Conrad ‘Nicky’ Hilton Jr., the son of Hilton Hotel founder Conrad Hilton, had as much money as he could possibly imagine. Hilton ended up womanizing, gambling, and drinking away as much of his life as possible. He even cheated on his new wife, Elizabeth Taylor – one of the most beautiful women in Hollywood at the time.
John Hervey, 7th Marquess of Bristol, was from a long line of British aristocrats. He claims to have slept with 12 Portuguese nuns previously. John was lonely, though, so he spent most of his fortune on helicopters, motorcycles, fast cars, yachts, and plenty of drugs.