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
James Joseph Brown was an American singer, songwriter, dancer, musician, record producer and bandleader. A progenitor of funk music and a major figure of 20th century popular music and dance, he is often referred to as the "Godfather of Soul".
In the 80s, he got 6 years for running from the police. - ryanrimmel
7 Bill Gates
William Henry "Bill" Gates III is an American business magnate, entrepreneur, philanthropist, investor, and programmer.
8 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
9 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
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.
Jahseh Dwayne Onfroy (born January 23, 1998), known professionally as XXXTentacion, and often referred to as X, is an American rapper, singer and songwriter.
X got arrested in July 2016, April 2017 and December 2017 I think. - B1ueNew
14 Don King
Manslaughter, arson, and drug dealing. 3 years for him - ryanrimmel
15 Lindsay Lohan
Lindsay Dee Lohan is an American actress. She is also a model, singer, songwriter, director, and producer.
16 Justin Bieber
Justin Drew Bieber (born March 1, 1994) is a Canadian singer, songwriter, and record producer. He currently resides in Ontario, Canada and is Christian. He is the son of author Pattie Mallette. ...read more.
17 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.
18 Till Lindemann
Till Lindemann is a German singer, songwriter, musician, actor, poet, and pyrotechnician. He is best known as the lead vocalist and frontman of the German Neue Deutsche Härte band Rammstein.
19 Paul Reubens
20 Martha Stewart
21 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.
22 Randy Blythe
David Randall "Randy" Blythe is the vocalist and lyricist of American heavy metal band Lamb of God and side-project band Halo of Locusts. V 1 Comment
23 Amanda Bynes
Amanda Laura Bynes is an American former actress. After appearing in commercials and in plays, Bynes rose to prominence as a child star in the late 1990s and early 2000s, first on the Nickelodeon series All That from 1996 to 2000, and then on her own show, The Amanda Show (1999-2002), becoming a teen ...read more.
24 Emma Roberts
Emma Rose Roberts is an American actress and singer. After small roles in films such as Blow, she rose to prominence with her role as Addie Singer in the Nickelodeon television series Unfabulous, for which she was nominated for a Teen Choice Award and six Young Artist Awards.
Went in jail for a few hours in Canada for domestic violence but was released after no press of charges in 2013. Apparently the so-called " violence " was exagerated when in reality it was just a huge domestic dispute with some pushing from both sides.
Wild Child but I love her.
25 Macaulay Culkin
Macaulay Carson Culkin is an American actor, author, painter, podcaster, musician and president of Bunnyears. He became famous as a child actor for his role as Kevin McCallister in the family comedy Home Alone, for which he was nominated for a Golden Globe Award for Best Actor – Motion Picture Musical ...read more.
26 Bill Cosby
William Henry "Bill" Cosby, Jr., is an American stand-up comedian, actor, and author. ...read more.
Daniel Hernandez, known by his stage name 6ix9ine, also known as Tekashi69 or simply Tekashi, is an American rapper.
Tekashi 69 was recently arrested and sentenced to up to 32 years in November of 2018. - B1ueNew