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Comedy drama starring Felicity Huffman as a pre-operative transsexual named Bree. One week before going under the knife, Bree learns that she fathered a boy who is now 17 and in trouble with the law. Bree helps her son, Toby (Kevin Zegers), who believes that she is simply a do-gooder. She buys a car and the two take a road trip to Los Angeles, Bree all the while attempting to keep from Toby the truth of the situation.

Felicity Huffman leaves the glamour of DESPERATE HOUSEWIVES behind and makes a surprising diversion with this offbeat film. Playing an uptight male-to-female transsexual named Sabrina Bree Osbourne (nee Stanley), Huffman gives a remarkable performance. Readying herself for the final snip that will make her womanly transformation complete, Bree's life takes a sudden turn when she receives a phone call from New York. Her son, Toby (Kevin Zegers), has been jailed, and Bree needs to post bail for him. The only problem is, Bree didn't know she had a son, but her therapist refuses to give her written permission to have the final part of her sex-change operation if she doesn't go, so Bree heads east from her California home. Thinking Bree is a Christian missionary, gay hustler Toby informs her of his intention to becom a porn star on the west coast, which brings out plenty of motherly instincts in the worried cross-gender father. So the two take a road trip back west, with Bree flailing in her attempts to tell Toby the truths about who she is and what she once was. Writer/director Duncan Tucker gets the balance between comedy and drama just right as he gently squeezes Bree's various revelations to Toby onto the screen. But it's Huffman who really shines, with her vocal inflections, makeup, and acting skills perfectly combining to give a convincing performance as the ultra-conservative Bree. Tucker doesn't focus too much on Bree's gender-hopping, instead crafting an emotional portrait of a highly dysfunctional family, while constantly dragging his audience back from the brink by weaving a killer laugh-out-loud line into the plot. A fine supporting cast in particular Fionnula Flanagan (THE OTHERS) as Bree's hilariously overbearing mother helps to deflect from the film's low-budget origins, with pithy dialogue and energetic performances combining to make TRANSAMERICA a wonderfully satisfying treat.