Bisexuality in ‘Kissing Jessica Stein’ and ‘I Love You Phillip Morris’

Both films, then, arguably fit a wider cultural pattern of bi erasure, suggesting that bisexual characters must “resolve” themselves as either gay or straight. I would argue, however, that what marks ‘I Love You Phillip Morris’ and ‘Kissing Jessica Stein’ as something more nuanced and interesting than another tale of “inauthentic” bisexuality, is the subtlety with which they examine all sexual orientations as limited by our internalized need to socially perform.

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This post written by staff writer Brigit McCone appears as part of our theme week on Bisexual Representation. | Spoilers ahead.


How is bisexuality defined? If it is defined by sexual performance, then all the protagonists of the romantic comedies I Love You Phillip Morris and Kissing Jessica Stein must qualify: Steven Russell fathers a child with his wife while taking male lovers, while Jessica Stein and Helen Cooper are heterosexually active women who embark on a sexual relationship with each other. Yet, if bisexuality is defined by self-identification or by profound desire for both genders, then arguably none of these characters qualify: Steven Russell identifies exclusively as gay and appears passionless in his marriage; Jessica Stein is identified as straight even by her female lover, and cannot sustain sexual desire in her lesbian relationship; Helen Cooper, while attracted to men and women, appears emotionally detached and utilitarian towards all her male lovers, finding desire for romantic commitment only with women.

Both films, then, arguably fit a wider cultural pattern of bi erasure, suggesting that bisexual characters must “resolve” themselves as either gay or straight. I would argue, however, that what marks I Love You Phillip Morris and Kissing Jessica Stein as something more nuanced and interesting than another tale of “inauthentic” bisexuality, is the subtlety with which they examine all sexual orientations as limited by our internalized need to socially perform.

steven

In I Love You Phillip Morris, Steven Russell (Jim Carrey) is introduced as a pillar of the community, a proud family man, an active member of his church and a policeman. The film suggests that Steven’s discovery that he was adopted, and the trauma of rejection by his birth mother, are the psychological triggers driving his powerful need for social approval, which includes suppressing the fact that he is gay. When driving back from a rendezvous with a male lover, a collision destroys his sports car and puts him in a neck-brace. Shorn of his status symbol and physically restrained, Stephen is mentally released and resolves to come out of the closet — the first of many moments when the physical restraint of jail or hospitalization triggers emotional liberation.

It may be controversial even to consider Steven as a potentially bisexual character, when his marriage is dictated by the demands of a closeted life, in a conservative culture of compulsory heterosexuality. Yet his coming out of the closet does not instantly transform him from “living a lie” to authenticity. Rather, he plays another social role, sporting extravagant status symbols and elaborate grooming to win the approval of the gay community, discovering that “being gay is really expensive.” As Steven turns to fraud to finance his extravagances, the film has fun with the idea that he has been psychologically prepared for the socially unacceptable role of con man by the socially demanded con of compulsory heterosexuality. As both wife Debbie (Leslie Mann) and boyfriend Jimmy (Rodrigo Santoro) unite to chase Steven and hold him accountable, we see that Steven’s compulsion to perform socially has been the driving force shaping both relationships, gay and straight.

Once in jail, I Love You Phillip Morris plays out like a rom-com spin on The Shawshank Redemption. Like The Shawshank Redemption‘s Andy Dufresne, Steven finds purification and transcendence by the power of his human will to cling to hope of escape, resisting the mental pressures of institutionalization. But where Andy’s sexual aspirations were represented only by a Rita Hayworth poster on his wall, Steven finds true love behind bars in Ewan McGregor’s winsome Phillip Morris. The famous Shawshank Redemption scene where Andy snatches an illicit moment to play Mozart over the PA system, is paralleled by a slow dance between Steven and Phillip to the strains of “Chances Are,” against a background of escalating prison brutality. Yet after emerging from prison, Steven’s lying and con-artistry rapidly resume, eventually alienating Phillip. Steven has been more deeply institutionalized by the society around him than he ever was by jail. As the film ends, he runs for freedom yet again, the dream of a perfectly realized love hanging over him as clear and yet elusive as a penis-shaped cloud.

jessica

As a representation of a bisexual woman, Kissing Jessica Stein‘s Jessica Stein (Jennifer Westfeldt) is a disappointment. Even after enjoyably consummating her relationship with Helen (Heather Juergensen), Jessica confesses to finding sex with a woman “all wrong.” However, if we accept Jessica as straight, made no more bisexual by her ability to perform sexually with a woman than Steven Russell is by his, then Kissing Jessica Stein (written by Westfeldt and Juergensen) changes from a bisexual rom-com into something else: a portrait of the price that the social institution of compulsory heterosexuality takes on a straight woman. Jessica is drawn to Helen by a Rilke quotation in her personal ad: “Only someone who is ready for everything, who excludes nothing, not even the most enigmatical, will live their relation to another as something alive.” It is Jessica’s heterosexuality that is characterized by the film as a space of deadness, inertia, and monotonous repetition, urgently in need of radical renewal and dismantled preconceptions.

