Poster for Kissing Jessica Stein (2002)

Movie R

Kissing Jessica Stein (2002)

Mar 13, 2002 · 1h 37m

6.0/10 TMDB user score
258 votes on TMDB

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

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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Top cast

  • Jennifer Westfeldt Jennifer Westfeldt Jessica Stein
  • Heather Juergensen Heather Juergensen Helen Cooper
  • Scott Cohen Scott Cohen Josh Myers
  • Jackie Hoffman Jackie Hoffman Joan
  • Tovah Feldshuh Tovah Feldshuh Judy Stein
  • Michael Mastro Michael Mastro Martin
  • Carson Elrod Carson Elrod Sebastian
  • Jon Hamm Jon Hamm Charles
  • David Aaron Baker David Aaron Baker Dan Stein
  • Esther Wurmfeld Esther Wurmfeld Grandma Esther
  • Hillel Friedman Hillel Friedman Rabbi
  • Ben Feldman Ben Feldman Ben Feldman
  • Ben Weber Ben Weber Larry
  • Brian Stepanek Brian Stepanek Peter
  • Jennifer Carta Jennifer Carta Rachel - Dan's Fiancée
  • Idina Menzel Idina Menzel Bridesmaid

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