Despite what the Ramones would have you believe, not everything goes with your beat up Chuck Taylor’s. So if you need to step up your shoe game, you might want to check out Johnston & Murphy. The Dawson Moc Toe is a classic, timeless design that will never go out of style. With features such as Bondwelt’s lightweight and comfort construction, Italian calf uppers with leather linings and a combination leather/rubber outsole, this is one shoe that won’t do a gentleman wrong… [$250 at johnstonmurphy]