Not so punkish back in the day.

Looks like trouble.

There was never any doubt that she’d be gorgeous.

Kinda looks like a girl. Maybe that’s why he rocks the shaved head.

Certainly wasn’t confused for quarterback of the football team.

Joakim Noah’s style inspiration.

I know the other post is for hip hop, but some are too good to leave out.

The look of a successful businessman?

In case you had doubts that her current look is a blend of meth and plastic surgery…

Definitely was among the top 3 most popular girls in school.

Good-looking young lad. Check out the final product.

Exactly what you’d expect - happy and smiley.

Certainly not a music star, but this picture is too good to not include. The guy that predicted she’d be on multiple Maxim covers is the same guy that put all his money on Mine That Bird to win the 2009 Kentucky Derby.

Every guy wanted to hook up with her in high school.

Plain Jane whose sense of style was a t-shirt on picture day.

Probably killed a 6-pack of Coors Original before this pic.

Very sad. Looks like a normal soccer-playing kid.

This chick became an international sex icon?

Holy 80’s hair!

His music might disturb some, but it’s better than bringing guns to school.

Looks like a part of the lost boys that Mad Max stumbles across in Beyond Thunderdome.

Now that’s a bad hairdo.

Looks like he has ADD.

Always had lips that stand out in an un-man-like way.

Yes, she has the same haircut your mom did in her high school picture.

He was on a straight path to a career in porn until he found a drumset.

I told you this was the zinger! Everyone goes through an awkward phase, just some are worse than others. Unfortunately for Travis, he was unable to remove this memory from the archives.