Kissing Jessica Stein
Kissing Jessica Stein
R | 13 March 2002 (USA)
Kissing Jessica Stein Trailers

Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by 'lesbian-curious' Helen Cooper, a thirtysomething art gallerist.

Reviews
RyothChatty ridiculous rating
Ploydsge just watch it!
Intcatinfo A Masterpiece!
Ezmae Chang This is a small, humorous movie in some ways, but it has a huge heart. What a nice experience.
ComedyFan2010 This movie is already over 15 years old and I am surprised I never saw it or heard about it because it was pretty good. It is about a woman that has no luck with men and answers an ad of another woman that she finds interesting. While being straight this starts to develop into a relationship.The acting in the movie is really good. The main characters also wrote it. Surprised not to see much acting on Heather Juergensen's IMDb as she was really good, but I guess she stayed in writing.And it is because of the writing that I liked the movie so much. The dialogues are great. I loved the argument they had when Jessica didn't invite Helen to brother's wedding. The talk Helen had with her gay friends. The conversation Jessica had with her mother. There was a lot of good writing.There are many small characters that are also a delight and adding a lot in the few scenes where they appear. I loved Grandma Esther, and this is the only acting credit of Esther Wurmfeld! Kevin Sussman also made me laugh a lot in his dating scene.The ending doesn't seem to be a typical happy ending but I loved them nonetheless. They break up because after all Jessica isn't gay and sex doesn't work. But they are best friends so this doesn't go away. Helen finds a woman to be happy with and Jessica meets Josh again and now that she found out more about herself and being happy it may even work out.A very creative and outstanding rom com.
sgtGiggsy (It's a pretty long title though)I start with the most important part. This movie is boring. I wouldn't really call it romantic, much less a comedy. The story is basically about a careerist woman, who's looking for the perfect man, but meet only assholes, and finally in one of her weakest moments she answers of a woman's advert. Then of course they miraculously get together (calm down, it's the basic plot, not spoiler), and the movie goes from boring to even more boring. Actually the biggest problem with the movie isn't the plot, that's rather a cliché (I mean if we put apart the lesbian love thing) but we don't expect real deepness of a romantic comedy. The biggest problem is the main character, Jessica herself. She literally doesn't have anything interesting about her. She's good looking, but she's neither nice, nor witty, and not even socially awkward enough to be funny. I would call here average, but luckily I don't know any women who is as boring, annoying and self centered in the same time as her. The other main character, Helen is way much better. She's full of life, adventurous, and always searching for the bright side in everything. She's exactly the type of women you'd happily have as either a girlfriend, or as a friend. While I was watching the movie I wondered the whole time, what on the Earth does she sees in Jessica. Because even though it should be a romantic movie, we can't really see what causes the attraction between them, they are just put together without any explanation. There isn't real chemistry between them, they just meet, then after five minutes (of movie, by the plot it's a little longer time, maybe few hours) BANG they are in love. After they got together, the comedy is got even less part, than in the beginning, and the movie shifts to some drama, but since Jessica is almost unlikeable, it's really hard to feel her struggle with her feelings, and family and stuff. At least she would show some character development during the movie, but she stays the same obnoxious careerist as she was in the beginning. The movie has one more interesting character besides Helen, Josh, who is Jessica's boss. A burnt-out ex-writer who acts like an asshole, but it's clear from the beginning that's more behind his misanthropism. The funniest moments of the movie mostly consist him, since he honestly says what he thinks. His analysis about Jessica in the twentieth minute of the movie stays true the whole time.I'm sure the only thing that causes it to have such a high rating, is because it's not a straight love story, subsequently some people rate the idea behind it, not the finished product. And that's a mistake. There is a need for movies with this theme, but not movies that are presented so poorly as this is. Believe me if Helen was a guy, it would be rated at 5 points tops, and that would be its real value.Either looking for a comedy, a heart touching love story, or a deep drama with good characters in the center, this movie is not for you. But if you enjoy to watch the struggle of a self centered women, who has everything, yet acts like her life was as hard as a Siberian shepard's, then this is your best choice.
Cheryl Seeing the trailer, I really did not think this was going to be a favorite. I thought it's gonna be a feel-good flick about "coming out" or maybe "sexual identity confusion" which would eventually be another romantic I-saw-that-already. Though admittedly there were some clichés and bad acting left noticed, what caught me sticking was the intensity in most scenes and dialogues--delivered naturally and wickedly satirical and funny! Also, I think that the way the cinematography payed attention to the small details around a particular character is exquisite (e.g. like how Jessica, for all her intellect, still has a dumb side -- maybe because her facial features are quite of a blonde's? Well, she's a Jew so I don't know ^_^ )
S.R. Dipaling The summary refers to the series of Broadway plays that the two stars Jennifer Westfeldt and Heather Juergensen created that spawned this movie. I bring it up because this unique story of love and sex between and among smart,attractive and neurotic New Yorkers has the feel of a collection of dialogs and vignettes. To some,that might be bothersome or boring,but not to me.The title character(Westfeldt)is an attractive magazine editor and aspiring painter in her late twenties. While she seems okay with herself,she's not okay with her love life. Between being fixed up on dates with successful but less-than-enthralling nice Jewish men by her well-meaning but somewhat intrusive mother(Tovah Feldshuh) and the lack of men who seem to "do it" for her. On a whim,she answers a personal ad in a New York paper,only this time the ad is from a woman. That woman,Helen(Juergensen) is almost everything Jessica isn't: fresh,open-minded,outwardly affectionate,completely satisfied with who she is and patient. The two totter through a handful of dates on the verge of "going all the way"(and one guess as to just who is holding back here!)before they finally take the plunge on a full physical relationship. And even though they are perfect for each other,Jessica still somehow cannot reconcile herself with this relationship and lifestyle which she mantras as being "not her".Directed by Charles Herman Wurmfeld as well as adapted by co-writers Westfeldt and Juergensen,this definitely has a Woody Allen sensibility to it,from the layer dialog and pathos-riddled characters to even the sly usage of music to context the NYC backdrop. Strong support is lent by the supporting cast,most notably Scott Cohen(as Jessica's acid-tongued ex and co-worker),Jackie Hoffman(as her closest friend at work),Feldshuh,Michael Maestro and Carson Elrod(as Helen's gay friends,who are both impressed and put off by her limbo-esquire bi-or-lesbian relationship). While the whole story and some of the characters may drive even someone who genuinely enjoyed the movie(like myself)to a sense of frustration,I still found this movie a pleasant romantic comedy alternative to what much of Hollywood(and,granted,I understand WHY Hollywood would be quite reluctant to try themes like this,but still...)sends out.