There was an imposter onstage at a recent Lainey Wilson show. Wilson’s opening act, Ian Munsick, raided her closet to pull off an epic prank as he walked out on the stage dressed in her bell bottoms.

Tales of dressing room pranks are as old as time, although the modern game tends to take itself a bit more seriously these days, unlike yesteryear. Whether cutting up clothes, pouring cold water over ...