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  1. Jun 10, 2022 · Unlike the rest of the film’s major players, Herman-Wurmfeld was already acquainted with queer storytelling and was uniquely interested in directing a sapphic romance.

    • Scott Cohen Got Arrested
    • Jennifer Westfeldt Was Tovah Feldshuh’S Assistant
    • Charles Herman-Wurmfeld Fought to Direct
    • Michael Showalter Improvised All His Lines
    • Jon Hamm Was Supposed to Play Josh
    • Audiences Hated The Original Ending, So They Changed It
    • A Lasting LGBTQ Legacy

    Kissing Jessica Steinwas a small production, and often shot in friends’ and families’ homes. When filming at Westfeldt’s parents’ house in Connecticut, Scott Cohen (who played Jessica’s prickly boss Josh) was mistakenly arrested while getting coffee at a nearby deli. “I hear this siren behind me. This cop gets out of his car, and he puts my hands b...

    One of the best scenes in Kissing Jessica Stein is the conversation between Jessica and her mother, Judy (Tovah Feldshuh), on their front porch, when Judy acknowledges Jessica’s relationship with Helen. While the chemistry came from the writing, it was enhanced by the time that Westfeldt worked as Feldshuh’s assistant. During that gig, Feldshuh rem...

    When looking for a director, initially Juergensen and Westfeldt wanted someone with more experience, since they themselves were so green in the movie-making process. Westfeldt had called up Eden Wurmfeld, a friend of hers, who was a pretty experienced indie film producer and, as Westfeldt describes, the “adult” of the group. Wurmfeld’s brother, Cha...

    There’s a lot of random celeb spotting when watching Kissing Jessica Steintoday — stars like Idina Menzel and Michael Ealy show up. And comedian/actor/director Michael Showalter appears as one of Helen’s many lovers in an early scene. It’s something that wouldn’t be terribly memorable if Showalter didn’t talk about hanging a bookmark off his genita...

    While Scott Cohen ended up playing the role of Josh, as recommended by Camryn Manheim, Jon Hamm originally read for the part with Juergensen and Westfeldt. If you are a Kissing Jessica Steinsuperfan, you’ll know he has a small role as a guy Jessica’s friends try to set her up with in the beginning of the film. Juergensen said that when it came time...

    While some audiences still were disappointed with the Kissing Jessica Stein ending (Westfeldt jokes about always having divisive endings in her films) the original reallypissed people off. Juergensen says the ending they originally shot had Jessica go to Josh’s house with clear intentions of seeing him, instead of them running into one another. “Th...

    The film earned critical acclaim at release but also garnered criticism for its ending (Jessica and Helen — spoiler alert! — don’t end up together). Yet it still resonates with the LGBTQ community. Jackie Hoffman (Feud), who played Jessica’s pregnant BFF, remains proud of the film. “Lesbians, first of all, love it. One time it was a cop who says, ‘...

  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. Jan 19, 2020 · Kissing Jessica Stein (2001) Directed by: Charles Herman-Wurmfeld. Cat Out of the Bag Alert! This review contains some spoilers for this film! Synopsis: Jessica Stein (Jennifer Westfeldt) is looking for true love and is shocked when she finds it in the form of Helen (Heather Juergensen).

  4. Mar 13, 2002 · Directed by Charles Herman-Wurmfeld. Rated R, 96 minutes. The amusing but extremely derivative ''Kissing Jessica Stein'' would work better if it stopped congratulating itself in each scene.

    • Charles Herman-Wurmfeld
  5. May 2, 2001 · Their resulting onscreen dynamic, ably guided by Charles Herman-Wurmfeld’s breezy direction, feels entirely naturalistic. Supporting turns are also first-rate.

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  7. Mar 22, 2002 · Director Charles Herman-Wurmfeld and writers Westfeldt and Juergensen steer a canny course between the movie's theme (that women can find romantically and spiritually fulfilling relationships...