High-Heeled Outfits Alternatively, wear a red blouse with a maxi skirt, sunglasses, and cobalt blue heels. Try pairing a polka dot skirt with a printed t-shirt, an orange belt, a black leather jacket, and black shoes for a casual look. Polka Dots are here to stay, so if you're going out in one, put together a high-heeled outfit that will make sure you don't get left at the door. Whether you go for classic or quirky, high-heeled outfits are always a hit.