Marcus Hoffman / WENN

Leelee Sobieski, age 15, at the ‘Never Been Kissed‘ premiere

Leelee Sobieski (left) and Drew Barrymore pose on the red carpet at the premiere of their romantic comedy, Never Been Kissed. This was in Los Angeles on March 30, 1999. Leelee Sobieski was born on June 10, 1983, so she was, remarkably, just 15 years old when this photo was taken. Drew Barrymore, the showbiz vet, was born in February of 1975, and so was an oldster of 24 at the time.

See our biography of Leelee Sobieski