Amy Winehouse At Her Worst
Fresh off catching another charge for alleged possession of a controlled drug, it seems as though Amy Winehouse will never get her act together. Sure, she’s crazy talented (emphasis on the crazy), but the rehab-refusing pop-star is more known for ratty hair, a coke-stained nose and sporadic missing teeth than her hit songs.
We will give Wino credit: she did look semi-bangable performing via satellite at the Grammy's. But for the most part, a glimpse of her mug could cause retina damage. In honor of Amy's latest run in with the law, we rounded up a gallery of her 5 worst looks (after the jump). We hope you're not eating.
#5 All Cried Out Winehouse:

#4 Super-Size Me Winehouse:

#3 Wino Winehouse:

#2 Post-Atomic Bomb Winehouse:

#1 Toothless Hobo Winehouse:






hurts me to watch May 7, 2008 at 4:13 pm
ouch… this really hurts. in so many ways
POINT84 May 7, 2008 at 4:46 pm
mmm, mmm, mmm, just the way I like em’
senor grumpy May 7, 2008 at 5:53 pm
i’d smash…my nuts between two meat tenderizers before having sex with Sloptimus Prime up there.
defs May 10, 2008 at 6:13 am
gesus christ…
R0dst3r May 15, 2008 at 10:46 am
Article Photo: She’s definitely rockin’ that Nanny McPhee thing.
#5: Not having any proper make-up utensils before the hearing, Amy desperately applied her war paint with her fists.
#4: Here, we see the rare albino tattooed baboon, cracked out and emaciated, sucking the last hints of life out of an obviously repulsed french-fry.
#3: Skankalicious wants a deal with Right Guard. And Billy Idol called – he wants his snarl back.
#2: Reminds me of that photo where a child is running naked and crying right after the bomb dropped in Hiroshima. Except the child was cuter.
#1: You know if you put your mouse pointer over that missing tooth, that last picture is somewhat tolerable. I’m thinking this is what Howdy Doody would look like in drag.