Sheryl Crows' hair color is just out of this world! The curls in this hairstyle really show off her hair color in a gorgeous light. The middle path really helps shape the face nicely as everything falls evenly on both sides. You are going to need to apply some product to ensure that you do not have curls dropping or fly away pieces of hair throughout the day. Due to the openness of this look, glasses will suit this look nicely.
You are going to need to trim your hair once every 6 weeks or so to keep the ends of your hair looking healthy.
Makeup-wise, you can pretty much do any look you want. Just remember that even though the curls are going to contour your cheekbones, you need to still highlight those areas as well as your nose, forehead and upper lip area.