I like boots. I feel like they lend me some degree of badassery. But of course they come in different shapes and styles, not just the usual leather lace-ups. Here are a few of my picks for you:
Clockwise from top:
Dearborn NYC wingtip boots by John Varvatos Star USA. I love the contrast between the formality of the broguing and the casualness of the aged leather.
Leather lace-up boots by Viktor & Rolf. This is simply badass.
Richmond boots by Bespoken. It's a classic design that I like given a touch of attitude with some camo canvas trim.