Dominating the ring between 1987-1990, Tyson is the youngest ever boxer to win a heavyweight title at 20 years, four months, and 22 days old, but his career has also been controversial. He was convicted of rape in 1992 and served three years behind bars before returning to the ring, winning back several of his titles before his 1997 match against Evander Holyfield pretty much ended his career when Tyson bit off part of Holyfield’s ear.
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