In an emblematic scene from John Rechy’s City of Night, a transgender drag queen lipsyncs along to the gramophone and – for a moment – the woman’s voice on the record fulfills her desired gender expression. The desire for queer expression begets queer uses of media technology, and in turn, media technology constitutes queer subjects. This project embeds literature by LGBT-identified authors within a history of media evolutions and concurrent queer revolutions, examining the central role of media technology in the making of queerness and the affordance of queer socialization, activism, and community from the 1930s to the present day. For the assembled authors – Christopher Isherwood, John Rechy, Audre Lorde, Harvey Fierstein, and Tony Kushner – queer media practices serve as the raw material for the media metaphors in their literature. Through the mobilization of the term “transmediations,” which describes the translation between or across multiple media, I trace how the selected authors interface between an array of seemingly incompatible media (telephone calls, vinyl records, and radio and television broadcasts) within textual genres like the novel, poetry, and drama. I argue that these queer writers occupy the dual role of author and archivist, creating literature that documents queer media ephemera, disrupts linear accounts of history, and puts forward a more literary model of the queer past. Adopting a transhistorical perspective, I demonstrate how their texts reinvent themselves into new models of storage and transmission as podcasts, video games, and multimedia performances that reflect on the interrelationship between queerness, media technology, and the archive.