This is where Lindsay's rebellious streak is foreshadowed. Her character is mean to her mom (uh oh), has dyed hair (a sign of devil worship), thinks she's punk (as if), and lusts after boys with motorcycles (I bet they don't brake for animals). Turn back, Lindsay!

Mean Girls

This cult classic is the apex of her career so far, which has more to do with Tina Fey's writing than anything else, but still. In an unfortunate instance of art imitating life, Lindsay, like the character she plays, transforms from likable ingenue to self-involved brat. The best way I can think of to celebrate this movie and Linds at her very best is through a moment of gif-watching silence.

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The Very Best of Lindsay Lohan