Some of the most dismal conversations I can remember from the early 1990s were those I had with other women—friends and acquaintances—about Naomi Wolf’s immensely popular feminist study The Beauty Myth. If the book spurred new ways of thinking about women’s identity in general, it was also taken up, at least by people I knew, as a kind of self-help book, a blanket explanation for all of their own insecurities and anxieties: They’d decided that the media, in general, and supermodels, in particular, were the direct cause of their own low self-esteem, and that knowledge had turned on a kind of passive helplessness in them. If only I Feel Pretty were around back then.