The stretchy knit fabric and racerback straps of this Roland Mouret become ultra-flattering and feminine when paired with a nipped-in waist and flippy, tennis-esque skirt. Add metallic, strappy sandals for a date-night-ready ensemble.

Skorts have never looked so cool. These architectural shorts by Alexander Wang have an overlay in the front that gives the illusion of a skirt. Pair with a simple, neutral-colored t-shirt and minimalist sandals to keep the look clean and sophisticated.

The sunny yellow color of this McQ Alexander McQueen tote will brighten your workdays more than that third cup of coffee. The clean lines and black and white color-blocked accents make it surprisingly versatile.

These leather Newbark slides are way cooler than the rubber ones you donned post-soccer practice in high school. Sleek, glossy straps look sporty without being clunky.

This '60s-inspired Tory Burch polo shirt feels ultra-fresh thanks to crisp white stripes. Go preppy and pair it with structured shorts, or try it with something more unexpected like a maxi skirt.