Jackie Brown (1997)
We had to do it. In a long and storied film career, Samuel A. Jackson's ruthless L.A. gun-runner Ordell Robbie still stands as one of his top five most memorable roles. Part of that was thanks to some hilarious dialog courtesy of Quentin Tarantino ("How do you live here girl? This is some repugnant shit!") but we'd be remiss if we didn't point out his fearless, so-gaudy-it's-awesome style choices. Yes, including the ponytail. Ordell was a true modern-day West Coast pimp, complete with a young, incredibly hot Bridget Fonda on his arm.