Dirty Harry (1971), Magnum Force (1973), The Enforcer (1976), Sudden Impact (1983), The Dead Pool (1988)

Even in a world where police violence is a too-often occurrence, Clint Eastwood’s ruthless cop still comes off undeniably cool, almost exclusively due to his steely performances. It’s hard not to feel a rush of adrenaline when you see Clint’s through-the-teeth delivery of “Go ahead, make my day” or “Do you feel lucky, punk?” While his relevance to the modern world has diminished significantly since the ’70s and ’80s, Dirty Harry will always hold a special place as one of the coolest characters in movie history.