Since JRR Tolkien exists in TL 191 (Flora Hamburger remembers reading the Hobbit to Joshua, which was likely published earlier than OTL), I imagine that illustrations (and any films) of the Akallabeth would show the aged Ar Pharazon as resembling Winston Churchill, and the depictions of Sauron/Zigur/Thu in Numenor would tend to the side of tall, rawboned and rangy ...
Tolkien mentioned his dislike of allegory, but he did write often with an eye to applicability.
And as for any art showing aged Elendil going to Elostirion (the highest of the Towers in the Tower Hills) to gaze upon Tol Eressea via the Palantir there, Elendil there would probably bear a resemblance to Tolkien in his old age (I don't imagine Tolkien would stay around very much in Actionist Britain. If nothing else, he beliefs would probably lose him his professorship at Oxford). *sniff*
Tolkien mentioned his dislike of allegory, but he did write often with an eye to applicability.
And as for any art showing aged Elendil going to Elostirion (the highest of the Towers in the Tower Hills) to gaze upon Tol Eressea via the Palantir there, Elendil there would probably bear a resemblance to Tolkien in his old age (I don't imagine Tolkien would stay around very much in Actionist Britain. If nothing else, he beliefs would probably lose him his professorship at Oxford). *sniff*