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Hip-Hop Behind Bars: 24 Rappers Who Did Jail Time  was originally published on

1. T.I.


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.

2. Fat Joe

Fat Joe

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.

3. Beanie Sigel

Beanie Sigel

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.

4. Ja Rule

Ja Rule

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

5. Lil Boosie

Lil Boosie

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

6. Wiz Khalifa

Wiz Khalifa

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.

7. Ol’ Dirty Bastard

Ol’ Dirty Bastard

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.

8. Mystikal


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.

9. Snoop Dogg

Snoop Dogg

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.

10. Foxy Brown

Foxy Brown

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

11. Notorious B.I.G.

Notorious B.I.G.

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

12. Black Rob

Black Rob

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