Lil John

A shocker to start with. Personally I’m not sure which one is better…

Amy Winehouse

Poor Amy never really stood a chance in the world..

Al Gore

Gotta say The Simpsons have their impression of Al Gore down to a tee.

Angelina Jolie

It must have been so obvious to everyone how hot Angelina would and eventually did turn out…

Barack Obama

Must have been one cool dude in his time and to be honest still is…

Ben Stiller

Let’s hope Derek Zoolander never sees this picture…

Bill Gates

Invent a time machine and give gates all the money he needs for Microsoft, that’s the plan..

Brad Pitt

Ah just gotta hate some dudes, even good looking then. Pff!

Cameron Diaz

Gorgeous now, gorgeous then…

Sarah Jessica Parker

Think SJP was just born looking like that…

Steven Tyler

Those lips are just well Jaggerific…

Tina Turner

Looks like the lesbo out of Shameless (British fans might see the reference)

David Letterman

Good old Ab! Hold on…That’s Letterman!

Eddie Van Halen

Was destined for stardom either as a rock god or Mick Hucknall tribute act..

Ryan Seacrest

Well kudos to Ryan he’s changed it around!

Eminem

We all knew it was bad, just each time it gets funnier!

Lady Gaga

Actually prefer her yearbook photo, by quite a distance..

Renee Zellweger

Loving the mullet…

Avril Lavigne

By god we finally got there didn’t we Avril!

Snoop Dogg

Prefer this picture of Snoop but we still love the dude!

Zach Braff

Loving the tie/shirt combo.

Gene Simmons

Those burns are of epic proportions. Bring it back Gene!

George Clooney

George had more bags under his eyes then, then he does now.

Gwyneth Paltrow

Always destined to save the world and maybe someday her and Chris Martin will just do that……..maybe not.

Halle Berry

Always had that million dollar smile..

Hilary Clinton

I actually would have quite a few times. Not bad Hilary, not bad.

James Hetfield

So obvious why some rockers, became rockers…