I haven’t worn overalls since I was 8 years old (they were green corduroy and I wore them everyday with my roller skates). I don’t usually think it’s a look that everyone can pull off but in leather these 3.1 Phillip Lims seem more grown up. Unless you’re under 20, though, steer clear of the plain white tee. Instead, wear a sheer black shirt or pullover to add sexy sophistication. Another surefire way to keep it classy is with Céline. I’m in love with the black and white Case bag (inquire at Céline) – the sleek structure and two-tone are modern, yet somehow still perfectly classic. Shoes are the hardest part of this outfit to choose – the make or break moment. You don’t want to end up looking like the farmer’s daughter! Show a little leg by pairing the overalls with Hermès Florida booties (at Hermès for $950). Mixing suede, leather, and sheer textures will give you overall refinement. On Net-a-Porter for $1,400.