How to pair a Sweater Dress- Go for a relaxed, lazy day look if the sweater dress has a classic, preppy, bohemian, hipster or rock look to it. Think big rings- and lots of them! Pair with Toms, casual wedges or flats. Sunglasses if its sunny out to match your shoe color! If you roll up or fold the sleeves you can pile on that arm candy. Have fun with it!