Lenny Luthor (Superman IV: The Quest For Peace)

Lenny Luthor – played by Two and a Half Men’s Jon Cryer in his much younger days – was the comic relief of Superman IV: The Quest for Peace, in a franchise that had already began to go terribly downhill in the previously mentioned Superman III.

Sadly for Cryer, he really didn’t help to improve it at all, as his character – the bumbling nephew of Gene Hackman’s Lex Luthor – was nothing more than ridiculously annoying comic relief.

He wasn’t quite as stupid as Lex made him out to be – he was actually quite useful at times – but he looked ridiculous and pronounced certain words in a manner than made him come across as a complete moron.