I’m genuinely shocked by how few times I’ve seen the 1999 high school murder comedy Jawbreaker compared to other films in its same wheelhouse. This is far from the pinnacle of the post-Heathers teen girl cruelty satire, but I’m still close enough to dead center in its target demographic that it should have been a teen-years favorite for me. Was it merely the happenstance that Drop Dead Gorgeous was the murderous-teen-girls high school comedy that found its way onto Blockbuster’s used VHS liquidation tables at the right moment that made that one a go-to standard for me instead? Both films are deeply flawed for sure, but I could never tell exactly why one was a beloved favorite that I looped into dust while the other was a film that I occasionally ran across here or there. In retrospect, I think it’s mostly because the appeal of Drop Dead Gorgeous is instantly recognizable; the low-key absurdism of its femmed-up Christopher Guest mockumentary schtick strikes a somewhat familiar tone, no matter how ill-behaved its amorality can be from gag to gag. The specificity of Jawbreaker’s appeal was a little more obscured & difficult to pin down for me, but it finally clicked on my most recent rewatch (only my second or third experience with the film, somehow): it’s Gay.
More specifically, Jawbreaker is perversely funny for having teenage high school girls deliver dialogue obviously written by adult gay men. Judging by writer-director Darren Stein’s work on explicitly gay projects like the queer screwball high school comedy G.B.F. (Gay Best Friend) and the drag queen horror comedy All About Evil, he knew exactly what he was doing here. The dissonance of Jawbreaker is that the Teen Girl actors tasked to deliver his Gay Man dialogue don’t know what they’re communicating at all; it’s as if they’re phonetically speaking a foreign language for the very first time. The result is a bizarre comedy that is paradoxically both over-written and under-performed, which makes it exceedingly difficult to connect with if you aren’t aware of the reason for that disconnect. Once you realize the film is basically the preemptive drag parody of itself, however, everything clicks into place. It becomes clear why all the girls are breathlessly horny for each other, why they use the word “kink” every other sentence, why they emphasize the pet names “Honey” and “Bitch” with such withering sass, and why the film’s only genuine sex scene revolves around a jock hunk fellating a popsicle. It’s Gay™.
One thing both Jawbreaker and Drop Dead Gorgeous get exactly right about the post-Heathers mean-girl high school comedy template is the callous cruelty, something not all its descendants have the stomach to commit to. In this case, Stein specifically zeroed in on the Corn Nuts gag from the iconic Daniel Waters screenplay, a sequence in which a beloved prom queen chokes to death in a prank gone horribly wrong. In Jawbreaker, the most popular girl in school is “kidnapped” by her friends as a prank for her 17th birthday, gagged with the titular candy to muffle her screams of protest. When she chokes to death on the giant ball of sugar in the trunk of their car, they decide to restage her death as a rape & murder case at the hands of a stranger, and their lies eventually overwhelm them in a haphazard cover-up. This mostly manifests in them bribing the school’s most reclusive werido nerd (played by Judy Greer, somewhere under a pile of oversized wigs & sweaters) with a hot-girl makeover. They help her navigate being on top of the clique culture food chain that once buried her (pointing out such adorable social distinctions as The Karen Carpenter Table in the cafeteria) while also coaching her in how to lie to the homicide detective who investigates their friend’s death (Pam Grier, forever a badass). Unbeknownst to anyone involved, they also teach her the ways of Adult Gay Man sass & slang in exchanges like “Life’s a bitch and then you die.” “No, honey, you’re the bitch.” Did I mention that this film is Gay?
Besides its post-Heathers cruelty and its preemptive drag parody humor, Jawbreaker is most enjoyable for its bubblegum pop art aesthetic. It’s a film that’s firmly rooted in a 90s high school comedy patina (after all, it’s one of two 1999 films in which The Donnas play the climactic prom), but its candy-coated surface also has a distinctive retro appeal to it. In that way, I’d almost more readily recommend it to fans of the Sexy Archie update Riverdale than to anyone looking for more of a Drop Dead Gorgeous sensibility. If nothing else, Rose McGowan exudes some real Cheryl Blossom energy in her role as the school’s queen bee, and the cheekily named Reagan High setting shares an R letterman patch with the classic Riverdale uniform. Sometimes this heightened rot-your-teeth pop aesthetic shines beautifully, like in several surreal sequences where the titular jawbreaker makes its way through a giallo-lit candy factory or rotates in the air like a planetary orb. Sometimes it falls embarrassingly flat, as in the obnoxious screen-wipes that frequently interrupt the dialogue or the visible boom mic that dips into the cafeteria tour. Either way, the film shares the clueless-teens-delivering-Adult-Gay-Man-dialogue dissonance that also makes Riverdale weirdly enjoyable, which manifests here in strange touches like the casting of legends like P.J. Soles & Carol Kane or in throwaway references to Barbara Streisand’s “On a Clear Day You Can See Forever” for no reason in particular. It’s disorienting, but it helps distinguish Jawbreaker as having a distinct flavor within the post-Heathers teen cruelty pantheon. I still don’t love it as much as Drop Dead Gorgeous, but I at least now clearly recognize its appeal as The Gay One in its genre.