Saturday Night Live (2004-06)

Lohan's association with Mean Girls writer/costar Tina Fey led to Lohan's gigs hosting SNL, where Fey was the head writer. The show has since served as a forum for Lohan to grapple publicly with her tabloid image. In her first SNL visit in May 2004, the 17-year-old spoofed the sudden interest in her blossoming figure by playing a pubescent Hermione Granger, who finds that Hogwarts classmates Harry Potter (Rachel Dratch, left) and Ron Weasley (Seth Meyers, right) can't stop staring at her chest. In her opening monologue in her May 2005 appearance, her future self (Amy Poehler) warned the rail-thin 18-year-old that she'd be a wreck if her bad habits continued. A fuller-figured Lohan hosted again in April 2006, still joking about her hard-partying ways in the monologue.