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If you're curious who the Ryan Gosling of the 1960s was, look no further than Steve McQueen. He has two entries on this list, Bullitt and The Thomas Crown Affair (and you should definitely check him out in The Magnificent Seven, The Great Escape and The Towering Inferno).
Bullitt is a police thriller that pits McQueen against the mob. It features a car chase through the streets of San Francisco that is generally regarded as one of the best chase scenes in cinematic history.