Who knew that a piece as basic as a sweatshirt could be so versatile? Of course it's perfect for casual comfort, but this closet staple can even be dressed up a little when paired with a pencil skirt or slim leather pants. As long as you opt for a style that leans more toward classic everyday wear and less toward hitting-up-the-gym, a sweatshirt makes a must-have piece for fall and winter. 

Look for a straight, looser fitting silhouette, like this one from H&M. It hits at the hip and is loose through the waist, so it's flattering on just about any body type.


Sweatshirt: H&M | Pencil Skirt: J.Crew | Necklace: Katie Waltman Jewelry | Pumps: Michael Kors

The key to dressing up a sweatshirt is keeping it simple, but still tasteful. Pair it with a pencil skirt, a pair of statement (but still neutral) pumps and a gold necklace and you'll have a perfect juxtaposition between casual and classy.



Sweatshirt: H&M | Jeans: Bastille | Shoes, Converse: Nordstrom | Jacket: Athleta | Hat: J.Crew

Just because you're sporting a sweatshirt doesn't mean you have to look like you just rolled out of bed. Boyfriend jeans, a pair of basic tennis shoes and a jacket look put together, but still offer comfort. And if it's a bad hair day, a wool baseball cap does a really great job of hiding it. 


Sweatshirt: H&M | Pants: Cake Boutique | Vest: Forever21 | Shoes, Kate Spade: Nordstrom

A pair of leather skinnies, ankle booties and a fur vest are a combo that's street chic and dressed up enough for datenight.