Research on female politicians suggests that women face a double bind. Female politicians must embrace their femininity but not be too feminine, and they must demonstrate masculinity without deviating from gender norms. Hillary Clinton has often struggled with this balance, which has resulted in conflicting and inconsistent portrayals of her in the news. To examine the extent of this coverage, this study provides a longitudinal analysis of Clinton's personal and professional media coverage in the New York Times. A content analysis of news coverage of Clinton from 1969 to 2016 shows that she has largely not been bound to gender labels, gender traits, or mentions of physical appearance. In addition, Clinton was not overly discussed as a novelty or norm challenger. These findings contradict previous literature, demonstrating a potential trend away from using gender as a descriptor for or limitation to female politicians.