The Lucy Show : Lucy and the Pool Hustler (1967)
Directed by Jack Donohue
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Synopsis by Hal Erickson
Making her first visit to the local pool hall upon its redecoration, Lucy (Lucille Ball) enters a tournament in hopes of winning the $100 prize. Her main competition is formidable indeed: A heavily rouged and perfumed female pool hustler named Laura Winthrop. Only the audience knows that "she" is a "he"--Laura is actually a man named Ace (played by comedian Dick Shawn), who has entered the tournament because he needs the money even more than Lucy. At the time this episode originally aired, Lucille Ball's husband Gary Morton described the script as a heady combination of The Hustler and Some Like It Hot. Well, sort of...