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Jail sentence (2010)
The latest snag in what was once a young actress' promising career came when a teary Lohan was sentenced to 90 days in jail, starting July 20, for violating the terms of her probation. The ruling came at a time when the 24-year-old was arguably on the path to a comeback, following a few disappointing projects (more on those later). As a result, her work on the Linda Lovelace biopic Inferno and her participation in the promotion for Robert Rodriguez's Machete are much like her possible return to glory delayed. But just how did a teen movie queen end up jail-bound? For the answer, perhaps we need to start at the beginning…
Image Credit: David McNew/Getty Images
As actress ponders her future, see the work that put her on the map -- including ''Mean Girls'' and ''A Prairie Home Companion'' -- and some of the unfortunate detours that put her on her current path