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Royston Henry Shaw (11 March 1936 – 14 July 2012), also known as Roy "Pretty Boy" Shaw, Roy "Mean Machine" Shaw and Roy West, was a property investor, author and businessman from the East End of London who was formerly a criminal and Category A prisoner. During the 1970s & 80s Shaw was active in the criminal underworld of South London and was close friends with Joe Pyle. Shaw is best remembered today for his career as a fighter on the unlicensed boxing scene, becoming an arch-rival of Lenny McLean.
Shaw, who claimed he "simply hates the system", and that the "system could never beat him", was moved between different prisons and spent time at Broadmoor Hospital. According to Shaw's autobiography, Pretty Boy (1999), "uncontrollable prisoners, were deliberately drugged up with the aim of turning them into permanent 'cabbages'". At Broadmoor, Shaw underwent experimental electroconvulsive therapy in an attempt to control his temper. His doctor claimed that Shaw had at first come across as a large and intimidating yet soft-spoken gentleman, but when faced with treatment he didn't want, Shaw became "the most powerful and dangerous man I have ever tried to treat". The doctor reported the treatments as having been a complete failure, and only served to make Shaw even more aggressive and unpredictable.
Shaw routinely stabbed police informant and even slashed the throat of a former best friend while incarcerated owing to his strong belief in a "code of honour" among criminals that must not be broken.
During his time in Broadmoor, Shaw again encountered Ronnie Kray. He also spent time with such people as Ronnie Biggs and Charles Bronson at other prisons. By 1974, Shaw had already spent around 18 years in more than 22 different prisons.
On his release from prison Shaw started fighting unlicensed (not sanctioned by the British Boxing Board of Control)Gary Holland "History of London Boxing", 9 April 2008 boxing matches in 1978, aged 42, and gained many infamous victories, including one over Donnie "The Bull" Adams. Shaw also beat former world heavyweight contender Ron Stander, who had also previously fought Joe Frazier for the heavyweight title. Stander however broke a rib before the fight with Roy Shaw. Shaw would later say in his book that he kept hitting Stander with punches which had no effect on Stander – until he found his broken rib. In Shaw's words "if Stander had not broken his rib he would have mullered me."
Shaw was best known for his infamous trilogy with arch-rival Lenny McLean. Shaw beat McLean in their first fight, but lost in two other matches to McLean. Shaw claimed in his autobiography that they only fought twice, but later he admitted on his website that there were indeed three fights with McLean of which he lost two and won one. However, McLean was by far the bigger man and also much younger than Shaw. Shaw was well into his forties when he and McLean fought and was giving away stones in weight. Shaw stated on his website that the two unlicensed boxers he most admired were Cliff Field and Johnny Waldron, both of whom also defeated McLean.
Shaw co-wrote a book with Kate Kray, the widow of Ronnie Kray, entitled Roy Shaw: Unleashed (2003). The book is a collection of stories and anecdotes about the criminal underworld of London in the 1970s/1980s, as well as Shaw's boxing career. Shaw's autobiography, entitled Pretty Boy (2003), was also co-written by Kray. It goes into further detail Shaw's early life, personal and private life, time in prison, and also expanding on stories begun in his previous book. A book written by Jamie Boyle & Gary Shaw, Roy’s son, called ‘Mean Machine. Roy Shaw’ was published by Warcrypress in 2019. It features many stories of Roy that had never been published.
In 2000, Shaw was one of the best known mourners to attend the funeral of Reggie Kray, a lifelong friend. Shaw said of Kray: "Kray came from an era before drugs became common currency, when there was honour among thieves and few criminals double-crossed their friends. In those days there was loyalty. Nowadays they are all having each other over all the time."
Having served all his prison sentences, Shaw stated that he was going straight and had retired from any criminal activity and bareknuckle boxing. Shaw became a businessman and author with numerous financial and non-financial ventures, such as a best-selling autobiography. He appeared in two documentary DVDs by Director Liam Galvin, 'Roy Shaw: Brute Force' and 'Roy Shaw-Fight School' and later made a cameo in the film Killer Bitch, he also became involved in numerous internet ventures, and property investment. The land investments, something Shaw had been involved in since before his first prison sentence, were the ventures which eventually made Shaw a millionaire.
After Roy's family had discovered what had happened due to questions being raised by Roy's bank calling his daughter Chettina, who had his power of attorney, because there was further very large transfer sums of money being requested for transfer, they took her to court. Lindsay Finnimore made claims to being his girlfriend and in a bid to have access to his assets made claims to being his common law wife. Roy said that he believed she was very intelligent and helping him but didn't find her attractive or girlfriend material. High Court judge Sir John Lindsay said that Finnimore had been "untruthful" in her case evidence. Of Finnimore, the judge said: "She, for whom the word 'feisty' could have been minted, is more educated than he and far more intelligent. Unfortunately, her considerable skills have not always been applied to acceptable purposes." Mark Morris of Aardvark Forensics Ltd provided expert evidence to the Court and demonstrated how a number of forged documents had been created on a personal computer.
Mr Justice Lindsay ultimately dismissed Miss Finnimore's claims against Shaw in March 2009 and ordered Finnimore to repay the money, together with sums of £208,450, £20,000 and £57,000, plus interest. Shaw was awarded nearly £1 million in total. Judge Lindsay said that when it was put to Shaw in court that he intended to transfer £643,000 to her, he replied: "Don't talk so silly – she took me for a right mug."
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