32. Megan Calvet Draper
Showcase Episode: "Tomorrowland"
Strange as it seems now, for a dozen episodes or so, Milkshake Megan was the show's smartest and most intriguing character. Even though Don barely knows this girl, he marries her because she's the first human he's ever met who knows how to wipe up a spilled milkshake without tears. Like a lot of decisions people make on Mad Men, it seemed like a good idea at the time. But then Megan quit the firm to be an actress and instantly turned into a whimpering annoyance, despite her still-admirable taste in miniskirts. (Respect to the outfit she wore the night the Draper residence got burglarized, while she was "off on the casting couch," as Betty tactfully put it.) She makes the list based on her early achievements in zou-bisou-ology.