As much as I love 2pac, he can only come in tenth place on this list, as he never committed serious crimes. Nevertheless, he undeniably shaped the genre and deserves recognition for bringing it to the mainstream. | © Death Row Records
Young Thug is a gangsta rapper who currently resides in Fulton County Jail. Thug was accused of committing numerous crimes and is currently serving time for RICO convictions. | © YSL Records
E-40 is known worldwide as the founder of Sick Wid It Records and The Click. In the '90s, the rapper was with the Hillside Posse, and he beefed with the Crestside, aka the Triple C's. | © Sick Wid It Records
While Eazy-E has never killed anyone, this dude dropped out of school after 10th grade and made $250,000 from selling marijuana. He did business with Jerry Heller and founded Ruthless Records, later becoming an iconic rapper. | © Ruthless Records
King Von has never actually been convicted, but he was questioned by police as a person of interest in a 2014 murder, and was charged with one count of first-degree murder and two counts of attempted murder, as part of a separate case later that year. | © Empire
Jay-Z is often seen as a gangster due to his rough upbringing in Brooklyn's Marcy Projects, involvement in drug dealing, and a notorious incident where he shot his brother at age 12 over a stolen ring. His rise to rap mogul from such a background cements this perception. | © Universal
Old Dirty B****** is one hell of a gangster rapper, and had his own file with the FBI, in which he was linked to more crimes than we can list here, including three murders. | © Loud Records
50 Cent was literally shot in the face, and he survived. A piece of the bullet shrapnel actually remained in his tongue after the shooting, and it's what gives him his distinctive voice. What's more gangster than that? | © Shady Records
Bumpy Knuckles, also known as Freddie Foxxx, has been significantly underestimated when trying to answer this question in the past. But those who know him, know full well why he's famous for his boxing skills, and street fights... | © Barely Breaking Even
MG Grimm is a true G. He has been shot over 10 times and became confined to a wheelchair after the second shooting. Despite that, he still sold drugs even after being paralyzed and educated himself in prison to beat the system and reduce the sentence. | © Day Entertainment
While most rappers use music to flex wealth, some artists use rap to describe the harsh realities of the streets. Curios to know these names? Here, we've gathered the 10 most gangster rappers of all time. Who do you think deserves the top stop? Let us know your thoughts in the comments!
