The Sweetest Thing is a major-studio comedy starring Cameron Diaz as a lovelorn socialite who’s become disenchanted with the nightclub hookup scene. Having matured to the point where she’s ready to seek Mr. Right instead of Mr. Right Now, she drops everything going on in her busy life to crash a wedding in the suburbs where she knows she’ll run into Thomas Jane, the kind of cute guy whom she would normally bed & ghost instead of genuinely getting to know. She’s joined on this impulsive road trip by her high-powered businesswoman bestie, Christina Applegate, who gently pushes Diaz out of her comfort zone as she gives being romantically vulnerable a shot for the first time in her life. Meanwhile, they both support their good mutual friend, Selma Blair, as she recovers from a recent traumatic breakup by letting loose with a few low-stakes, short-term flings for comic relief. It’s a story of three self-determined women supporting each other through the final years of their twenties in the cutthroat world of San Francisco dating. Heck, they might even find true love along the way.
That plot description fits the version of The Sweetest Thing sold in its contemporary trailers & advertising: a cookie-cutter romcom the whole girl squad can enjoy. It’s also technically accurate to the events of the story told in the film itself, and yet it is still a lie. Many gaggles of gal pals were deceived by it in the dark days of 2002, when they lined up for a wholesome Girls Night Out and were instead taken on a road trip through the dankest pits of Hell. The Sweetest Thing imagines an alternate reality where Romy & Michele are evil, high-functioning, and lethally overdosed on episodes of Sex and the City. Diaz & Applegate play deeply awful people – the most selfish, morally repugnant women to ever disgrace a martini bar. Blair plays a dead-eyed hedonist who continually stumbles into Rube Goldbergian sexual scenarios that expose her private bedroom indulgences to the wider San Francisco public, including nearby priests & schoolchildren. By the time her luckier-in-love besties tease her by playing keep-away with her cum-stained laundry on a city sidewalk, it’s clear what kind of romcom this truly is: a demonic one. Funny too.
While The Sweetest Thing may look like a classic Hollywood romcom from a safe distance, up close it’s clearly rooted in the tragically chintzy days of the post-9/11 2000s. It does not shy away from potential association with the most prominent “Women get horny too” media of its era, Sex and the City; it even opens with man-on-the-street interviews about Diaz’s heartbreaker behavior with her previous sexual partners, a device heavily relied on in early seasons of that landmark HBO sitcom. There’s a lingering Farrelly Brothers stench to its over-the-top raunch, however, which includes gags involving exploding urinals, maggoty backseat leftovers, and an ocular glory hole injury everyone sees coming except the woman who suffers it. Even just the casting of Cameron Diaz alone feels like a nod to that Something About Mary tradition of mainstream raunch, which brought a hetero brand of John Waters gross-out humor to the corporate multiplex. The “Unrated” DVD version of the film also includes an impromptu electroclash flash mob, wherein our three hedonistic heroines lead an entire restaurant of strangers in an extended dance number about the joys of giant cocks. What a trashy time to be alive.
Cruel Intentions director Roger Kumble brings little of note to the table here besides his working relationship with Selma Blair, apparently having gotten at least two all-timer comedic performances out of her to date. If you want an auteurist read on The Sweetest Thing, you have to look to screenwriter Nancy Pimental instead, whose credits mostly consist of TV episodes for bad-taste comedies like Shameless, The Mick and, most importantly in this context, early seasons of South Park. Critics, audiences, studio execs, and advertisers all seemed baffled by what Pimental was up to in her big-screen debut, but she was clear-eyed in her mission. She wanted to make a girly version of the kinds of gross-out, reprehensible comedies that boys got to make all the time, dressed up in the surface aesthetic markers of the safer, sanitized material that’s more routinely marketed to women. The biggest tip-off of her self-awareness is in the requisite dress-up montage before the climactic wedding-crash, in which Diaz & Applegate try on costumes from popular Hollywood comedies of previous decades. When they dress up as characters from Pretty Woman, Grease, and Desperately Seeking Susan, they’re giving studio executives exactly what Pimental was contracted to deliver. When they dress up in the pastel tuxedos from Dumb & Dumber, Pimental is signaling something entirely different to the audience. She wanted to make something chaotic, evil and, above all else, dumb. She succeeded greatly, and it’s a shame she hasn’t been given this much room to play around with genre expectations since.
-Brandon Ledet






