4 of 5
If You're Pear Shaped...
Classic boot-cuts (Raven Tailored, $212) even things out with a wider hemline that balances the breadth at hips and butt. The ruched top (Ann Taylor, $78) creates the impression of a nipped-in waist because the gathers guide the eye to the center of the body. Neither too long nor too full, this shirt won't look sloppy left untucked.
Ring, Tito Pedrini. Shoes, Report Signature.