It’s a sad but undeniable fact: When the Republican presidential nominee tries to seem “hip,” it invariably backfires. To a certain extent, one could argue that the media-Hollywood-Democrat complex has never helped them out either, particularly when Bill Clinton was asked — a few years before the question of what was going on with what was under his clothes would be a bit like Chekhov’s gun in the series of events that led to his impeachment — on MTV whether he wore boxers or briefs. Back in 1984, for instance, then-President Ronald Reagan made what was arguably the biggest unforced error of…