Mike Tyson’s controversial life has been the subject of numerous documentaries and many still wonder how he blew $300 million in just two years. In his autobiography ‘Undisputed Truth’, however, there are a lot of instances which prove why his lifestyle was not sustainable by any standards.

Take, for example, how much *** he was having between 1992 and 1995. He reveals in his autobiography that at the time, before going to prison in 1992, he was sleeping around with 15 women every day and that he was having ‘so much *** that he was too tired to even go to the gym and work out.’

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It isn’t surprising then that he was apparently involved in an affair with his drug counselor and at one time paid her $10,000 to have ***. Tyson also admits to having a fling with her while in jail. But even this is not the most outrageous story of Tyson’s love life in the 90’s. He once had *** with Naomi Campbell while his manager stood outside the bathroom at a party in New York City.

"I was there to keep Mike out of trouble, doing my usual babysitting job, and when I looked over, he was talking to this girl," Rory Holloway, Tyson's manager writes.

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"I had to rub my eyes. It was Naomi Campbell. Mike says he's got to use the restroom. Next thing, Naomi's following him and I'm outside holding their drinks. Guests are walking up and I'm telling them, 'Bathroom's taken'.”

Mike Tyson may have led a controversial life but it sure wasn’t boring, right? He was a fighter in the ring and in the bedroom as well.