Round 1 (Sean Connery vs Morgan Freeman)

This matchup is much more challenging. In terms of pure acting ability, Morgan Freeman is one of the best on this list. He is badass even when he is in an uplifting drama. The way he accepts his crimes in The Shawshank Redemption shows his badassery and his sorrow for his wrongs, simultaneously. Nobody does wise mentor, white or black, as good as Morgan Freeman does. Connery himself is the prototype badass, he made James Bond into James Bond. Daniel Craig is perhaps the only other person to do the role justice. Connery slept with women, drank martinis, killed bad guys, saved the world, and then slept with some more women (never Miss Moneypenny though). He was the action lead in the Rock, and he had to be at least 65. However, the major reason this one goes to connery is the sin on Morgan Freeman's part. Driving Miss Daisy was one of the least badass movies ever, and really was a non badass attempt at race relations. So for that Connery moves on