Since the first informal ceremony in 1944, the Golden Globe Awards have become a night for Hollywood to hang loose—a chance for television and film stars to hit the red carpet together, sporting playful hair and makeup that, looking back, have become a benchmark of beauty by 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’s hair and makeup moments all the more compelling. From Grace Kelly’s sleek ’50s bun to Lupita Nyong’o’s ethereal skin, here are 21 standout looks that prove that risk-taking beauty is timeless.
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