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15Paris Hilton

Paris Hilton has been in trouble with the law so many times that it's hard to decide where to start with her. In 2007, she was sentenced to 45 days in prison for violating probation following charges of reckless driving. She didn't even serve half of

her sentence before being sent back home.

While she didn't completely get away with her crime that time, she would manage to do so a few years later. In 2010, Hilton was involved in a hit and run along with her boyfriend, which she somehow got away with. And just a couple of months later, she was found guilty for drug possession and obstructing an officer.

If Paris Hilton wasn't a celebrity, it's very likely that she would have spent a few years in prison for her misbehavior. But when you're famous and have all the money in the world, anything is possible.

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