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:

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ouch… this really hurts. in so many ways
Comment by hurts me to watch — May 7, 2008 #
mmm, mmm, mmm, just the way I like em’
Comment by POINT84 — May 7, 2008 #
i’d smash…my nuts between two meat tenderizers before having sex with Sloptimus Prime up there.
Comment by senor grumpy — May 7, 2008 #
gesus christ…
Comment by defs — May 10, 2008 #
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.
Comment by R0dst3r — May 15, 2008 #