Jay Rutland (Married To Tamara Ecclestone)
Formula One heiress Tamara Ecclestone clearly likes the bad boys. Her hubby, Jay Rutland, is a "businessman" and former stockbroker who was caught in a 2002 sting operation when he sold an undercover reporter cocaine. In 2012, he was banned by the Financial Services Authority for insider trading and market abuse, and in 2016 was accused of assisting a drug lord flee abroad (those charges were eventually dropped). The couple live in an $84 million London mansion filled with Banksys, but Ecclestone appears to be the one keeping them afloat; a tax filing in 2014 revealed that Rutland made just £65 a week from his company Brigante Business Developments. Sugar mama, anyone?
[Photo via @tamaraecclestoneofficial]