1 Paul McCartney
Sir James Paul McCartney is an English singer-songwriter, multi-instrumentalist, and composer . With John Lennon, George Harrison, and Ringo Starr, he gained worldwide fame with the rock band the Beatles, one of the most popular and influential groups in the history of pop and rock music .
In 1980, he went to jail for 9 days after he got caught with a half pound of weed. - ryanrimmel
2 Frank Sinatra
Francis Albert "Frank" Sinatra was an American singer, actor, and producer who was one of the most popular and influential musical artists of the 20th century. V 1 Comment
3 Tim Allen
In 1978, Tim Allen was caught with 650g of cocaine, and almost got life in prison. - ryanrimmel
4 Matthew McConaughey
Matthew David McConaughey is an American actor and producer. He first gained notice for his breakout role in the coming-of-age comedy Dazed and Confused, and went on to appear in films such as the slasher Texas Chainsaw Massacre: The Next Generation, the legal thriller A Time to Kill, Steven Spielberg's ...read more.
He spent a whopping 9 hours in jail after he was found playing the bongos and singing naked, while on some sort of drug. - ryanrimmel
5 Ozzy Osbourne
John Michael "Ozzy" Osbourne was born on December 3, 1948. He is also known as ''The Prince of Darkness''. Ozzy is an English singer, songwriter, and television personality. He rose to prominence in the early 1970s as the lead vocalist of the band Black Sabbath. Osbourne was fired from Black Sabbath ...read more.
Ozzy being on the list shouldn't surprise anyone, however, the time he went to jail even surprised me. He was arrested for burglary in 1966, years before he was even in Black Sabbath. - ryanrimmel
6 James Brown
In the 80s, he got 6 years for running from the police. - ryanrimmel
7 Phill Lewis
He's known for playing Mr Moseby on The Suite Life of Zack and Cody. In the early 90s, he went to prison for a few years after he was driving drunk and killed a man. - ryanrimmel
8 Paris Hilton
Paris Whitney Hilton is an American businesswoman, socialite, television personality, model, actress, singer, DJ, and author .
Got 3 days for driving without a license on probation. - ryanrimmel
9 Bill Gates
William Henry "Bill" Gates III is an American business magnate, entrepreneur, philanthropist, investor, and programmer.
10 Chuck Berry
Charles Edward Anderson "Chuck" Berry was an American guitarist, singer and songwriter, and one of the pioneers of rock and roll music. He died on 18 March 2017.
11 50 Cent
Curtis James Jackson III, better known by his stage name 50 Cent, is an American rapper, actor, entrepreneur, investor, record, film, and television producer.
He was caught with heroin, crack, and a gun. He got 6 months - ryanrimmel
12 Robert Downey Jr.
Robert John Downey Jr. is an American actor. His career has included critical and popular success in his youth, followed by a period of substance abuse and legal troubles, and a resurgence of commercial success in middle age.
13 Don King
Manslaughter, arson, and drug dealing. 3 years for him - ryanrimmel
14 Lindsay Lohan
Lindsay Dee Lohan is an American actress. She is also a model, singer, songwriter, director, and producer.
15 Justin Bieber
Justin Drew Bieber (born March 1, 1994) is a Canadian singer, song writer, and record producer. He currently resides in Ontario, Canada (despite once claiming he was Part-Indian) and he is Christian. He is the son of an author, Pattie Mallet. ...read more.
16 Marilyn Manson
Brian Hugh Warner, better known by his stage name Marilyn Manson, is an American musician, songwriter, actor, painter, multimedia artist, author, and former music journalist.
17 Till Lindemann
18 Paul Reubens
19 Martha Stewart
20 David Crosby
David Van Cortlandt Crosby is an American guitarist, singer, and songwriter. In addition to his solo career, he was a founding member of three bands: the Byrds; Crosby, Stills & Nash; and CPR.