Sex in Drag

Sex in Drag (2025) is a documentary directed by John Mark Hostetler rated 0.0/10.

An intimate, unfiltered portrait of Sherry Vine - a performer who’s spent her life straddling gender, sexuality, and the unforgiving streets of New York City. What begins as a bawdy tale of her first hookup in drag with a drug dealer evolves into a deeper meditation on what it means to be desired—not just as a spectacle, but as a person. In Sex in Drag, Sherry Vine reflects on her most formative sexcapades and how defying labels, navigating secrecy, and grappling with hetero norms have led her to a love life in the margins. With sharp wit and aching honesty, Sherry dismantles the binary thinking around sexuality and challenges the shame and rigidity that still cling to queer desire.