If the whole point of pinrolling your jeans is to flash some footwork, then the sneakers need to be correct, too. This doesn't imply that your sneakers need to be cool or fresh, they should be something that complements this makeshift style. Usually, this means that a pair of runners, or something in that vein, is the footwear of choice. You don't see too many basketball sneakers with pinched legs, and there's a reason: it just doesn't look right. But those Air Max 1s in your closet? Give them a shot with a pinroll.