Since the fedora can add a masculine edge to your look, you’ll want to keep things feminine with loose, flowing waves. And hat hair is less noticeable on waves (versus a pin-straight look), so this type of style will benefit both you and your hair.

Start by spraying your hair with a texturizing spray like KMS California Hair Play Texture Blast, $10.98, and allow it to air dry for a natural finish. If you want to touch up your waves, mist them with a heat setting spray (try Matrix Thermal-Active Setting Spray, $10.89) and wrap large sections of hair around a 2-inch curling iron before you put your hat on, says Grmolyes.