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In New York City, Jack Jericho, an elementary school teacher who lives with and takes care of his ailing grandmother Nellie, is a bit of a scammer, most notably demonstrated by he continually rehearsing his corny pick-up line in front of the mirror. Along with his good looking but slightly broken down vintage red Camaro convertible and his surface charm, Jack scours the streets for women he is attracted to to use his well-rehearsed pick-up line, he asking the important questions, such as marital status of his potential conquests, after the fact if he asks at all, the answers to which he doesnt really care. These pick-ups work a small percentage of the time, which is good enough for him as he collects his conquests telephone numbers written down on a well-worn piece of paper he carries around with him at all times. Jack eventually uses his pick-up routine on two women he spies at a nightclub associated with who he will learn is mobster Alonzo Scolara. The first is Lulu, Alonzos dumb blonde girlfriend. The second is nineteen-year-old Randy Jensen, a tour guide at the American Museum of Natural History who lives with her alcoholic father Flash on Coney Island. Primarily through extra shifts at the museum and gambling, Randy is trying to pay off Flashs sizable debt to Alonzo, which is imminently due. Randy is however unwilling to sell her body as Alonzo will forgive part of that debt in return for sleeping with one of his "friends," drug kingpin Fernando Portacarrero who wants her and no one else. Randy is unlike anyone else hes ever managed to pick up, as she has his number down, but does hook up with him for what she considers a one-time only thing if only to escape her problems momentarily. In return, without yet knowing Randys full story, Jack does whatever he can to help her in his infatuation. What happens between Jack and Randy is affected by Alonzo, who needs to show whos the boss in changing the rules as it suits his whim.
In New York, the wolf, school gym teacher Jack Jericho flirts with every beautiful woman he stumbles upon on the streets with his red Camaro. When he meets the museum guide Randy Jensen, he has an unrequited crush on her. Jack stalks Randy and soon he learns that she gambles to pay a debt of US $25,481.00 her alcoholic father Flash has with the mobster Alonzo Scolara, and he decides to help her.
Molly Ringwald
Randy Jensen
Robert Downey Jr.
Jack Jericho
Dennis Hopper
Flash
Danny Aiello
Phil
Mildred Dunnock
Nellie
Harvey Keitel
Alonzo
Brian Hamill
Mike
Tamara Bruno
Karen
Vanessa Williams
Rae
Angie Kempf
Jack's Student
Polly Draper
Pat
Frederick Koehler
Richie
Robert Towne
Stan
Victoria Jackson
Lulu
Lorraine Bracco
Carla
Bob Gunton
Portacarrero
Clem Caserta
Clem
John Butera
Gene
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