Christian Slater has pretty much seen and done it all. From drunk driving in 1989, carrying a gun on to a plane in 1994, assaulting his girlfriend and a police officer in the same incident and in 2005 he was arrested for sexual assault. The charges were dropped provided he stay out of trouble for six months.

This guy has pretty much seen and done it all. From drunk driving in 1989, carrying a gun on to a plane in 1994, assaulting his girlfriend and a police officer in the same incident and in 2005 he was arrested for sexual assault. The charges were dropped provided he stay out of trouble for six months.

Mr "Tiger Blood" himself has had a long and storied history of drug abuse. In 2009 he assaulted then wife Brooke Mueller by allegedly holding her down on a bed and threatening her with a knife. He ended up being sentenced to a drug rehab clinic for 30 days.

Mickey Rourke was arrested for spousal abuse. Mickey Rourke is your quintessential Hollywood bad boy and was actually an amateur boxer before he turned to acting. Rourke was arrested in 1994 for allegedly assaulting his wife, but the charges were later dropped.

This one is pretty tame compared to some of the other ones on the list but makes it due to a poorly chosen peeing spot which just happened to be on a cenotaph. Osbourne was arrested and banned from the city of San Antonio for ten years. They apparently take their public urination seriously in San Antonio.

There aren’t a hell of a lot of things that are worse than being arrested for messing with a minor. Even murderers have successfully resurrected their careers but try getting back on the horse after being charged with sexually assaulting and urinating on an underage girl not once, but twice is a sure fire way to send yourself in to career oblivion.

In December of 1999, Jay-Z (who is normally viewed as a pretty mellow kind of dude a part from a certain elevator incident) was charged with stabbing record executive Lance Riviera. Allegedly this happened after Jay-Z blamed Riviera for bootlegging Vol 3…Life and Times of S. Carter. The rapper turned hip hop mogul ended up pleading guilty to a misdemeanor.

At the time of his arrest for driving without a licence, Gates was just becoming hugely successful and like a boss paid for his $1,000 bail money with cash money straight from his wallet. You get the sense that Bill Gates probably thought that being arrested would make him a hit with the ladies. After informing them at parties that he’d done hard time he’d probably walk away hoping to give off that dangerous and mysterious vibe.

At the time of his arrest for driving without a licence, Gates was just becoming hugely successful and like a boss paid for his $1,000 bail money with cash money straight from his wallet. You get the sense that Bill Gates probably thought that being arrested would make him a hit with the ladies. After informing them at parties that he’d done hard time he’d probably walk away hoping to give off that dangerous and mysterious vibe.

Woody Harrelson has always been a bit of a lovable outlaw but that didn’t mean the police loved him. He got himself arrested in 1982 for disorderly conduct/resisting arrest and again in 1996 for growing hemp plants in his home.

If you’re thinking that the only thing McConaughey deserves to be arrested for is his refusal to ever wear a shirt you’re actually half right. A neighbor of the Oscar winning actor called the cops when he heard a commotion next door and after the cops arrived they found McConaughey dancing naked in his house where Marijuana was also present. He was arrested but escaped prosecution when the charges were eventually dropped.

Stewart is the reason you know how to cook so try not to judge too harshly. She received some insider advice from a stock broker that landed her in jail for five months and a two year house arrest.

Hugh Grant is your all-round good guy, so it was shocking when it hit the news that he cheated on then partner Liz Hurley with a prostitute named Divine.

In 2003, a 19-year-old hotel employee alleged that Bryant raped her in his room the night before he underwent knee surgery. He admitted the two had sex but claimed that it was consensual. The case was eventually dropped and Bryant settled a separate civil suit with the same girl out of court.

Before Mark Wahlberg was Marky Mark he had a pretty rough childhood. He was in trouble with the Boston police two dozen times by the age of 13. Growing up he was involved in several incidents of racial abuse targeted against African-Americans and two separate incidents on the same day against Vietnamese men. In one of the cases he was charged with attempted murder but plead guilty to assault, serving only 45 days of a two year sentence.