It’s past time for Uptown Girls, almost universally panned when it first hit theaters 20 years ago, to be widely reconsidered and celebrated as a Y2K New York City fairy tale. Sure, the plot is far-fetched, and the ending in particular is wrapped up in a nice, convenient little bow, but Uptown Girls is a unique story about what young women can learn from each other.
Uptown Girls goes to darker emotional places than most other light hearted “chick flicks” of the early 2000s, and features career-best performances from Brittany Murphy and Dakota Fanning, as well as cameos from aughts superstars Mark McGrath and Nas. Uptown Girls was shot by legendary New York City cinematographer Michael Ballhaus, who has also photographed the city for heavyweights like Martin Scorsese and Mike Nichols. In his 3-star 2003 review, Roger Ebert defended the film against its haters, dismissing “all cavils about the movie’s logic and plausibility as beside the point,” asserting that “this is not a movie about plot but about personalities.” Ebert was able to see and hear Molly and Ray as vastly different, but equally emotionally complex characters, in a way that his peers were blind to at the time.
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Molly’s unflagging brightness and Ray’s grim cynicism are both completely earnest reactions to having been pushed into a position where they must parent themselves throughout childhood, and into young adulthood, in Molly’s case. Molly has chosen to never grow up, postponing adulthood for as long as possible, whereas Ray grew up too fast. What makes Uptown Girls so compelling is watching Molly parent her own inner child through parenting Ray, which comes to a head in the infamous Coney Island spinning teacups scene.
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While not the only contemporary critic to be positive on the film, Ebert was able to see beyond the glitzy surface, bravely standing apart in his refusal to rely on gender bias to express disapproval of a film. Maybe the most significant thing Ebert praised about Uptown Girls was its performances; specifically, he compared Murphy’s comedic talents to those of Lucille Ball. “Molly Gunn is a comic original, vulnerable and helpless, well-meaning and inept, innocent and guileless…Murphy’s performance has a kind of ineffable mischievous innocence about it.”
Indeed, one could imagine a scene in I Love Lucy where Lucy attempts to get a job at a luxury bedding store, and consequently falls asleep on one of the beds, as Molly does in Uptown Girls. Murphy’s face is pure Ball as she realizes (too late) that she’s about to get smacked in the face with a swinging door, in a moment where she needed to look particularly dignified. Thankfully, Ebert was able to recognize that an actress’ performance should not be judged solely on “likability,” but on its more palpable merits, such as comedic timing and vulnerability. Ebert was also more favorable than most critics toward Fanning’s performance. He wrote that “Ray does seem prematurely old…in the case of Dakota Fanning, I think we are looking at good acting.”
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Uptown Girls might still not be taken seriously today by the larger community of serious film critics and historians, but the film has found its audience of lonely young women trying to find their place in the world. If you search “Uptown Girls” on social media, you’ll find a sea of girls posting about their emotional connection to the film, and of course, their love of Murphy’s performance. Some of this could very well be written off as 2000s nostalgia, but a lot of love for Uptown Girls comes from a place of deep sadness, both for the girls that we once were and the girls we could have been.
— Katarina Docalovich, “Uptown Girls Reminds Us to Connect with Our Inner Child, 20 Years”








