Gary Stretch was born in 1965 and brought up in the Haresfinch area of St Helens, Lancashire. His father was a plumber. He attended the town's Cowley High School. A left-handed fighter, Stretch boxed most of his career as a light-middleweight, rising to become British champion in that division. Stretch won the WBC International Light Middleweight title, beating Ramon Angel Alegre at the London Arena on 14 February 1990, the fight billed as Valentine's Day Massacre. Stretch stopped the tough Argentine in the 6th round of a very one sided contest. Stretch relinquished the title due to a management dispute with Frank Warren and subsequently sat out his contract.

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