#29: “Will You Love Me Tomorrow” by The Shirelles
The Shirelles’ Will You Love Me Tomorrow, penned by Carole King and Gerry Goffin, became a groundbreaking hit in 1960, marking the first chart-topping single by an all-female Black group. However, its candid exploration of a woman’s uncertainty after intimacy stirred controversy.

The lyrics, implying a one-night stand, challenged the conservative norms of the era, sparking debates over its appropriateness for young listeners. Despite initial resistance, the song’s heartfelt vulnerability and timeless melody resonated deeply, cementing it as a classic.