Famous Celebrities in Prison – You Won’t Believe #5!

A silhouette of a head behind bars, symbolizing famous celebrities in prison who served hard time.
When we think of celebrities, we imagine luxury, fame, and success. However, not all stars stayed on the right path. These famous celebrities in prison served real time behind bars, facing the harsh realities of the justice system. Some turned their lives around, while others remained in trouble. Here are seven well-known names who did serious prison time.
#1 Rory Calhoun

Rory Calhoun’s mugshot from his early days before becoming a Hollywood star.
Before becoming a Hollywood leading man, Rory Calhoun lived a very different life—one filled with crime and prison time. Born Francis Timothy McCown, Calhoun was in trouble with the law from a young age. By his early 20s, he had already stolen cars, committed burglary, and even escaped from a federal reformatory. His criminal activities eventually caught up with him, and he was sentenced to three years in Folsom Prison.
While behind bars, Calhoun decided to turn his life around. After his release, he was discovered by actor Alan Ladd’s wife, Sue Carol, who helped him break into the film industry. With his rugged looks and natural charisma, he quickly became a Western star. He appeared in numerous films, including River of No Return (1954) with Marilyn Monroe, A Gun for a Coward (1957), and The Texan (1958).
Despite his criminal past, Calhoun successfully transitioned into Hollywood and maintained a career spanning decades. Unlike some other famous celebrities in prison, he never returned to a life of crime. His story remains one of Hollywood’s most fascinating transformations—from a convicted criminal to a silver-screen cowboy.
#2 Merle Haggard

Merle Haggard’s mugshot from Ventura Co before becoming a country music legend.
Merle Haggard wasn’t just another country singer—he lived the outlaw life he often sang about. Born in 1937, Haggard had a troubled youth filled with crime and rebellion. After multiple arrests for theft and other minor offenses, he made the biggest mistake of his life—attempting to rob a roadhouse. This landed him a sentence of nearly three years in San Quentin Prison, one of the most notorious penitentiaries in America.
While serving time, Haggard was deeply impacted by the prison culture and the hardened criminals he encountered. It was during his sentence that he saw Johnny Cash perform at San Quentin—a moment that changed his life forever. Inspired to turn things around, he dedicated himself to music upon his release in 1960.
Haggard went on to become one of the greatest country music legends of all time. His songs often reflected his rough past, with hits like “Mama Tried”, “Branded Man”, and “Sing Me Back Home” all drawing from his experiences as an ex-con. His most famous anthem, “Okie from Muskogee”, became a cultural touchstone, capturing the spirit of Middle America during a time of great social change.
Beyond music, Haggard also appeared in films and TV specials, including the 1980 movie The Pony Express Rider and guest roles on shows like The Waltons. Despite his criminal past, he eventually received a full pardon from California’s governor, solidifying his redemption story. Unlike some other famous celebrities in prison, Haggard used his second chance to become an American icon, proving that even those with a troubled history can find success.
Fun Fact: Al Capone’s Time Behind Bars
Not all famous celebrities in prison were entertainers—some were notorious criminals. Al Capone, the infamous Chicago mob boss, was sentenced to 11 years in federal prison for tax evasion. He spent time at Alcatraz, where his health rapidly declined due to untreated syphilis.
#3 Edward Bunker

Edward Bunker’s mugshot from his time in San Quentin, long before he became a respected crime writer and actor.
Unlike many Hollywood stars who turned to crime later in life, Edward Bunker was a criminal long before he became an actor and writer. Born in 1933, he spent his early years in and out of juvenile detention centers, eventually escalating to armed robbery, drug dealing, and check fraud. By the time he was 17, he had already been incarcerated in San Quentin Prison, making him one of the youngest inmates in the facility at the time.
Bunker’s criminal record was extensive, with multiple stints in Folsom Prison, San Quentin, and McNeil Island Penitentiary throughout the 1950s and 1960s. While serving time, he developed a passion for writing, using his experiences behind bars to craft raw and realistic crime stories. His breakthrough came in 1973 when he published No Beast So Fierce, a novel that drew directly from his life of crime. The book was later adapted into the 1978 film Straight Time, starring Dustin Hoffman.
Following his release from prison, Bunker transitioned into Hollywood as both a writer and actor. He worked as a screenwriter on films like Runaway Train (1985), which was nominated for an Academy Award. As an actor, he appeared in several crime films, but his most famous role was as “Mr. Blue” in Quentin Tarantino’s cult classic Reservoir Dogs (1992). His tough, streetwise persona made him a natural fit for roles involving crime and violence.
Despite his dark past, Bunker used his experiences to become one of the most respected crime writers in America. His books, including Animal Factory and Little Boy Blue, remain highly regarded for their gritty realism. Unlike many other famous celebrities in prison, Bunker didn’t just escape his criminal past—he turned it into art, providing an authentic look at the world of crime through both literature and film.
Explore the Biographies of Iconic Celebrities
#4 Gene Harris
Gene Harris was a singer in The Platters. The Platters were a famous singing group. Harris' music career stopped because of a crime. He was found guilty of statutory rape. Statutory rape involves sex with someone under the legal age. Harris went to prison for four years. This prison stay greatly hurt his career. His reputation suffered a lot too. People likely remembered him more for the crime than his music. The conviction of a Famous Celebrities in Prison made it hard for him to return to the music scene. The Platters also faced a challenge. The group had to move forward without him. Harris' actions had lasting effects on everyone involved.
Fun Fact: Paul Reubens’ Legal Trouble
Best known as Pee-wee Herman, Paul Reubens had his own run-in with the law. Though he didn’t serve hard time like some famous celebrities in prison, his 1991 arrest in an adult theater led to a major career downfall. He later faced another arrest in 2002 related to an adult material investigation.
#5 Charles Bronson

