Transamerica

Transamerica is a 2005 American comedy-drama film written and directed by Duncan Tucker, and starring Felicity Huffman and Kevin Zegers. Released by IFC Films and The Weinstein Company, the film premiered at the Berlin International Film Festival on February 14, 2005, and to theaters in the United States on December 2, 2005. The screenplay, inspired in part by conversations between Tucker and his then roommate Katherine Connella, tells the story of Bree (Huffman), a trans woman, who goes on a road trip with her long-lost son Toby (Zegers). The film received positive reviews and won multiple awards, including Huffman winning a Golden Globe and a nomination for an Academy Award. Plot One week before her vaginoplasty, a trans woman named Sabrina "Bree" Osbourne receives an unexpected phone call from a young man named Toby Wilkins, a 17-year-old jailed in New York City. He asks for Stanley Schupak (Bree's birth name), claiming to be her son. Bree was previously unaware she had a son; she now wants to break with her past and renounce him. However, Bree's therapist refuses to sign off for her operation if she does not face up to her past ties.