There may be thousands of examples of “square” singers taking inept stabs at teenage-music favorites in the '60s, and this may or may not qualify as one of those—depends whether teens thought Petula Clark was at all hip in the first place.

What set Elva Ruby Connes Miller apart is that even Joel Whitburn's no-insults-allowed Top Pop Singles 1955–99 reference book refers to her as “tone-deaf.” About that, she leaves no doubt. And like nails-on-chalkboard soprano Florence Foster Jenkins decades before, that was part of her demented appeal. Her first album, Mrs. Miller's Greatest Hits, got to No. 15 in the U.S. In comparison, William Hung's 2004 debut only peaked at No. 34!