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Kissing Jessica Stein (2001)

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A woman searching for the perfect man instead discovers the perfect woman.
8 wins & 3 nominations. See more awards »

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Cast

Cast overview, first billed only:
Jennifer Westfeldt ... Jessica Stein
Tovah Feldshuh ... Judy Stein
Esther Wurmfeld Esther Wurmfeld ... Grandma Esther
Hillel Friedman Hillel Friedman ... Rabbi
Ben Feldman Ben Feldman ... Himself
Robert Ari Robert Ari ... Sidney Stein
David Aaron Baker ... Dan Stein
Jennifer Carta ... Rachel - Dan's Fiancée
Ben Weber ... Larry
Brian Stepanek ... Peter
Nick Corley Nick Corley ... Howard
Jackie Hoffman ... Joan
John Cariani ... Chuck
Scott Cohen ... Josh Meyers
Christopher Berger Christopher Berger ... Malaprops Guy
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Storyline

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. Written by Anonymous

Plot Summary | Plot Synopsis

Taglines:

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

Genres:

Comedy | Drama | Romance

Motion Picture Rating (MPAA)

Rated R for sexual content and language | See all certifications »

Parents Guide:

View content advisory »
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Details

Country:

USA

Language:

English

Release Date:

5 April 2002 (USA) See more »

Also Known As:

Seeking Same See more »

Filming Locations:

Guilford, Connecticut, USA See more »

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Box Office

Budget:

$1,000,000 (estimated)

Opening Weekend USA:

$346,999, 17 March 2002, Limited Release

Gross USA:

$7,022,940, 7 July 2002
See more on IMDbPro »

Company Credits

Show more on IMDbPro »

Technical Specs

Runtime:

Sound Mix:

Dolby Digital

Color:

Color

Aspect Ratio:

1.85 : 1
See full technical specs »
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Did You Know?

Trivia

The cab scene where Helen and Jessica talk about blending lipstick was filmed after the filmmakers hailed a cab, paid the driver $20, the director drove, the director of photography was in the front seat and the sound woman climbed in the back trunk. See more »

Goofs

In the first kiss scene on the street, Jessica's sweater moves up and down her left arm between elbow and shoulder between shots (we do not see her move the sweater). See more »

Quotes

Jessica: [telling Helen why her relationship with Larry didn't work out] He just wasn't funny, you know? That's always been my problem, I think. Not smart or not funny. Or not smart and not funny. Or smart, but in a totally unappealing way like funny stupid or funny dopy, rather than funny witty, or funny irony or funny goofy. Or, you think they're smart- and then you realize that they're not- and that's funny. But funny tragic. And then, if you're lucky enough to find someone who's the right kind of ...
[...]
See more »

Crazy Credits

For our parents. See more »

Connections

References Cabaret (1972) See more »

Soundtracks

I Wish You Love
(Que Reste-t-il de nos Amours ?)
Music by Charles Trenet
French lyrics by Charles Trenet
English lyrics by Albert Beach
Performed by Blossom Dearie
Courtesy of EMI Virgin Music (ASCAP) and Capitol Records
Through arrangement with EMI-Capitol Special Markets
See more »

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User Reviews

 
A Risky Plot That Plays Beautifully-A Glorious Winner
16 March 2002 | by lawprofSee all my reviews

The mantra of the successful and single career woman in New York City, and undoubtedly elsewhere, seems to have evolved to "All the good men are either married or gay." But still, through singles ads and avocation-based meeting places and just hope they persevere. Few decide that answering an ad in The Village Voice placed by a lesbian or bisexual woman is an antidote to the scarce-available-man dilemma.

That's just what copy editor and hopeful painter "Jessica" (Jennifer Westfeldt) does in "Kissing Jessica Stein" leading to an awkward first encounter, then a close friendship and ultimately an intimate relationship with a stunning, smart and funny art gallery manager, "Helen" (Heather Jurgenson). The film tracks their relationships with each other and with the people in their lives - family, friends, co-workers.

The story could easily have sunk to the level of a zany, fluffy, sex comedy or, perhaps, strived to be a "message" drama. It does neither. What makes it wonderful is that all the characters have whole lives which they live in confusion and compassion, pathos and passion. Superficially, they are familiar Manhattan, affluent stereotypes. In reality, they have all the longings and frailties - and strengths - of people everywhere. The character development is real and affecting without being cloy, cynicism is at a minimum. Helen and Jessica haven't stepped out of a Woody Allen take on Manhattan life.

Is Jessica really coming out for life as a lesbian or is she trolling in unfamiliar waters out of desperation for a friendship that includes intimacy? Has Helen given up myriad lovers of both sexes to settle into a domesticated gay relationship? Are the answers there? Should they be?

If a Lifetime Achievement Oscar for portraying the Jewish mother-in-law is ever awarded Tovah Feldshuh will get it. In this film she hovers dangerously close to a familiar caricature while projecting a warmth and wisdom deeper than the conventional portrait of the hectoring, always worried Jewish mom. The opening scene at a Day of Atonement synagogue service is priceless.

"Kissing Jessica Stein" is an Indie production based on the two leading actresses' collaboration in writing "Lipstick," their 1997 play. These are two very smart and insightful women: I hope more comes from their fertile and caring understanding of human, not just female but human, needs.

This film is very New York with scenes from a number of neighborhoods. I have mixed feelings about the post-11 September premiere decision to delete shots of the World Trade Center and replace them with the midtown skyline. A reviewer noted that audiences at the premiere were distracted by the WTC-dominated panoramas.

In a largely full theater with a number of clearly lesbian couples along with many more single people and (probably) heterosexual couples it was really nice to be part of an audience that burst into frequent laughter not based on sexual orientation but rather together as people enjoying a really clever, funny-and-serious, good film.


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