Element Bowery Shoe - Men's - $48.95

It's wrong to wear your nice, new Element Men's Bowery Shoes while you skate, but that mistake pales in comparison to wearing your tattered skate-kicks out on a date. It'll be plenty obvious that you love to skate and, in fact, it's probably a major factor as to why she accepted the blind date invite from your bro's lady. With a thin hemp and rubber blend sole connected to the crisp canvas upper, you'll feel that connection to what's below your feet and stay cool when the hottie gives you the look that tells you that it's time to lean in for the win. - $48.95