"Men`s crisis" has emerged as a major social problem in America since the 1980s, replacing the crisis of middle class women in the late 1960s described by Betty Friedan as the "unnameable disease." What needs to be noted is that the current men`s crisis is not just a by-product of the success of feminism but rather emerged concomitantly with the crisis of feminism itself. This concomitant crisis of men and women can be interpreted as a symptom of the gradual weakening of gender opposition in contemporary American society, causing feminism to seriously re-think "post-gender" or "postfeminist" social phenomena. In this changing gender environment, the binary opposition of man and woman, masculinity and femininity needs to be reconsidered from a more flexible perspective with a special attention to differences within each gender as well as between two genders. This paper attempts to read multiple forms of masculinity from normative masculinist to marginalized "feminine," found in representations of homosexual, black and Asian men. Masculinity and femininity as cultural constructs are dissociated from sex as naturally given, and freely adopted and appropriated by either gender. This paper argues that the phenomenon of gender swapping, i.e. the appropriation of femininity by men and of masculinity by women is not an uncritical acceptance of existing gender norms but rather a subversive "parody" of them, deconstructing fixed gender roles and resulting in more flexible and unstable gender models.