in the winter to let people know you still have these and they're clean. If they aren't clean, just don't do them—just don't. This is a sneaker that you probably want to have two or three pairs of in case one gets fucked up."