1. C- Murder

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The No Limit rapper is currently serving a prison sentence on murder charges.

2. Tupac

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Tupac seemed to always have legal troubles wherever we went but the most notable of his court cases his 1993 sexual assault charges and eventual sentencing.

3. Lil’ Wayne

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Wayne has been in and out of prison throughout most of his career, mostly on weapons and drug charges.

4. Cassidy

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In 2006, Cassidy spent time in jail for involuntary manslaughter, two counts of aggravated assault and possession of an instrument of crime.

5. Slick Rick

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During the height of his success, Slick Rick spent a total of five years in prison for attempted murder and other charges.

6. Shyne


In July 2001, Shyne was sentenced to 10 years in prison for charges stemming from the infamous nightclub brawl with Puff Daddy and Jennifer Lopez.

7. Remy Ma

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Remy Ma served six years in prison for assault, illegal weapon possession and attempted coercion.

8. Gucci Mane

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Since 2000, Gucci Mane as been in trouble with the law for various reasons. Most recently he was released from prison and is currently on house arrest.

9. T.I.

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T.I. is another rapper who’s been in and out of the pen throughout his career. TIP is current out from behind bars back with his family.

10. BG

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BG was sentenced to 14 years in prison for gun possession and witness tampering.

11. G-Dep

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The Bad Boy rapper confessed in 2010 to committing an unsolved murder and was sentenced to 15 years in prison.

12. Fat Joe

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Even though he’s been in and out of trouble with the law, Fat Joe ended up getting locked up for tax evasion in 2013.

13. Beanie Sigel

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Whether it’s over drugs, firearms or child support, Beanie has been in and out of trouble with the law for most of his career.

14. Lil’ Kim

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Kim served a 12-month sentence for conspiracy and perjury in 2015-2016.

15. Chief Keef

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Chief Keef is no stranger to legal troubles. It all began over disputed child support payments when he was 16 years old and has continued into more serious crimes.

16. Ja Rule

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Like Lil’ Wayne, Ja Rule got locked up on weapons charges. His two-year stint in jail was lengthened due to tax evasion charges.

17. Lil Boosie

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Now known as Boosie Badazz, he served time for drug charges from 2011-2014.

18. Wiz Khalifa

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Wiz spent a night in the slammer after getting busted for possession of marijuana. Lucky for him he only had to pay a fine and avoided jail time.

19. Ol’ Dirty Bastard

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The late ODB was always in trouble with the law and eventually served a jail sentence after being caught as a fugitive on the run.

20. Mystikal

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Mystikal served six years for sexual battery and extortion. While incarcerated he was given even more jail time for tax offenses. That’s not the last time Mystikal was in trouble with the law. The rapper was convicted of domestic abuse battery and given more jail time.

21. Snoop Dogg

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Murder was the case that they gave him in 1993. Snoop was acquitted of the murder charges but he’s been in and out of trouble with the law throughout his whole life.

22. Foxy Brown

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Feisty Foxy Brown has been arrested and convicted of multiple assault charges including throwing a Blackberry at someone and attacking two nail technicians.

23. Notorious B.I.G.

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Before he became famous, Biggie Smalls was busted for selling drugs and served nine months in jail.

24. Black Rob

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In 2006, Bad Boy artist Black Rob was sentenced to seven years in prison for grand larceny.