17. 1962 Aston Martin DB4 Convertible

Movie Title: The Italian Job (1969)
Driver: Charlie Croker
Played By: Michael Caine

Complex Says: Everyone thinks of Minis when they think of The Italian Job. Perhaps that's because the heartbreak of the crushing death of this poor Aston is too painful. Apparently, someone didn't listen to Vincent Vega's advice about how to respect another man's car.