The British socialite, who briefly dated the Mean Girls actress in 2007, has declared himself bankrupt after blowing a fortune on drugs and booze during his wild years of partying.
Best, son of late soccer legend George Best, tells Britain's The Sun newspaper, "I was blessed to earn a large amount of money at a young age, and mistakes have come with that. But also lessons learned.
"I can confirm I have made the decision to declare myself bankrupt as a result of being unable to make tax repayments. I feel as though this decision is the most constructive option."