Masculinity is one of the key issues at stake in contemporary writing and gender studies. In their novels, Michael Chabon and Tom Wolfe both consistently make masculinity a prominent thematic and ideological concern. This study is the first full length scholarly work to take their work and their treatment of masculinity as its focus. How do these American authors critique the representation of masculinity within popular culture in Wonder Boys, The Amazing Adventures of Kavalier & Clay and Summerland, A Man in Full and The Bonfire of the Vanities? How do popular images of masculinity function for individual men and the way they experience their masculinities? A Dangerous Fiction investigates the ways in which Chabon and Wolfe strip masculinity of any illusion of an essential nature and expose it as something highly culturally dependent and explains how these novels suggest to understand masculinity in the contemporary world.