It's the comfiest thing in the world, perfect with jeans and those ratty cutoff shorts by day, but for evening, can you really wear a sweatshirt out in public? On a date? To a club? Yes. Absolutely. A sweatshirt, particularly a thin, slouchy one, can add carefree coolness to a dressy outfit. We show you how to rock the sweatshirt with dressy shorts, sequins, and cropped pants. Click our slideshow to get our styling tips and shop the outfits.