Product Details

• Actors: Jennifer Westfeldt, Heather Juergensen, Scott Cohen, Jackie Hoffman, Michael Mastro
• Format: Closed-captioned, Color, NTSC
• Rated: R (Restricted)
• Number of tapes: 1
• Studio: Fox Home Entertainme
• VHS Release Date: September 17, 2002
• Run Time: 96 minutes
• Average Customer Review: 4.1 out of 5 stars  See all reviews (153 customer reviews)
• ASIN: B00006952G
• Amazon Best Sellers Rank: #403,809 in Movies & TV (See Top 100 in Movies & TV)

Editorial Reviews

Amazon.com

Blessed by casual charm and sophisticated wit, Kissing Jessica Stein does for same-sex romance what Annie Hall did for straight neurotics. The influence of Woody Allen is keenly felt on this resourceful New York comedy (expanded from an off-Broadway play), especially when cowriter and costar Jennifer Westfeldt channels Diane Keaton's "la-di-da" nervousness as Jessica Stein, a romantically frustrated heterosexual copyeditor who impulsively answers a personal ad from a bisexual woman. Helen (cowriter Heather Juergensen) is as relaxed about lesbian love as Jessica is anxious, but they click as lovers, and so does the movie's delightful exploration of their budding relationship, which is further complicated by Jessica's yenta-like mother (Tovah Feldshuh) and a former boyfriend (Scott Cohen) who's now Jessica's boss. While acknowledging the serious repercussions of Jessica's bisexual flirtation, Kissing Jessica Stein takes its characters on a smart, compassionate journey of self-discovery that's as truthfully observant as it is gently entertaining. --Jeff Shannon

From The New Yorker

The title character is a nice Jewish girl from Scarsdale who is not gay, but wants to know how to be. After a series of dates with feckless men, she answers a personal ad placed by a woman seeking a woman. So far, so straight. The twist is that the woman who wrote the ad is, like Jessica, débuting as a lesbian, and together the two begin a jittery emotional experiment. Heather Juergensen and Jennifer Westfeldt play the leads, and they also wrote the script, which is very chatty and fast. Their courtship scenes convince where it matters most: showing how the skittish and prim Stein might loosen up and respond to another woman, a self-imposed dare that becomes a reality. The conclusion is a confused mess, but in a way that's fine: it leaves the movie open-ended, giving it an afterlife as a conversation piece. -Michael Agger
Copyright © 2006 The New Yorker

Customer Reviews

Most Helpful Customer Reviews

81 of 84 people found the following review helpful:

5.0 out of 5 stars Pucker up for "Jessica"!, April 16, 2002

By 

Michael J. Mazza - See all my reviews
(HALL OF FAME REVIEWER)    (COMMUNITY FORUM 04)    (REAL NAME)   

"Kissing Jessica Stein," directed by Charles Herman-Wurmfeld, tells the story of a young, single, Jewish professional woman in New York City (the Jessica of the title, played by Jennifer Westfeldt). She's fed up with men after a series of bad experiences. Intrigued by a "woman-seeks-woman" personal ad, Jessic decides to give lesbianism a try. The object of her often clumsy affection is Helen (Heather Juergensen), a sexy art gallery manager.

This movie hooked me from its outrageous opening scene, in which Jessica, her mother, and her grandmother bicker and gossip about men during a Day of Atonement service. "Jessica" is a wonderfully funny and sweet film, filled with witty dialogue and some genuinely touching moments. The ensemble cast is superb. Westfeldt and Juergensen shine in the lead roles. Westfeldt, who looks remarkably like Lisa Kudrow, is reminiscent of a young female Woody Allen in this quirky, neurotic role. Juergensen brings an irreverent sensuality to her role. The two are delicious together. Although the whole supporting cast is great, I was particularly moved by Tovah Feldshuh as Jessica's loving mother.

