Charlize Theron Aged 14

Long before she was ruling the screen as an action icon and Oscar winner, fourteen-year-old Charlize Theron was rocking the ultimate late-eighties school portrait look. Even behind those gloriously oversized tortoiseshell glasses, that unmistakable movie-star gaze is already shining right through.
Clint Eastwood Aged 26

Before he was the rugged Man with No Name, a 26-year-old Clint Eastwood was happily doing the classic 1950s Hollywood beefcake routine. Posing shirtless by a rotary payphone in shiny striped swim trunks is about as far from Dirty Harry as you can get, and it makes this vintage snapshot an absolute treasure.
Stephen Colbert Aged 22

Before the horn-rimmed glasses and impeccably tailored late-night suits, a 22-year-old Stephen Colbert was effortlessly pulling off the ultimate 1980s heartthrob look. With that glorious mop of wavy hair, a scruffy college beard, and a megawatt grin, he looks less like a future political satirist and more like the lead singer of a charming indie folk band.
Britney Spears Aged 11

An eleven-year-old Britney Spears was already serving maximum nineties nostalgia in this unforgettable combination of a ruffled pirate shirt, a denim vest, and chunky combat boots. Even while sitting on the floor during her Mickey Mouse Club days, that mega-watt smile made it clear a pop princess was in the making.
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