The film opens with Jessica’s mother busily matchmaking her daughter in a synagogue. The men around her are reduced to a list of “suitable” qualities, from physical appearance to wealth and availability; Jessica is urged to force her feelings into finding their suitability attractive. Later, we see her endure a round of dates, each following the same formula of dinner and interrogation, and even taking place in the same restaurant. Jessica’s love life has become institutionalized. We also learn that she has already had a serious relationship with Josh (Scott Cohen), who will emerge as her final love interest. This earlier relationship failed because of Jessica’s intolerance over Josh’s perceived lack of ambition. Everything that we learn about Jessica’s loyalty in friendship indicates that she would be unfailingly supportive to a friend who was struggling in their career. But Jessica’s fixed, socialized preconceptions about the role of boyfriends or “husband material” mean that her lover must perform success, to become the expression of her own ambitions and perfectionism. It is heterosexual connection, not bisexuality, that Josh sees Jessica as “clearly not open to.” In a brilliantly acted and moving scene, Jessica’s mother (Tovah Feldshuh) reveals that it is this perfectionism that made her fear for her daughter’s happiness, while surprising her by accepting her lesbian lover.

This, then, is the role that bisexuality plays in Kissing Jessica Stein: the renewal of Jessica’s heterosexuality through the radical elimination of her romantic preconceptions, and through the thought experiment of reimagining female friendship as romance. Only in the ethics of female friendship, with its emphasis on unconditional loyalty, openness, and mutual support, does Jessica find the proper mental attitude from which to approach relationships, to live them in Rilke’s words as “something alive.” In a comic scene, Jessica pushes Helen towards a male lover because “he’s a sure thing” and Jessica would feel guilty if she was unable to perform. While this may be taken as yet additional proof that Jessica does not take Helen seriously as a romantic partner, it equally shows a classic female friendship’s ideals of unselfish support, that could even encompass a polyamorous relationship. Where are Jessica’s limits, once she releases herself from the narrow, social roles of compulsory heterosexuality? Is it ethical to reduce bisexuality to a plot device for exploring heterosexual frustrations? But, how else could those frustrations have been tackled?

Kissing Jessica Stein

Helen Cooper is introduced to us juggling male lovers: a married man whom she can call if she’s “hungry,” an intellectual she can call if she’s “bored,” and a younger, sexually enthusiastic messenger boy to call if she’s “horny.” This utilitarian attitude to her lovers is matched by a consistent emotional detachment in her dealings with them. Yet her gay friend Martin (Michael Mastro) uses the fact of her promiscuity alone to define her as straight, denying that she could feel lesbian attraction “because you have had more cock than I have, and I was a big whore in the 80s.” His denial of the possibility of bisexuality seems to stem from his need to assert his gay identity; bi erasure and biphobia are damaging and negatively impact and ignore bisexual people’s realities.

As Helen advertises for a lesbian lover, the women whose phone messages she receives seem trapped in fixed preconceptions of their own, as narrow as the expectations of the men that Jessica dates. They seek Helen as an emotional savior or to mother a child with them, rather than expressing openness to Rilke’s exploration of “something alive.” It is, perhaps, precisely Jessica Stein’s straightness that forces Helen to seduce her gradually and through the medium of friendship. In this combination of friendship with sexual allure, Helen seems to find committed romance for the first time. After she and Jessica break up, Helen moves into an apparently committed relationship with another woman, bickering good-naturedly over their sleeping arrangements before going for a friendly brunch with Jessica. Does this indicate that Helen has discovered her orientation as a lesbian? Is she a bisexual woman (since the gender of a person’s current romantic partner doesn’t determine their sexual orientation)? Or is she a bisexual woman who, like Jessica, was limited in her romantic satisfaction with men by her inability to see them as friends? Does it matter?

Surely, if there is a message to Kissing Jessica Stein and I Love You Phillip Morris, it is that social pressures and imposed roles must be unlearned before romantic fulfillment can be achieved. So then, at what point does a label become a limitation?


See also at Bitch Flicks:

LGBTQI Week: Kissing Jessica Stein


Brigit McCone is worried that her dating life may be becoming indescribably monotonous and unrenewed. She writes short films and radio dramas. Her hobbies include doodling and staring at nature documentaries.

LGBTQI Week: Kissing Jessica Stein

Movie poster for Kissing Jessica Stein
This is a review by monthly guest contributor Carrie Nelson.

(Warning: Contains spoilers about Kissing Jessica Stein.)

