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I agree that Reginald is almost comically "British stiff upper lip/some buttoned-up hapless friend of Bertie Wooster."
But Reggie is a very friendly nn. Very much a Black name now, and an athlete's name as well, what with Reggie Jackson, Reggie White, Reggie Bush etc.

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Before you criticize a man, walk a mile in his shoes. That way, when you criticize him, you're a mile away and you have his shoes!
Steve Martin