25 Celebrities With Pretty Crazy Criminal Records

Tim Allen

Tim Allen

Back in his crazy days, when Allen was only 25 years old, he was caught at an airport trying to smuggle 1.5 pounds of cocaine. Instead of a life sentence, he ratted out 21 other dealers and had his sentence reduced to 5 years, of which he served about two and a half.

Mike Tyson

Mike Tyson

Iron Mike has about forty separate charges over his life, beginning as a twelve year old trying to steal purses and wallets on the streets. Of course, his most famous arrest for raping an 18-year old beauty pageant contestant in 1992. He has managed to keep his nose clean since 2011.



Kiefer Sutherland

Kiefer Sutherland

From 1989 to 2007, all Sutherland's charges related to being behind the wheel of an automobile - a lot of them DUI. Then there was that time he was found guilty of head-butting a fashion designer!

Vanilla Ice

Vanilla Ice

Vanilla Ice has a slightly strange set of charges against him; spousal abuse, driving with no license, illegal drag racing, and most recently, burglarizing an abandoned Florida home.



Stephanie Pratt

Stephanie Pratt

She was arrested in 2006 for attempting to steal thousands of dollars worth of designer clothes while high. Pratt has admitted that she had struggled with drugs during her teens, including severe abuse of meth.

50 Cent

50 Cent

This is a strange one indeed. 50 was arrested in St Kitts for daring to say "fuck" on stage. He had been warned not to use the word but did it anyway, and was taken in and fined.

Who goes to a rap concert and gets offended that there is swearing? Seriously!



Matthew McConaughey

Matthew McConaughey

He was charged way back in 1999 when, at three o'clock in the morning, police found him sitting naked in his own house playing bongos. Apparently, the neighbors had made a noise complaint. He was charged with making too much noise, resisting arrest and marijuana possession.

DMX

DMX

Mr Earl Simmons has been arrested for a whole bunch of stuff but the strangest of them all is when he crashed his SUV through a gate at JFK airport. He then forced a fellow driver from their vehicle while claiming he was an FBI agent.



Lindsay Lohan

Lindsay Lohan

Lindsay has struggled to deal with fame for a long time now, and has a whole bunch of arrests since 2007. Cocaine, assault, DUI. But the weirdest is a hit-and-run. Not cool, Lindsay!

Bill Gates

Bill Gates

He really doesn't strike us as the law-breaking type, however, the richest man in the world has actually been charged on three occasions. All traffic violations and all during the 70s. Those were crazy times, man!



Will Smith

Will Smith

Smith (along with his bodyguard) was arrested for assaulting a man in 1989, which left this dude very close to losing his eye. And we always thought he was such a nice guy!

Jay Z

Jay Z

Back in 1999, Jay Z stabbed a record exec in a Manhattan nightclub. He didn't admit his guilt until 2001. He was given a three-year prohibition sentence.



OJ Simpson

OJ Simpson

Well, we could hardly leave this one off the list, could we?!

After his acquittal for the murders of Nicole Brown and Ronald Goldman, OJ didn't exactly slip in to anonymity and get on with his life. Instead, he was arrested for a whole bunch of related crimes including kidnapping, deadly weapons, conspiracy, etc.

He was sentenced to 33 years in prison.

Khloe Kardashian

Khloe Kardashian

Aside from her famous 2007 DUI charge, Khloe was also found to have stolen her mother's car when she was just 15 years old. She was also a suspect in the beating of a transsexual woman in 2009.



Mark Wahlberg

Mark Wahlberg

Before Wahlberg was Marky Mark and had a Funky Bunch, he was a very different person it seems. He was arrested a few times as a youngster for race-related crimes, including harassment of black kids and beating up a Vietnamese man, almost killing him.

Snoop Dogg

Snoop Dogg

Yes, he had brushes with the law a whole bunch of times in relation to marijuana possession, but we knew that already.

What you might not be aware of is Snoop's gang-related issues from when he was a youngster. He was even charged with murder back in 1993, but it was eventually ruled that he had shot a man in self-defense.



Michelle Rodriguez

Michelle Rodriguez

While filming Lost in Hawaii in 2006, Rodriguez was arrested for DUI, for which she received community service. However, she was found to have faked forms relating to the community service and was put in jail for 180 days.

Bill Cosby

Bill Cosby

This guy...

We know all about this by now. But what is perhaps a little surprising is how far the sexual misconduct allegations stretch. He is first said to have raped a woman in 1965, although she did not come forward until the 80s. Since then, 59 women have laid claims against Cosby, 44 of those involve alleged drugging.



Daniel Baldwin

Daniel Baldwin

Just how many of those damn Baldwin brothers are there exactly?!

Anyway, the second-eldest of them, Daniel, has a whole history with drug-related issues. The weirdest of them was when he was found high on cocaine, running naked through a NYC hotel shouting "Baldwin".

Christian Slater

Christian Slater

If you thought Slater seemed like such a nice guy, let's remember that he is indeed a quality actor. He has had a whole bunch of brushes with the law, going all the way back to 1989 when he was caught DUI and assaulting a police officer.

Since then, the actor has been to jail for a range of activities including sexual harassment, drug use, and domestic assault.



Martin Sheen

Martin Sheen

Sheen has been arrested more times than any other celebrity in the history of Hollywood. Impressive, huh? He has 67 accounts of things like civil disobedience, and disturbing the peace. Yeah, the guy is a pretty keen protestor and doesn't look to be slowing down, even well in to his 70s.

R Kelly

R Kelly

We all know about this guy's history, don't we?

He has charges stretching back for years, which all relate to underage girls and rape.

Let's not forget the illegal marriage to a 15 year old girl.



Marilyn Manson

Marilyn Manson

Manson isn't the type of dude to do things by the book, obviously. And so it would seem appropriate that his charges are weirdly inappropriate, if you know what I mean.

Aside from getting arrested for exposing himself onstage, the singer has also been arrested for impersonating a Catholic Bishop. Then there was the time he was accused of rubbing his genital on a security guard's head!

Dennis Rodman

Dennis Rodman

Rodman has been arrested for domestic violence charges on a handful of occasions. This in addition to issues with drinking and driving problems.

He is yet to be arrested for his involvement with North Korea, but it is rumored that the US Department of the Treasury, either is, or has, investigating/investigated whether The Worm had broken laws by taking Kim Jong-un expensive gifts on a trip to the the country.



Robert Downey Jr

Robert Downey Jr

Between 1996 and 2001, it appeared that the actor was on a mission to rack up as many arrests for drug problems as possible - whether they were for heroin, cocaine, or marijuana.

He was in and out of rehab for quite some time, but happily appears to have sorted his issues out in recent years.