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 1 of 38 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 1 Dress up a throwback look with heels. If you're feeling a little intimidated by shorts, know that the heels helps elongate and flatter your legs. Previous Next Start Slideshow Street StyleFashion TrendsStyle How-ToShorts