When the world got its first glimpse of the future Princess of Wales, teenager Diana Spencer, she had a short shag cut. Diana stayed true to the short do, and it led to her most iconic cut in 1990. Hairstylist Sam McKnight met Diana on a Vogue shoot, at the end of which Diana asked him what he’d do to her hair if he had free reign. “I said, ‘Well, I’d just cut it all off and start again,’ because it was 1990,” McKnight told Vogue. “I said, ‘Cut it off, get rid of the ’80s frou-frou and start again with a minimal, short haircut.’ Which is what we did.”