Don Draper's Type of Woman

Midge the beatnik, Joy the 21-year-old hedonist, and Candace the prostitute are just a few outcasts of society that Don Draper slept with. They each live radically different lives than him, which is probably their grandest allure. However, even Don has to cut ties with these women, because they teeter a little too far to the left.

Photo courtesy of AMC