During the days of her courtship with shock-rocker, Marilyn Manson, Rose McGowan became something of a B-list goth icon. While she makes appearances in her then-beau’s music videos, the film that solidifies her status is the 1999 dark comedy, “Jawbreaker.” Rose McGowan’s own set of “jawbreakers” take center stage in the film, helping to define the overly-sexual aspect of her villainous prom queen character that makes any one of the “Heathers” seem John Hughes-wholesome by comparison.
Portraying the ultimate mean girl, Courtney Shayne, McGowan’s character is dubbed “Satan in heels” by the film’s narrator — gawky wallflower Fern Mayo (Judy Greer in an early role) — who discovers that Courtney accidentally killed the most popular girl in school via a birthday prank gone awry. Courtney and her cohorts kidnapped their friend, Liz Purr (AKA — “the Princess Di of Reagan High”) on her 17th birthday, gagged her with an over-sized Jawbreaker candy in the back of the trunk, intending to treat her to a pancake breakfast before tying her to a flagpole in her bra and panties.
Well…That didn’t work out so hot. Liz accidentally choked to death on the killer candy in the trunk of the car. Oopsies! While sweet, sweet Julie (Rebecca Gayheart) and Marcie “Foxy” Fox (Julie Benz) feel varying degrees of remorse, Courtney coldly and calculatingly assembles an elaborate cover story. She’ll be damned if she’s going to be put in the hot seat for “being sweet enough to pull a thoughtful birthday prank on her girlfriend.” She pulls out all the stops to cover her tracks: Impersonating Liz’s mother, falsifying a rape/murder crime scene, and — the cherry on top — blackmailing a horrified Fern Mayo with a popularity makeover to buy her silence.

Courtney Sticks It To Them
Sporting a candy-colored wardrobe akin to the titular (“tit”ular?) Wonka favorite, Courtney’s tight bustiers and fitted retro tops put the “sweater” in “sweater puppets.” She smiles like a piranha at allies and enemies alike and even goes so far as use her passive-aggressive sexual proclivities to bend others to her will through sheer terrorism. She attempts a posthumous character assassination on Liz by attempting to pass off her own strange kinks as a contributing factor to Liz’s death: “They’ll believe it because it’s their worst nightmare: Elizabeth Purr, the very picture of teenage perfection, obliterated by perversion.”
Using the persuasive power of her pert n’ perkies, Courtney picks up a sleazy dude in a bar (Marilyn Manson in a non-speaking, leisure suit-wearing cameo) to obtain a certain, uh, “substance” to paint her dead “friend’s” bedroom with “evidence.” Courtney could care less that an otherwise innocent perv would be blamed for the girl’s murder.

Courtney's Killer Dress
In “Jawbreaker’s” final minutes, Courtney gets her crown — and her comeuppance — as she’s made prom queen. In a twist of fate equally cruel as Courtney Shayne herself, Julie, her drama club member boyfriend, and Fern play back a recording over the P.A. of Courtney’s cocky confession that she killed Liz and the “teen dream” along with her… “Deal with it.”
The students of Reagan High don’t take too kindly to Killer Courtney’s confession, pelting her with corsages and other debris. Tears spill down Courtney Shayne’s face as her cleavage spills over the top of her sublime silver prom gown, and she has a mascara-running meltdown to the tune of “Young At Heart,” presumably before being hauled off to the hoosegow.