Tom Jones — “What’s New Pussycat” (1965)
Welsh singer Tom Jones might have caught the attention of the world with “Sex Bomb”, another one of his monster pop hits, and we won’t fault the song for its attempts to liberate a generation that mostly wasn’t even allowed to mention the word in public. We do give him a bit of stick, however, for “What’s New Pussycat”, which doesn’t quite translate as well into the modern-day context, and wasn’t always pleasant to hear after a long day.
Cher — “Believe” (1988)
Cher went full philosophical in her Eurodance hit “Believe”, which essentially asks the listener if they believe in life after love. Over and over again. We can’t fault her for exploring the depths of her soul in the music, but wonder about the heavy autotune use in her voice. Apparently, it was intentional, and it was one of the first times in history that it had been used on a worldwide #1 single. It might have been annoying, but it was groundbreaking nevertheless.