Look at that cheeky grin. Booker T was arrested back in 1987 for committing several armed robberies in the Houston area. The robberies took place at Wendy's restaurants where the five-time WCW Champion, real name Booker Huffman, was working flipping burgers. Booker would plead guilty of the charges accused and would serve 19 months in prison. Booker and his 'partners' kept their Wendy's uniforms on during the holdups since they had been working there for around two-and-a-half years. Because of this, police suspected the robberies were inside jobs and it didn't take long before Huffman and three other men were found and charged. Booker pleaded guilty to two aggravated robbery counts and was sentenced to five years in prison. He was released after serving about one-third of that term, and was placed on parole until April 1992. It's fair to say Booker T had a troubled childhood. He was the youngest of eight children and had lost both his parents by the age of 14, meaning he and his brother Stevie Ray stepped in as acting parents to the family. On his release, he started to train in the ring and made his pro wrestling debut in 1989 as "G.I. Bro" on Ivan Putski's 'Western Wrestling Alliance Live!'
