India, June 19 -- The Peter Pan (Broadway, 1905). Named not for the boy who never grew up, but after the Broadway actress who played him in 1905 and turned the flat, round-edged collar into a fashion sensation. Years later, Princess Diana rocked it at polo matches, hospital visits and foreign tours. Taylor Swift wore one through her Red and 1989 eras, pairing it with cardigans, cat-eye liner and her signature red lip. Just like Peter Pan, this trend never grows old.

The Ruff (16th century Europe). To wear or not to wear? Tis not a question Shakespeare had to grapple with, because the XXL collar distracted us from his baldness and questionable facial hair. It took six yards of fabric, 600 pleats and a wire frame just to stay upright. Lady...