Lindsay Lohan
As a child actress, one of Lindsay Lohan’s most famous movies was The Parent Trap (1998), where she played the role of both twins Hallie and Annie. She had the looks fit for the teenage female lead in several movies like Freaky Friday (2003), Confessions of a Teenage Drama Queen (2004), and Mean Girls (2004).
In 2007, her life went off the rails when she was convicted of drunk driving, cocaine use, and checked into rehab three times. The stress of making a movie, along with her tendency for addiction, affected the actress’s looks, adding bags under her eyes and giving her a bland and almost unhealthy appearance.