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Myles is divorced in L.A. He wants a love life and a film career. So he decides to go on 20 dates and find true love in front of a camera, making his first feature. His patient agent, Richard, finds a $60,000 investor, the shadowy Elie. Myles starts his search, sometimes telling his date she's being filmed, sometimes not. Elie wants sex and titillation, Myles wants it "real." Myles regularly talks with his old film teacher, Robert McKee, who wonders if love is possible in modern life. Half-way through the 20 dates, Myles meets Elisabeth; she's everything he desires and she likes him. Can he finish the 20 dates, satisfy Elie, and complete his film without losing Elisabeth?
Where To Watch.
Currently 20 Dates is available for streaming online, rent, buy or watch for free on: Chili
Streaming in:🇬🇧 United Kingdom
20 Dates is a 1998 American mockumentary film. Myles Berkowitz directs and stars as himself, a man who decides to combine "the two biggest failures in my life--professional and personal" by setting out on a filmed quest to have 20 dates and come out with both a movie career and a love interest. While most of his dates are disasters of varying stripes, Myles ultimately meets the lovely Elisabeth on his 17th date and they completely hit it off, leaving him with a new dilemma when he wants to finish the movie anyway and puts his new romance at risk.