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Feature film — 2002

Kissing Jessica Stein (2002)

6.01h 37mComedy

Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by 'lesbian-curious' Helen Cooper, a thirtysomething art gallerist.

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A high-signal pick with 258 votes.

Michael Alden Productions / Fox Searchlight Pictures / Brad Zions Films / Eden Wurmfeld Films / Cineric

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Director: Charles Herman-Wurmfeld

On screen

Cast & crew

Jennifer Westfeldt as Jessica Stein

Jennifer Westfeldt

Jessica Stein

Heather Juergensen as Helen Cooper

Heather Juergensen

Helen Cooper

Scott Cohen as Josh Myers

Scott Cohen

Josh Myers

Jackie Hoffman as Joan

Jackie Hoffman

Joan

Tovah Feldshuh as Judy Stein

Tovah Feldshuh

Judy Stein

Michael Mastro as Martin

Michael Mastro

Martin

Carson Elrod as Sebastian

Carson Elrod

Sebastian

Jon Hamm as Charles

Jon Hamm

Charles

David Aaron Baker as Dan Stein

David Aaron Baker

Dan Stein

Esther Wurmfeld as Grandma Esther

Esther Wurmfeld

Grandma Esther

Hillel Friedman as Rabbi

Hillel Friedman

Rabbi

Ben Feldman as Ben Feldman

Ben Feldman

Ben Feldman

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