Delanco Sandal by Jessica Simpson

While we wouldn't go to Jessica Simpson for dating—or uh, pretty much any other—advice, one thing the songstress does know something about is shoes. And that's why it's little surprise that our newest favorite, the Delanco Sandal ($89) is designed by Simpson's line. Love the way the trendy gladiator shoe gets ready for warmer weather, with a woven leather upper and a "cork" heel. Wear 'em now with tights, and later with a summer maxi.