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  1. 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.

  2. Jessica Stein is a single, straight, successful, journalist, part of a bonded Jewish family living in New York City, who finds herself not as straight as she thought when Jessica meets and begins an intense friendship with career woman Helen Cooper which ultimately leads to romance.

  3. Kissing Jessica Stein (2001) cast and crew credits, including actors, actresses, directors, writers and more.

  4. Actress: Kissing Jessica Stein. Jennifer is an American actress and filmmaker, who is perhaps best known for writing and starring in the indie hits, Kissing Jessica Stein (2001) and Friends with Kids (2011).

  5. 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.

  6. When Jessica and her mother are getting their bridesmaids dresses fitted, Helen is upset to learn that Jessica never mentioned her brother's upcoming wedding. But the wedding would surely have been discussed at the Shabbat dinner at the Steins' that Helen attended three months prior.

  7. Heather Juergensen. Actress: Kissing Jessica Stein. Heather Juergensen was raised in the Brooklyn borough of New York City. After graduating from Stuyvesant High School in 1987, she began writing and performing for the stage in both New York and Los Angeles.

  8. Actress: Kissing Jessica Stein. Jennifer is an American actress and filmmaker, who is perhaps best known for writing and starring in the indie hits, Kissing Jessica Stein (2001) and Friends with Kids (2011).

  9. She has also received two Emmy Award nominations for Holocaust and Law & Order, and appeared in such films as A Walk on the Moon, She's Funny That Way, and Kissing Jessica Stein. In 2015-2016, she played the role of Deanna Monroe on AMC's television adaptation of The Walking Dead.

  10. This movie is about the survival of the open-minded. As far as current American independents go, it's the fastest and the funniest. Delivers that rare combination of winning traits. It's a low-key comedy with a risque hook -- a seemingly straight woman dabbles in lesbianism -- yet it maintains an old-fashioned faith in literate dialogue ...