Lindsay Lohan’s 21 Worst Life Choices (PHOTOS)

There are three ways of doing things in this world: The right way, the wrong way, and the Lindsay Lohan way—which, while closely related to the wrong way, is so jaw-droppingly bewildering that it deserves its own category.

We’ve all watched in amazement as, within a few short years, LiLo has transformed from apple-cheeked Disney starlet to odds-on favorite in celebrity death pools everywhere. But how did she get there?

Click through our photo gallery for a pictorial review of Lindsay’s most defining moments.