Ten years ago, I saw Kissing Jessica Stein on a date with my first girlfriend. We liked the movie, but when we walked out of the theater, we laughed and said to each other, “Let’s not end up as dysfunctional as those two!” The irony did not escape us a few months later, when we broke up under eerily similar circumstances as Jessica and Helen, the film’s protagonists. But much like Jessica and Helen, our break-up was the start of our lifelong friendship. I’ve re-watched the film countless times throughout the last decade, and objectively, I don’t think Kissing Jessica Stein is a great movie. It’s filled with too many romantic comedy clichés, and for a film about queer women in a relationship, the film is awfully preoccupied with discussions about men. But in its best moments, it authentically depicts the awkwardness of new relationships, the confusion of unexpected sexual attraction, and the deep friendships that result from failed romances. Kissing Jessica Stein is flawed, but its sincerity and its willingness to address relationships between non-monosexual women keeps me coming back to it, over and over.

Though words like “bisexual” and “queer” are never used, Kissing Jessica Stein is about sexual fluidity. The Rilke quotation mentioned throughout the film makes this theme obvious: 

“It is not inertia alone that is responsible for human relationships repeating themselves from case to case, indescribably monotonous and unrenewed: it is shyness before any sort of new, unforeseeable experience with which one does not think oneself able to cope. But only someone who is ready for everything, who excludes nothing, not even the most enigmatical will live the relation to another as something alive.” (Emphasis added)

Much like Alyssa in Chasing Amy, Helen places a personal ad in the Women-Seeking-Women section because she “excludes nothing” sexually. When it occurs to her that, in all her sexually adventurous years, she has yet to sleep with a woman, she decides to give it a try – hence the personal ad. But she’s completely unprepared for Jessica Stein – who Helen later calls a “Jewish Sandra Dee” – to respond. As the film chronicles the rise and fall of Jessica and Helen’s romantic relationship, it tackles some big questions: Can a woman who’s only dated men have a successful sexual relationship with a woman? When, if ever, is secrecy in a relationship acceptable? Can a relationship with high emotional connection and low sexual compatibility survive?

Jessica and Helen in Kissing Jessica Stein

Kissing Jessica Stein provides no easy answers to the questions it asks, which I appreciate. The film understands that sexuality is complicated, and not everyone shares the same capacity for fluidity and sexual experimentation. The film also understands that there is no definitive recipe to a successful relationship, because people are different and have radically different priorities when choosing significant others. Jessica and Helen start out coming from similar places – both of them have identified as straight for all of their lives, and both of them want to question that assumption and explore the possibility of dating another woman. In time, they find that they truly are attracted to each other – more than that, they love each other – but that attraction manifests differently in each of them. While Helen has no insecurities about a sexual relationship with Jessica and longs to have the kind of relationship with Jessica that she’s had with men in the past, Jessica is more interested in her emotional connection with Helen than her sexual one. I don’t think this means that Jessica is straight or that she isn’t genuinely attracted to Helen – we never see her in a relationship with a man, so it’s likely that her sex drive is naturally low. Rather than judging Jessica and Helen for their differences, the film shows both women as they are, and it explores the ways in which their differences both cultivate and destroy their relationship.

The biggest problem that I have with Kissing Jessica Stein is that it simply isn’t as queer as it wants to seem. As Stephen Metcalf wrote in his review at Slate, “It’s a shame that a movie about openness regarding sexual preference recycles so many motifs from the pantheon of great hetero-dating movies.” Though Kissing Jessica Stein addresses interesting questions and themes rarely found in your average romantic comedy, it’s also fairly formulaic. The stakes never feel quite as intense as they should; even when it becomes clear that the relationship is about to come to an end, there’s never any doubt that Jessica and Helen will remain the best of friends. And then there’s the issue of men. Neither Jessica nor Helen identifies as a lesbian, and I like that choice – the film does a great job of dismantling the gay/straight, either/or binary. That said, one would think that women who are attracted to other women might want to spend some time exploring that. There’s nothing wrong with Jessica and Helen discussing which male celebrities fall into the category of “sexy-ugly” (and I completely agree with their conclusion that Harvey Keitel is among them), but I found it hard to believe that they wouldn’t spend more time finding common ground on what they find appealing about women as well. It’s as if too much overt lesbianism would make the film hard for audiences to swallow. Too much of the film makes it feel like it was made for primarily straight viewers, and that feels like a missed opportunity.
Jessica and Helen in Kissing Jessica Stein

When I watch Kissing Jessica Stein now, I’m transported back to a very specific time and place. I remember being sixteen and newly out as bisexual. I remember anxiously anticipating my first kiss from another girl. I remember starting to understand that sexual expression can be flexible and doesn’t have to conform to societal norms. It shouldn’t matter whom we love or what we call ourselves – only that we love at all, and that we express that love in the most honest way we can. Kissing Jessica Stein is not the first film to convey this message, nor does it do it as well as some other films. It’s certainly not as risky as Shortbus, or even Humpday. But it captures a feeling to which many can relate. And even when it fails, it feels far more believable than most comedies of its genre.

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Carrie Nelson is a Bitch Flicks monthly contributor. She was a Staff Writer for Gender Across Borders, an international feminist community and blog that she co-founded in 2009. She works as a grant writer for an LGBT nonprofit, and she is currently pursuing an MA in Media Studies at The New School.