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  1. Kissing Jessica Stein is a 2001 American independent romantic comedy film, written and co-produced by the film's stars, Jennifer Westfeldt and Heather Juergensen. The film also stars Tovah Feldshuh and is directed by Charles Herman-Wurmfeld. It is one of the earlier film appearances of actors Jon Hamm and Michael Showalter.

  2. Apr 5, 2002 · Kissing Jessica Stein: Directed by Charles Herman-Wurmfeld. With Jennifer Westfeldt, Tovah Feldshuh, Heather Juergensen, Esther Wurmfeld. A woman searching for the perfect man instead discovers the perfect woman.

    • (17K)
    • Comedy, Drama, Romance
    • Charles Herman-Wurmfeld
    • 2002-04-05
  3. Jun 10, 2022 · That concept became “Kissing Jessica Stein,” a film about two women who explore a relationship with each other, after being exhausted by New Yorks male dating pool.

  4. Mar 13, 2002 · Jessica (Jennifer Westfeldt) is at the end of her emotional rope. She happens upon an intriguing personal ad, whose only drawback is that it's in the "women seeking women" section. On a daring ...

    • (121)
    • Charles Herman-Wurmfeld
    • R
    • Jennifer Westfeldt
  5. Jessica Stein begins an intense friendship with a career woman...which ultimately leads to romance.

  6. Jessica Stein (Jennifer Westfeldt) is a 28-year-old sensitive, but neurotic, New York journalist who is at the end of her emotional rope. Her brother Dan (David Aaron Baker), is engaged. Her best friend and co-worker Joan (Jackie Hoffman) is pregnant.

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  8. Feb 8, 2019 · The Kissing Jessica Stein cast came together to unearth stories from the little gem of a film that grossed only $7 million but has become a major touchstone for the LGBTQ community.