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Although jail is no laughing matter, with all of the celebrities getting in legal trouble (in some cases repeatedly) you have to wonder what their mug shots looked like. Hip-Hop Wired decided to take a look at some of the craziest celebrity mug shots from the clink. Some of the looks may surprise you, but no one is off limits.

Click the page #’s below to see some of the craziest mugshots that celebrities have taken.

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