4. ROSE MCGOWAN, REBECCA GAYHEART, AND JULIE BENZ AS COURTNEY SHANE, JULIE FREEMAN, AND MARCIE FOX IN JAWBREAKER (1999)

When a clique’s frontwoman is known as “Satan in heels,” the crew as a whole is most likely a problem. Thankfully, “problem” in this case is applicable to both Merriam Webster’s definition and hip-hop slang.

Rose McGowan is the Lucifer in stilettos, overseeing three gorgeous minions who run to her every beck and call. Her two most loyal associates, Rebecca Gayheart and Julie Benz, help McGowan play a prank on the fourth (Charlotte Roldan). They “kidnap” Roldan while she’s in her bra and panties (nice touch, screenwriter), gag her with a large piece of jawbreaker candy, and stuff her in the trunk of a car.

Being that McGowan and her girls aren’t exactly Richard “The Iceman” Kuklinski’s protégés, however, their half-assed plan backfires and Roldan dies. The resulting shitstorm of lies, backstabbing, and sex with Marilyn Manson comes largely from McGowan’s end, but they’re all still guilty by association. They could’ve avoided the whole “dead friend” issue by just sticking a lollipop in and out of her mouth, preferably in slow motion. Damn, we need to get out more often.