This book seeks to give an overview of how gender and representation come together in various configurations in the history and contemporary culture of Singapore and Malaysia. It examines the discursive construction of gender, sexuality and representation in a variety of areas, including the politics of everyday life, education, popular culture, literature, film, theatre and photography. Chapters examine a range of tropes such as the Orientalist "Sarong Party Girl," the iconic "Singapore Girl" of Singapore Airlines, and the figure of pious Muslim femininity celebrated by Malaysian NGO IMAN, all of which play important roles in delineating limitations for gender roles. The collection also draws attention to resistance to these gender boundaries in theatre, film, blogs and social media, and pedagogy.