Celebs You Forgot Went To Prison…
Feb 20, 2026
Lauryn Hill was convicted in 2016 for failing to pay nearly $1 million in taxes over the course of a decade. The Grammy-winning artist was sentenced to three months in federal prison, a stunning fall for someone once celebrated for her lyrical genius.
Long before he became one of Hollywood’s most recognizable tough guys, Danny Trejo had a criminal record that rivaled his on-screen persona. First arrested at just 15, Trejo later received a sentence in San Quentin for selling drugs to an undercover officer.
Between 1996 and 2001, Robert Downey Jr faced repeated arrests tied to drug abuse. In 1999, the pattern culminated in a three-year prison sentence, marking the lowest point in his career before his now-famous comeback.
Reality star Khloé Kardashian was arrested in 2007 for drunk driving and was later sentenced to 30 days for violating probation. She ultimately served less than three hours due to overcrowding, but her brief stint behind bars still generated massive media attention.
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