I'm sure people will be tempted to pigeonhole "Jessica" as a "lesbian" movie, a "New York" movie, and/or a "Jewish" movie. It's certainly all of these, but its charm and universality also transcend all categories. It's about love, family ties, friendship, self-knowledge, and other issues that are relevant to everybody. And the film is populated with a wonderful group of characters -- male and female, Jewish and gentile, straight, gay, and "bi-curious" -- who are treated with affection and respect by the filmmakers. My advice: whatever your own preferences, prepare to kiss "Jessica" and love it.

44 of 47 people found the following review helpful:

5.0 out of 5 stars I adored this hilarious and touching film!, April 14, 2004

By 

Debbie Lee Wesselmann (the Lehigh Valley, PA) - See all my reviews
(TOP 50 REVIEWER)    (VINE VOICE)    (2008 HOLIDAY TEAM)    (REAL NAME)   

This review is from: Kissing Jessica Stein (DVD)

I absolutely adored this film - for its real life messiness, for its honest performances, for the eye it turns toward the unexpected nature of life and love. When mousy, perfectionist copyeditor Jessica (Jennifer Westfeldt) answers a personal ad for "women seeking women" on a whim - she is, and always has been, heterosexual - she meets Helen (Heather Juergenson), a sexy, confident bisexual who works in an art gallery. The two women click on a deep soul-mate level. As Jessica begins to find the happiness that has eluded her for so long, her high spirits are contagious - except to dark but lovable Josh (Scott Cohen), who is perplexed by his own feelings for the newly liberated, but still closeted, Jessica. Westfeldt and Juergenson, who also co-wrote the screenplay, provide so much depth to their characterizations and situations that the viewer must wrestle with his own expectations. Jessica's awkward and sometimes outrageously funny exploration of what it means to love another woman never takes the easy way out.

The chemistry between Westfeldt and Juergenson is so phenomenal that even the most prudish viewer will want them to find happiness together. Tovah Feldshuh plays Jessica's mother with energy and deep sensitivity; her powerful performance in one scene provides the pivot upon which the entire film turns. And how can one not like angst-filled, love-stricken Josh the way Cohen plays him? Even the supporting actors turn in memorable performances.

"Kissing Jessica Stein" is an off-beat romantic comedy that has far more hilarity than its more tired and traditional siblings. The story unfolds with a naturalness that deserves to be admired. The views of New York from Hoboken, as well as shots of Hoboken itself, provide an excellent backdrop to a story that blends progressive ideas with the old-fashioned, just as Hoboken itself does.

I loved it.

25 of 27 people found the following review helpful:

5.0 out of 5 stars A step in the right direction for romantic comedy, April 18, 2002

By 

SEP "sepowe" (Texas) - See all my reviews

Amazon Verified Purchase

This was a wonderful beginning to what I hope is a more open-minded approach to romantic comedies--two strong, reletively secure, stable women who fall in love. There are obvious neuroses (what would a romantic comedy be without it?) but the two women, Helen and Jessica, are impressively "together" all on their own.

Jessica Stein is a brilliant, but bored, copy editor whose boss happens to be an old flame from college. Just when she has convinced herself that she isn't the problem--blaming everything the non-commital ...men of New York--her brother announces his engagement. Mortified and a little worried about her own single status, Jessica makes a life-altering decision: she answers a singles ad placed by another woman.

...I won't leak any details (because it's too funny to give away) but they're hilarious as they fumble through their relationship, learning as they go.

This movie is laden with great actresses, many of whom I've never seen before. We'll doubtless see more of Jennifer Westfeldt and Heather Juergensen (hopefully as a team, since they write and act exceptionally well together). The wonderfully quirky performances of Jackie Hoffman (Joan) and Esther Wurmfeld (Grandma) are hilarious.

The most refreshing aspect of this movie is that it doesn't acknowledge the "femme" and "butch" stereotypes of lesbian relationships. Also, Westfeldt and Juergensen have written a screenplay that beautifully depicts (FINALLY) a long-neglected truth: sexuality is not black and white but rather fluid and ever-changing. I'm sure this "type" relationship is more common than anyone likes to admit. This movie is funny, quirky, fresh and all-around fun. I highly recommend it!