Can’t muster the $600 for brand new wingtips? A used pair can tide you over until you’re ready to splurge. Give them a good shine and outfit them with cedar shoe trees (because the last guy probably didn’t). I grabbed these Cole Haan wingtips for $20 at a little thrift store called eBay. Wear them with jeans and your favorite button down oxford—the intrinsic character of your new-to-you kick-around brogues will take care of the rest.
Buy used and finish what the other guy started