Known as Scarface, he is often associated with Chicago's St. Valentine’s Day Massacre in 1929.

Leader of the Wild Bunch Gang, he was a notorious American train and bank robber in the Old West - and known for pairing with the Sundance Kid.

Arguably the most notorious outlaw in the Depression era, he was gunned down outside Chicago's Biograph Theater by agents under the direction of J. Edgar Hoover.

Born Lester Joseph Gillis, he was a 1930s American bank robber and murderer known for his childlike appearance and small stature.

Nicknamed 'Pretty Boy,' he was an American bank robber in the 1930s and considered Public Enemny No. 1 after the death of John Dillinger.

Along with his brother Frank and other gang members, he robbed U.S. banks, stagecoaches, and trains in 1800s.

He was an American gangster during the Prohibition era whose nickname came from his favorite weapon.

Charles Earl Bowles, an English-born American Old West outlaw, is better known by his nickname that was used in the movie 'A Christmas Story.'

His followers murdered actress Sharon Tate in the 1969. He is serving a life sentence in prison.

William H. Bonney was a 19th-century American gunman and frontier oulaw in the West. He is better known by his nickname.

He was an American outlaw, gunfighter, and controversial folk hero of the Old West. Bob Dylan named an album after him.

She was tried for killing her father and stepmother with an axe on August 4, 1892, in Fall River, Massachusetts.

Norman Mailer's nonfiction book 'The Executioner's Song' depicts the events surrounding the execution of this murderer.

Along with fellow Depression-era outlaw Clyde Barrow, she was gunned down in Louisiana in 1934.

During adolescence, he befriended Meyer Lansky, and the two of them helped bring Charles 'Lucky' Luciano to the top of the U.S. Mafia.

Nicknamed the 'Prime Minister of the Underworld', he became one of the most powerful and influential Mafia bosses in American history, eventually leading the Luciano crime family.

After taking over the Gambino family in the mid-1980s, he became known as the 'The Dapper Don' for his expensive clothes and personality in front of news cameras.

This serial killer was known as Son of Sam and the .44 Caliber Killer.

He acquired the name 'Unabomber' for sending bombs via the mail.

This serial killer who engaged in cannibalism was beaten to death by a fellow prison inmate in 1994.