Maugham regularly portrayed Kelly in his works, as Lionel Hillier in Cakes and Ale, as Frederick Lawson in Of Human Bondage and as O'Malley in His Excellency presenting him as "the young Irish painter called O'Malley", and dedicating Ashenden to him.
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The twentieth-century English novelist W. Somerset Maugham frequently used the term in his novels and short stories to describe male characters of a genial, sociable, and hard-drinking temperament (Of Human Bondage, The Trembling of a Leaf, Then and Now).
He appeared in a number of British films of the 1960s, notably Lawrence of Arabia (1962), The Scarlet Blade (1963), Witchcraft (1964), Of Human Bondage (1964), The Secret of Blood Island (1964) and The Anniversary (1968).