ugly kick, cute teen, hot late teen, 20-something, trainwreck adult…#nuffsaid

Post-2006, after the photo with Russell Brand she seems to have fallen off a metaphorical cliff. That's right, it's Russell Brand's fault that Amy Winehouse is the way she is.

She suffered some extensive trauma between 2005 and 2006. Richard Pryor's death must've hit her hard.

Hey, Mr. Weasley in the first few seconds of that 1997 video.  Yeah, I know I'm a nerd.

she has the same shoes on in the last three pics..

2002-2005: SO HOT. Is she pregnant now?

Wow, she's wearing the hell out of those ballet slippers

She was hanging out with Russell Brand. Next thing you know, the same thing will happen to Katy Perry.

she looked like Eva Mendez in 05.

Where's the “WHY!?” button?…
:(

So is it safe to say Brand is the cause of all this?

2003 was Amy's hot year! Damn!

as much as I want to laugh, this legitimately just makes me kind of sad

The 2006 photo is hilarious. The one person that's a bigger trainwreck than Amy.

she was so pretty the poor thing

The 2008 photo is horrifying.

2003 wins.

She still loves her shoes from 1988!!