Popsugar Fashion Street Style How to Wear Shorts How to Wear Shorts Anywhere — That's Not the Gym or a Festival 28 January 2019 by Hannah Weil McKinley View On One Page Photo 27 of 38 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 27 Cycling shorts are ultraflattering when worn with heels and a blazer belted to show off your waist. Previous Next Start Slideshow Street StyleFashion TrendsStyle How-ToShorts