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Kissing Jessica Stein (2001) is a U.S.independent romantic comedy film, written and co-produced by the film's stars, Jennifer Westfeldt and Heather Juergensen. The film also stars Tovah Feldshuh and is directed by Charles Herman-Wurmfeld. The movie is based on a scene from the 1997 off-Broadway play by Westfeldt and Juergensen called Lipschtick. Twenty-eight-year-old Jessica Stein (Jennifer Westfeldt), a Jewish heterosexual copyeditor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement containing a quote from Rilke that she had read and admired earlier. The advertisement has been placed by 'lesbian-curious' Helen Cooper (Heather Juergensen), a thirtysomething art gallerist who is dissatisfied by her meaningless sex with men. Given some of the men Jessica is shown to be test-dating at the start of the film, ranging from borderline gay to nerd, some would probably say that it's no surprise she'd want...This information was automatically generated from Freebase article Kissing Jessica Stein. You should replace/update it...