Mad Men's Saddest Affairs

Which 'Mad Men' Affair Were You Saddest About?

From the very moment we meet him, Don Draper is cheating on his wife. In fact, on Mad Men, just about everyone cheats on their spouses at some point, sometimes out of emotional desperation, sometimes out of the desire to be cruel, sometimes out of lust, and sometimes out of actual love. But many of these romances — like many things on Mad Men, in general — seem plagued by an ambient sense of tragedy, either present or impending. Cheating: It's sort of exciting, but also a huge bummer.

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