Clae Whitmans

With a successful re-launch under their belt, and countless cleaned-up styles that had sneaker heads shelving the patent leathers and rainbow-bright colors, Clae brought it in 2007. The Russells' went from boardroom to bar effortlessly, and these low-cut Whitmans' that kick off the brand's winter collection offer more subtle, high-fashion heat. Forget looks from sneaker heads, rocking these to brunch may finally get you accepted into your chick's WASP-y fam. Sweeet.
$90, clae.com