Ask the MB: Jon Stewart Rocking Suit with Sneakers
A: Colin, If you're going to wear white sneakers with a suit, don't grab one from Jon Stewart's closet. The suit he's wearing is too dark, too baggy, and too Men's Wearhouse Business Generic to combine with anything but black Florsheims, and white sneakers are a particularly bad choice for it. At first we thought he was wearing socks.
If you want to combine white sneakers with a suit, follow Will Arnett's lead and choose something casual, fitted, and not too dark.
UPDATE: Many readers have written in to inform us that the sneakers Jon Stewart are wearing are essentially part of a Glenn Beck costume and thus worn in the name of comedy. Our knowledge of Beck and his typical shoewear choices is limited, but if he is in the habit of pairing baggy navy suits with sneakers so white it looks like he's been standing in a vat of vanilla ice cream all morning, then our criticisms of Stewart may be applied to Beck instead.