Ron Galella, King of the Paparazzi

Ron Galella, King of the Paparazzi
Ron Galella / Got the Shot Productions

Crazy for You
Sean Penn had infamous run-ins with the paparazzi from the day he met Madonna. One such incident in 1987 — the same year this photo was taken — led to him being arrested for assaulting a photographer on a film set. Penn was sentenced to 60 days in jail; he served roughly half that time. "I still think photographers should be lashed out at," said an unrepentant Penn in 2007. "They should be put in a cage where you can poke them with a stick for a quarter." Penn and Madonna, in matching sunglasses during the second year of their four-year marriage, ooze an effortless cool — even if Penn's sneer is plain to see.

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