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The resemblance to Lord Voldemort is ironic, because in Harry Potter's last year Lord Voldemort came back to power and controlled Hogwarts, too. So in this year a portrait of HIM would have been normal. Harry granger 19:28, May 20, 2011 (UTC)

But this picture is in 1993 (Prisoner of Azkaban). It may be like an Easter Egg or something. —The preceding unsigned comment was added by 110.33.1.27 (talkcontribs).

Either Easter Egg or perhaps a painting of Salazar Slytherin, his ancestor?
 Harry granger   Talk   contribs 08:41, January 26, 2012 (UTC)

Perhaps Tom Riddle saw this old painting of a long forgotten dark wizard many times during his time at Hogwarts and was impressed by his chilling demeanour. When Voldemort was reformed, in The Goblet of Fire, he chose a form to emulate what he knew would frighten and fascinate others, as it had done him as a (disturbed) boy?

Woodwosethewizard (talk) 22:44, May 12, 2020 (UTC)

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