Celebrities Who Are Currently in - or Have Been to - Prison

Before he died of a drug overdose in 2021, rapper DMX, aka Earl Simmons, believed he had been jailed at least 30 times. The charges included theft, robbery, weapons possession, drug possession, animal cruelty, reckless and unlicensed driving, and parole violations. In July 2017, he was charged with 14 counts of tax fraud. In March 2018 he was sentenced to one year in prison and released 10 months later.

The flamboyant boxing promoter who staged fights for Muhammad Ali, Joe Frazier, and Mike Tyson among many other pugilists, was in trouble with the law before he ever became famous. In 1967 he was convicted of first-degree manslaughter for kicking, stomping, and pistol whipping an employee to death. King got one to 20 years in prison and only served four years before he was paroled.

You know him from reality television as a bounty hunter who became famous after capturing fugitive Andrew Luster, heir to the Max Factor cosmetic fortune. Long before that, Chapman had his own problems with the law. In 1976, he was waiting in a getaway car when his friend shot and killed a drug dealer during an altercation. “Dog” was found guilty of first-degree murder and sentenced to five years in prison. He was released after serving 18 months.

Felicity Huffman became famous for appearing on the hit television series “Desperate Housewives.” Things got a little more desperate for her in 2019 when she was convicted of fraud for paying $15,000 to have her daughter’s SAT scores falsely inflated to improve her chances of getting accepted into a prestigious college. Huffman served 11 days in jail.

Flesh ‘N’ Bone (born Stanley Howse) is best known as a member of the Grammy Award-winning rap group Bone Thugs-n-Harmony. In September 2000, he pleaded guilty to assault with a deadly weapon and probation violation. Flesh ‘N’ Bone was sentenced to 12 years in prison and was released in July 2008.