Charlize Theron
If Charlize wanted to draw attention to her chest, a boob job probably would have been cheaper than this Dior Haute Couture gown she wore to the Oscars with its bizarrely placed lilac rosettes.
January Jones
At the time, critics dinged the Mad Men star for this futuristic Versace dress at the Emmys. Set among the year's wackiest outfit, it barely raises an eyebrow.
Tina Fey
We adore the 30 Rock funnylady...for her mind. As for her sense of style, she veers wildly on the red carpet from a striped Zac Posen gown at the Golden Globes to this Yves Saint Laurent jumpsuit at the Met Costume Gala and yet never really seems to hit the fashion mark.
Lady Gaga
It's tough to review the year's wackiest without including Gaga (here at the Brit Awards in a wig and cape), but then the singer is so over-the-top at every appearance that she really deserves her own gallery—like this one!
Eva Longoria Parker
Looking several inches short of decent, ELP storms Cannes in a dress that needs stretching in both directions.
Lauren Graham
She wasn't sure about the menu, but the Parenthood star made sure to wear a bib just in case they served lobster at the Emmy's afterparty. Smooth move, sistah.
Vera Farmiga
The Up in the Air star and her stylist obviously never heard of the saying "less is more" when coming up with this ruffled accordion Oscar look.
Katy Perry
Running a close second behind Lady Gaga as a shoo-in for Wackiest of the Year, Perry really takes the kooky cake at the Met Gala in a LED light-up gown. Talk about creating your own spotlight.
Rihanna
This Elie Saab Grammys dress is divine, but Ri-Ri probably could have skipped the Santa Claus beard cascading down her chest. (OK, it may just be a feathered bib, but that doesn't really make it any better.)
Rachel Bilson
Jumpsuit. Faux tuxedo. Whatever this thing is that Bilson's got on in Cannes, it seems to be suffering from one serious identity crisis.
Heidi Klum
As an Emmys dress, this Marchesa mini seems inappropriately short. But all is not lost. Heidi can simply wear it to the beach with a swimming cap, à la Esther Williams, and manage to look perfectly modest.