/ · 1894 Brewer’s · H · Harry (To) = to harass
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Facetiously said to be derived from Harry VIII. of England, who no doubt played up old Harry with church property. Of course, the real derivation is the Anglo-Saxon herian, to plunder, from hære (2 syl.), an army.
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Entry taken from Dictionary of Phrase and Fable, edited by the Rev. E. Cobham Brewer, LL.D. and revised in 1895.