Since the first ceremony in 1944, the Golden Globes have become a night for Hollywood to hang loose—a chance for television and film stars to hit the red carpet together, sporting expressive hair and makeup that, looking back, has become a benchmark of beauty by the decade.
See the ’70s glamour of Anjelica Huston, a white flower pinned into her dark hair and a young Jack Nicholson in tow, or Drew Barrymore fearlessly defining the ’90s with a flipped bob and pencil-thin brows. Unlike at the Oscars, there’s no playing it safe—and that has made the Globes all the more compelling.
From Grace Kelly’s sleek 50s bun to Lupita Nyong o s ethereal skin, here are 23 standout looks that prove why risk-taking beauty is timeless.