Ashley Olsen

Soul Brother/FilmMagic

Why should we have all the fun?

We asked you to caption some of Hollywood's freakiest fashion outings by the likes of Ashley Olsen, Madonna and Lady Gaga—and you aced the task!

The hardest part was narrowing it down to our 20 favorite captions over the last year. (There may have been some dart throwing involved.) But we've finally come up with a list that reflects the best of the worst 2010 had to offer.

Thanks to all who got involved and keep those funny captions coming!

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