Megan Calvet

Hard to say at this point, but Megan may be the rare Draper paramour who's tougher than she looks. In striking contrast to poor Allison, Megan is steely and seemingly unruffled by the emotional maelstrom that is Don Draper's inner life. Granted, a sudden engagement to someone you barely know is not a good sign, but Megan doesn't seem to harbor any romantic fantasies about perfection, which are part of what brought Don and Betty down so hard. Nothing illustrates her pragmatism better than the spilled milkshake in the Season 4 finale: Don and the kids tense up as if still expecting an explosion, but Megan takes it in stride.