Charles Bronson’s mugshot before becoming one of Hollywood’s toughest action stars.
Before becoming one of Hollywood’s most recognizable action stars, Charles Bronson lived a life that could have taken a much different turn. Born Charles Buchinsky in 1921, he grew up in extreme poverty as one of 15 children in a Pennsylvania coal-mining family. Struggling to escape his circumstances, he turned to petty crime as a teenager, eventually leading to his imprisonment.
Bronson served four years in Leavenworth Prison for armed robbery before finding his true calling. Prison was a harsh experience, but it also gave him the discipline he needed to turn his life around. Upon his release, he changed his name to Charles Bronson and pursued acting, starting with small roles before becoming a Hollywood icon.
His tough-guy persona led him to star in some of the most legendary action films of the 20th century. He gained widespread recognition in The Magnificent Seven (1960) and The Great Escape (1963), where he acted alongside Steve McQueen. However, his career-defining role came in 1974 with Death Wish, a gritty crime thriller that turned him into a household name. The film was so successful that it spawned multiple sequels, including Death Wish II (1982) and Death Wish 3 (1985).
Throughout the 1970s and 1980s, Bronson became the face of vigilante justice on the big screen, starring in films like Hard Times (1975), The Mechanic (1972), and Mr. Majestyk (1974). Despite his criminal past, he earned a reputation as one of the toughest leading men in Hollywood, often portraying no-nonsense characters who took justice into their own hands.
Unlike many other famous celebrities in prison, Bronson didn’t just leave his past behind—he used his real-life experiences to shape his on-screen characters. His rugged persona wasn’t an act; it was a reflection of the hardships he endured. From a troubled youth behind bars to one of cinema’s most enduring action stars, Charles Bronson’s story is proof that redemption is possible, even for those who start on the wrong side of the law.
#6 John Phillips
John Phillips, the famous voice of The Mamas and the Papas, faced a tough time in the 1980s. He was found guilty of drug trafficking. This was a shocking fall from grace for the music icon. He received a short sentence in federal prison. The conviction and jail time badly hurt his career. Before this, he was known for his songwriting and musical talent. After his release, the music world viewed him differently. The public's trust faded due to his legal troubles. As a Famous Celebrities in Prison he struggled to regain his earlier success. His time in jail marked a sad chapter. It was a sharp contrast to his earlier fame with the band. The conviction became a defining moment in his life. It overshadowed his many musical achievements.
Fun Fact: Danny Trejo’s Time in San Quentin
Before becoming a Hollywood tough guy, Danny Trejo was a real-life outlaw. He spent years in and out of prison, including time in San Quentin, Folsom, and Soledad Prison for drug-related crimes. Unlike many famous celebrities in prison, he used his experience to reform, eventually finding his way into acting.
#7 Jack Abbott

Jack Abbott’s mugshot from his time in prison, where he spent most of his life before briefly gaining literary fame.
Jack Abbott, a convicted murderer, became an author. He spent most of his life locked up. Abbott briefly became famous after Norman Mailer helped him get released in 1981. Mailer, a well-known writer, thought Abbott was talented. Only six weeks after getting out, Abbott murdered again. He killed a man during an argument in a restaurant. Abbott went straight back to prison. His case became a symbol of the risks of parole. Some people said it showed the justice system had failed. Abbott's story raised questions about crime, punishment, and writing. He died in prison in 2002.
Crime and Publishing: The Story of Jack Abbott and Norman Mailer: This article from the Los Angeles Review of Books delves into Abbott's life, his relationship with Mailer, and the events leading up to and following the publication of In the Belly of the Beast.
The Reality of Crime and Punishment
These famous celebrities in prison prove that fame doesn’t make someone untouchable. While some, like Merle Haggard, found redemption, others remained in trouble throughout their lives. Crime has consequences—even for the rich and famous.

ML Lamp is the owner of Kilroy Was Here. After his 20 years of working in Las Vegas in the entertainment promotions field, Mr. Lamp retired in 2002 from his job to pursue his passion for collectibles. Now as a guest speaker and author he’s living the dream, and sharing his warmth with You.