By far one of my favorite outfits involves long sleeves and shorts. If I could rock bare legs all year round I would (Chicago will not allow it). There is something I love about a great pair of slouchy shorts, a long sleeve top, and heels. You look so put together when in reality you're just wearing a sweatshirt. Jazz it up with some nude caged heels and a fun necklace. This outfit can take you from brunch with the girls to drinks with the boys.