Chuck It

The trusty Converse All-Star (better known, of course, as the "Chuck") is the rare example of a shoe that really never goes out of style. They've been around, amazingly, since 1917 and have rarely disappeared from the fashion radar. We're all for a good closet purge every now and then, but always hang on to your Chucks.

Crocs are yet another unsightly item of clothing whose wearers constantly invoke the "but they're so comfortable!" defense to justify their glaring lack of all fashion sense. OK, yes -- they might be comfy. But that doesn't mean you have to wear them. Go ahead, put Crocs on your kids, but mark our words: If you slip on a pair of these odd, perforated foam clogs, you're going to look like a giant Oompa Loompa. Might as well complete the look with orange skin, a green wig and white overalls.

And speaking of overalls ...