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The Long List of Celebrities Who Have Been to Prison

It’s easy to think that Hollywood is all glitz and glamor, but in reality, there are many celebrities who have been through so much more in their lives. Keep scrolling to find out who, how and why these famous people ended up behind bars…

Mark Wahlberg was in prison when he was just 16 years old.

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According to The Independent, the ‘Boogie Nights’ actor committed a number of racially motivated crimes during his teenage years.

He was put behind bars for 3 months because he was attacked by 2 men while trying to rob a supermarket.

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Although he was sentenced to 2 years, he actually only served 45 days in prison.

Martha Stewart is another celebrity who has been behind bars.

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As such a well-respected figure in the world of gastronomy, no one would have guessed that the TV chef would ever have made a mistake.

However, the eighty-one-year-old already served 5 months in 2004.

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She also had to pay a $30,000 fine.

Stewart was convicted of providing false information to federal authorities, conspiracy and obstruction of a government proceeding.

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According to The Mirror, Stewart said of the ordeal: “It was appalling and nobody, nobody, should really have to go through that kind of outrage, except murderers and there are a few other categories but nobody should have to have to go through there.”

Avengers star Robert Downey Jr. has served multiple prison sentences in his life.

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In the late ’90s, the star struggled with drug addiction and spent time in prison as a result.

In 1997, he was sentenced to 180 days in prison for violating probation.

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But that’s not all…

In 1999, he was sentenced to 3 years in prison after failing to show up for a court-ordered drug test.

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He served 12 months of his sentence before a judge released him.

Desperate Housewives star Felicity Huffman is another celebrity who has served time in prison.

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The actress was implicated in the college admissions scandal back in 2019.

Huffman served a fortnight behind bars in 2019 after being found guilty of paying someone to correct her daughter’s SAT answers.

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She also had to pay a $30,000 fine and do 250 hours of community service.

Jersey Shore star Mike Sorrentino was convicted in 2018…

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He had to serve 8 months, but keep scrolling to see what for…

This was for failure to pay his taxes.

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He was also fined $10,000, 500 hours of community service and 2 years of supervised release, according to Ranker.

Actor and rapper Ja Rule spent over 2 years behind bars…

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The 46-year-old was jailed for illegal possession of a gun.

Inside, however, he received an additional penalty for not paying his taxes.

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This meant that upon his release from state prison in 2013, he was immediately placed in federal custody to serve even more time.

The former Saved by the Bell star Dustin Diamond is another celebrity who knows what it’s like on the inside…

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The 44-year-old actor was arrested in 2014 and convicted in 2015, The Sun reports.

He was arrested after being involved in a fight in which a man was stabbed.

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This resulted in a conviction for disorderly conduct and carrying a concealed weapon.

Actor Danny Trejo is another celebrity who has been in prison…

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As Ranker reports, Trejo spent many years in and out of prison from a young age.

His crimes include assault, burglary and drug possession.

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Trejo even spent time in California’s notorious San Quentin State Prison.

Before becoming an actor, Tim Allen spent a little over two years in prison.

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Keep scrolling to find out why the Toy Story star has been around for so long…

He was convicted of trying to smuggle c*****s into the country.

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Allen only avoided a life sentence by trading information about other drug dealers for a shorter sentence.

Rapper 50 Cent is another celebrity who has been in prison.

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As early as 1994, he was repeatedly accused of drugs.

Since he was only sixteen at the time, he was sent to a correctional facility training camp.

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He spent 6 months in prison before being released.

Another big name who has served time in prison is Sean Penn.

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The star of hits like Milk and Dead Man Walking is a popular name, but the story of how he ended up behind bars is shocking…

Penn was actually convicted of an on-set incident.

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The movie star hit an extra on the set of Colors, which earned him a 60-day sentence in 1987, according to Ranker.

Perhaps one of the most infamous stories about a celebrity serving time in prison is that of Chris Brown…

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He spent a few months in prison in 2014.

The singer-actor was arrested following an incident that happened while he was on probation…

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According to The Guardian, he was sentenced to 131 days in prison for the altercation after already having spent 234 days in a rehabilitation facility.

However, that parole dates back to 2009, when he was convicted of assaulting his former girlfriend, Rihanna.

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Brown was sentenced to 5 years probation as a result of the altercation.

Another celebrity who knows what life behind bars is like is Kiefer Sutherland.

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The Designated Survivor star served forty-eight days on DUI charges and violating his probation.

That was in 2007, but he has a long history of arrests…

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According to PEOPLE, Sutherland was also arrested in 1989 and 1993, both times for DUI.

Oscar winner Jane Fonda also spent some time in prison.

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According to The Mirror, she was accused of drug smuggling in 1970.

However, the allegations turned out to be false, because the order to arrest her is said to have come directly from the White House.

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Police confiscated her bag when she arrived in Cleveland, but the “drugs” ended up being just vitamins. Despite this, she spent the night in prison.

Singer and rapper Lauryn Hill spent time in prison in 2013.

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She was jailed for 3 months for not filing her tax returns, but that’s not all…

The refugee star then had to spend another 3 months in her home.

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She also had to pay back the money she owed, as well as another year of supervised probation.

Another superstar in prison is Paul McCartney.

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The Beatles band member was arrested in Tokyo in 1980.

After Wings landed in the country with his family and his then-band, customs officials discovered something…

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This discovery landed McCartney in pretty hot water…

He had nearly 8 ounces of marijuana in his luggage, which led to his arrest.

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But it could have been much worse…

Because of the amount found on him, he could have been charged with drug smuggling…

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Instead, however, he was sent to prison and served 9 days before being deported to the UK.

Rapper Lil’ Kim is another celebrity who has served time in prison.

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The star spent a year indoors in 2005.

This was because she lied to the federal grand jury about a shooting involving her friends.

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She was also fined $50,000.

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