Challenge: Cropped pants
Why it works: Instead of extending the line of your leg, a cropped pant cuts off exactly at your skinniest measurement. Or rather, just above it. Try rocking the 7/8 length with a layered-in pair of socks (solid or patterned — your choice!) that meets the botton of the hem and your favorite choice of footwear.
J.Crew Cafe Capri in wool, $34.99, available at J.Crew.