Kissing Jessica Stein

Kissing Jessica Stein (2002)

When it comes to love, sometimes she just can't think straight.

Comedy

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.

star 6.0 6.5 72 83%
  • Release Date: 2002-03-13
  • Runtime: 1h 37min
  • Director: Charles Herman-Wurmfeld

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Trailer

Cast

  • Jennifer Westfeldt

    Jessica Stein

  • Heather Juergensen

    Helen Cooper

  • Scott Cohen

    Josh Myers

  • Jackie Hoffman

    Joan

  • Tovah Feldshuh

    Judy Stein

  • Michael Mastro

    Martin

  • Carson Elrod

    Sebastian

  • Jon Hamm

    Charles

  • David Aaron Baker

    Dan Stein

  • Esther Wurmfeld

    Grandma Esther

  • Hillel Friedman

    Rabbi

  • Ben Feldman

    Ben Feldman

  • Ben Weber

    Larry

  • Brian Stepanek

    Peter

  • Jennifer Carta

    Rachel - Dan's Fiancée

  • Idina Menzel

    Bridesmaid

  • Vinny Vella

    Cab Driver

  • John Cariani

    Chuck

  • Kevin Sussman

    Calculator Guy

  • Jim J. Bullock

    Not-Yet-Out Gay Guy

  • Hayden Adams

    Weird Smooth Guy

  • Christopher Berger

    Malaprops Guy

  • Alysia Reiner

    Schuller Gallery Artist

  • Tibor Feldman

    Roland

  • Michael Showalter

    Stephen

  • Michael Ealy

    Greg

  • Allen Fitzpatrick

    Matthew

  • Julie Lauren

    Josh's Date

  • Jimmy Palumbo

    Cheesy Pick-up Guy #1

  • Ilana Levine

    Helen's New Girlfriend

  • Naomi Scott

    Seductive Woman at Gallery

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