In this dynamic film debut, well-known Spanish trans philosopher Paul B. Preciado utilizes Virginia Woolf’s seminal gender-changing novel Orlando as a vehicle to reflect on trans identity, experience, culture, and history. Shifting imaginatively from narrative sequences to talking head reflections to delightfully innovative combinations of both (and neither), this philosophical, playful, and deeply affirming transmasc essay film explores bold new possibilities in cinematic form. Along with other recent ambitious trans filmmaking like Vera Drew’s The People’s Joker and Jane Schoenbrun’s I Saw the TV Glow, Orlando, My Political Biography has been hailed as spearheading a “New Trans Cinema.”