Kissing Jessica Stein
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.
Cast
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Jennifer Westfeldt
Played Jessica Stein
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Heather Juergensen
Played Helen Cooper
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Scott Cohen
Played Josh Myers
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Jackie Hoffman
Played Joan
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Tovah Feldshuh
Played Judy Stein
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Michael Mastro
Played Martin
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Carson Elrod
Played Sebastian
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Jon Hamm
Played Charles
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David Aaron Baker
Played Dan Stein
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Esther Wurmfeld
Played Grandma Esther
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Hillel Friedman
Played Rabbi
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Ben Feldman
Played Ben Feldman
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Ben Weber
Played Larry
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Brian Stepanek
Played Peter
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Jennifer Carta
Played Rachel - Dan's Fianc…
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Idina Menzel
Played Bridesmaid
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Vinny Vella
Played Cab Driver
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John Cariani
Played Chuck
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Kevin Sussman
Played Calculator Guy
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Jim J. Bullock
Played Not-Yet-Out Gay Guy
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Hayden Adams
Played Weird Smooth Guy
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Christopher Berger
Played Malaprops Guy
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Alysia Reiner
Played Schuller Gallery Art…
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Tibor Feldman
Played Roland
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Michael Showalter
Played Stephen
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Michael Ealy
Played Greg
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Allen Fitzpatrick
Played Matthew
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Julie Lauren
Played Josh's Date
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Jimmy Palumbo
Played Cheesy Pick-up Guy #…
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Ilana Levine
Played Helen's New Girlfrie…
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Naomi Scott
Played Seductive Woman at G…
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