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

Where to Watch Kissing Jessica Stein Online

You can now watch Kissing Jessica Stein online on the following streaming services in the United States.

    • 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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