Chicago Outfit boss Sam Giancana aided a CIA plot to kill Fidel Castro, allegedly helped assassinate President Kennedy, and may have been with Marilyn Monroe on her last night alive.

Charles "Lucky" Luciano organized the many warring factions of New York City's underground into five crime families — and put himself at the helm of it all.

Known to his associates in the Chicago Outfit as "Tony the Ant," mobster Anthony Spilotro ran amok in 1970s Las Vegas — then suffered a brutal death.

For nearly 30 years, Genovese crime boss Vincent Gigante pretended to be mentally ill to avoid prison. And it almost worked.

Jewish gangster Arnold "the Brain" Rothstein built a criminal empire based on drug and alcohol trafficking before meeting a tragic — and surprisingly ironic — end.

Who was Judas Iscariot, a traitor or a faithful disciple? From the writings of St. Paul to the long-lost Gospel of Judas, here are the myths, lies, and historical realities of the real Judas.

They called him the "Silent Don" because he lived an unassuming lifestyle, but Florida Godfather Santo Trafficante Jr. was as ruthless as they come.

There was an infamous female outlaw who rode alongside the bad boys of the Wild West. Her name was Belle Starr and she was known — and feared — as the "Bandit Queen."

A co-king by age three, Caesarion's solo reign over Egypt lasted mere days before his adoptive brother had him killed.

While in prison for avenging her husband in broad daylight, Pupetta Maresca transformed into a sort of Godmother. By the time she was released, she became a full-fledged criminal queen.

The daughter of an SS official, Princess Michael of Kent has continually embarrassed the British Royal Family with racist comments and gestures.