Ben is the first of many characters on this list that blur the line between villain and friend. Like many of the great actors who play these roles, you don’t know whether to love him or hate him. He does horrible things on Lost, but he just loves mindfucking people so much that you know he is having fun, which corresponds to us (the constant viewer) to have a blast too. You know you have something special when you don’t know if you want to murder a character or have him over for dinner. The (very deserving) Emmy-award-winning Emerson plays this Character with such cruel nonchalance, it makes for compelling viewing. He also provides one of the best quotes to end any Lost episode ever: “So?” in Season 4.