20 Celebrities You Didn’t Know Went To Jail

While you probably know that Lindsey Lohan, Paris Hilton, and Khloe Kardashian have spent a little bit of time in jail, you may be shocked to learn which other celebrities have done a stint behind bars. From Grammy winning artists to beloved sitcom stars, it seems that no one can escape the law.

1. Paul McCartney

paul-mccartneyvia: hattershostels

Known as a huge philanthropist that prefers to stay hidden from the public eye, Paul doesn’t seem like the kind of person that would have spent 9 long days in a Japanese jail. However, that is exactly where he found himself in January of 1980 after entering the country with more than 200 grams of pot. Despite facing a lengthy jail sentence, he was lucky enough to be deported, while The Wings tour was canceled.


2. Zsa Zsa Gabor

GTY_za_zsa_gaborvia: abcnews

Known for glitz and glamour, Zsa Zsa had that all taken away when she was sentenced to a 3 day jail stint in 1989 after she was pulled over while driving an unregistered vehicle with an open container of alcohol. That’s not what got her locked up, however. Slapping the officer who pulled her over in Beverly Hills was what resulted in the 72 hour sentence.


3. Christian Slater

Mug Shotvia: ytimg

After getting high and drunk, the star of Robin Hood: Prince of Thieves, Untamed Heart, and Young Guns II slapped his girlfriend in 1997. He was required to serve 59 days of a 3-month sentence and ordered to attend rehab. This was a tad bit longer than the 10 days in spent in jail in 1989 for assault and drunk driving.


4. Danny Trejo

tattoo-nation-danny-trejovia: starnewsonline

While his name might not be that familiar, you will definitely recognize him from films including SPY Kids, Machete, Predator, Con Air, and plenty more movies. Frequently cast as a “bad guy”, he only has to think back to his 11 year stay at various California prisons, including San Quentin, to get into character. Between 1961 and 1972, he called these prisons home while paying his debts for drugs and robbery charges.


5. Lauryn Hill

Lauryn Hilvia: pictures

In 2013, the 5 time Grammy winner served three months in a federal prison after failing to pay her taxes. Where did she serve her time? In Danbury, CT, the prison Orange is the New Black is based on. (It’s also the current home of reality star Teresa Giudice.


6. Martha Stewart

wvs7hJLsdjvia: newsnyork

Speaking of Danbury, Martha also five months here from 2004 to 2005 for conspiracy, obstruction, and making false statements. That’s right; the woman who so many people turn to for decorating and cooking advice is a convicted felon.


7. Charles Dutton

the_expressvia: aceshowbiz

An Emmy award winning actor and director, as well as recipient of a master’s degree from Yale University, Charles Dutton spent 7 years in jail for manslaughter in the late 1970s. Several months later, he returned for a 3 year stint after being convicted of possession of a deadly weapon. He credits his prison terms to his turnaround.


8. Mark Wahlberg

24111via: idesigntimes

Before becoming an actor and father of four, Mark Wahlberg spend 45 days of a 2 year sentence for a particularly heinous assault behind bars. This was in 1988; by 1992 he was starring in Calvin Klein ads. Currently, he has applied for a pardon, but the state of Massachusetts has yet to grant it.


9. Wesley Snipes

blade-iivia: indiewire

From 2010 to 2013 Wesley was a guest at McKean Federal Correctional Institute. He had been sentenced after being found guilty of tax evasion. While prosecutors said he defrauded the government of $15 million over 3 years, Snipes told jurors he sincerely believed he did not have to pay taxes.


10. Tim Allen

Tim-Allen-tim-allen-33144935-1024-768via: fanpop

In 1978, the future Home Improvement star was found guilty of selling more than 650 grams of cocaine to an undercover agent. Though he could have faced a life sentence, he ended up serving only 2 years.


11. Mike Tyson

Mike-Tysonvia: zonadeportiva

After being convicted of the rape of a Miss Black America pageant contestant, Mike was sentenced to 6 years. After 3 years, he was released.


12. Jane Fonda

621715282_ovia: auctiva

In 1970 Jane was heading through a Cleveland airport. After being stopped by a U.S. Customs agent for having a large quantity of pills, she was charged with federal drug smuggling and assaulting an officer. After 10 hours, the charges were dropped and she was released.


13. Frank Sinatra

619655628_ovia: auctiva

Old Blue Eyes found himself behind bars in New Jersey in 1938. He was charged with carrying on with a married woman. Later, the charges were dismissed, but he still spent several hours behind bars that day.


14. Robert Downey Jr.

Robertvia: sdreader

Despite a bright acting career, Robert couldn’t leave behind the drugs that he had started abusing with his father at a young age. After several arrests that resulted in probation, he spent most of 1999 in a California prison for missing a drug test that was required as part of his probation.


15. 50 Cent

amd-50-mugshot-jpgvia: nydailynews

Before he became a superstar rapper and now a millionaire that filed bankruptcy, 50 Cent was quite the drug dealer. In 1994, he spent six months in an incarceration boot camp for possession of crack, heroin, and a gun.


16. Lil Wayne

Waynevia: rollingout

Caught with marijuana and a variety of illegal weapons on his tour bus, the rapper spent 5 months in prison in 2007.


17. Lil’ Kim

lil_kim_mug_shot.__page-bg_15245via: ebony

Also a rapper, Lil’ Kim did a 10 month stint in federal prison in 2005. She had been found guilty of lying to a jury about a friend’s involvement in a 2001 shooting. During her incarceration, she released the album “The Naked Truth”.


18. Tommy Lee

Leevia: ytimg

After assaulting his then wife, Pamela Anderson, Tommy spent 6 months in prison in 1998. The couple has gotten back together since his release, broke up, and restarted the never ending cycle.


19. James Brown

maxresdefault (3)via: ytimg

In 1988, James Brown was sentenced to 6 years in prison on assault and weapons charges. He served a two and a half year sentence. Despite being arrested again for a drug arrest in 1998, he didn’t serve any more time and the state of South Caroline pardoned him in 2003. In 2004, he was again arrested after a short police chase. He died in 2006.


20. Lane Garrison

Lane Garrisonvia: nbcnews

Known for his role on Prison Break, Lane was sentenced to 40 months in jail in 2007 after pleading guilty to vehicular manslaughter without gross negligence, DUI, and providing alcohol to a minor. In April 2009 he was released early for good behavior. In 2012, he was arrested for domestic violence, but avoided jail time after attending domestic violence courses.


Add Comment