. Eminem Does this look like the face of a man who is going to grow up to get teabagged by Bruno? Actually, yes. Either that or spend the better part of his life as the filter boy at Jiffy Lube.
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9. Paul Wall What a smug little bastard he was, even then. We can only hope he was beaten up half as much as he deserved to be.
8. Kanye West Kanye may look all clean cut, here, but that smile foreshadows the craziness to come. V
7. Snoop What? Did you expect cornrows, and a spliff in his mouth? Snoop didn't have time for all that. He spent all his time in the Young Businessman Club.
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6. P. Diddy There's a pattern going here, with the suits. Diddy's high school hero was Orville Redenbacher.
5. 50 Cent In 8th grade, he was already dealing drugs, and he still managed to graduate. Take that, D.A.R.E!
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4. Supernatural The late 80s were an amazing time. MC Supernat may be a legendary freestyle rapper and one of the promoters of Rock the Bells, but back then, the only thing missing is the giant Africa pendant around his neck.
3. Tupac You didn't know you were going to get a two-fer. Those two kids who look like they just got out of practice for the debate team? That's Tupac hanging with Jada Pinkett, his high school girlfriend. That's right, Will Smith got Tupac's leftovers.
2. Jay-Z Who farted in this kid's graduation picture?
1. Lil John Hard to find. the. words. must. stop. laughing.