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While many feminists - especially those who came of age in the 1980s and '90s - recognize that trans women can be allies in the fight to eliminate gender stereotypes, others, particularly those who embrace gender essentialism, believe that trans women foster sexism by mimicking patriarchal attitudes about femininity, or that we objectify women by trying to possess female bodies of our own. Many of these latter ideas stem from Janice Raymond's 1979 book 'The Transsexual Empire: The Making of the She-male', which is perhaps the most infamous feminist writing on transsexuals. Like the media makers discussed earlier, Raymond assumes that trans women transition in order to achieve stereotypical femininity, which she believes is an artificial by-product of a patriarchal society. Raymond does acknowledge, reluctantly, the existence of trans women who are not stereotypically feminine, but she reserves her most venomous remarks for those she calls 'transsexually constructed lesbian-feminists', describing how they use 'deception' in order to 'penetrate' women's spaces and minds. She writes, 'Although the transsexually constructed lesbian-feminist does not exhibit a feminine identity and role, he [sic] does exhibit stereotypical masculine behavior.' This puts trans women in a double bind, where if they act feminine they are perceived as being a parody, but if they act masculine it is seen as a sign of their 'true' male identity. This damned-if-they-do, damned-if-they-don't tactic is reminiscent of the pop cultural deceptive/pathetic archetypes.
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Julia Serano (Whipping Girl: A Transsexual Woman on Sexism and the Scapegoating of Femininity)