Here are some shaggy haircuts that will make you obsessed with your mid-length hair all over again. Medium Curly Shag. Medium Curly Shag. Messy Shag with Jagged Bangs. Super Short Layered Shag. Chic Shaggy Cut with Front Bangs. Chunky Layers for Thick Hair. Medium Curly Shag. Light Brown Soft Haircut. Let's see some of the best examples of shag haircuts for medium length hair in pictures. #1: Shaggy Chestnut Locks. Save. Medium Shaggy Wavy Hairstyle. Shag hair styles are gorgeous. Whether you're opting for a shaggy bob or leaving your hair long, we have tips from stylists and celebrity.