In popular culture, whether it's music, films, books, or television, the idea of a Guilty Pleasure has existed as long as people have formed opinions on entertainment. High versus low art, serious versus inconsequential, intimate versus manufactured - everyone has their own criteria. We discuss the power of shame, such as when a once-popular genre falls out of favor, or when the personal behavior of an artist can impact an audience, the phrase can take on an even more serious interpretation.