Highway of Heartache (1996)
Highway of Heartache is a 1996 feature film that was billed as the first Canadian country-western drag queen musical. Written and directed by Gregory Wild, the film follows the misadventures of Wynona-Sue Turnpike (Barbara Chamberlin, who also write the film’s score) on a raucous and unlikely road to Nashville superstardom. Backed up by a pair of transvestite guardian angels (played by The Big Wigs), Wynona-Sue faces a variety of indignities including an abusive husband, the threat of life imprisonment and venereal disease. The film’s humor ranged from gross-out to surreal (the heroine’s gynecologist was an Elvis Presley imitator), and the entire film was shot on Day-Glo sets designed and built by Wild.
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