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Worst: Fifty Shades of Draper
Episode: "Man with a Plan" (607)
Remember when Don decided to keep Sylvia in a hotel room as his personal sex slave ("You exist in this room for my pleasure") and she kinda didn't mind, but then decided to break up with him after she had a vivid dream that he died? Yeah... that happened.
(Though it's worth noting that Linda Cardellini was exceptional in the break-up scene.)