Sometimes

Britney Spears followed her explosive debut with a softer touch on 1999’s “Sometimes.” This sweet mid-tempo pop tune finds Britney singing about the push-and-pull of young love — she cares deeply but needs time and reassurance (“Sometimes I run, sometimes I hide…”). Its sunny melody and earnest lyrics showed a more innocent, vulnerable side of the teen pop phenom. The song became a hit (especially in Europe, hitting #3 in the UK) and its beachside music video with Britney in all-white gave fans another iconic image. “Sometimes” remains an endearing reminder of Britney’s early days, and a favorite slow jam of ’90s teen pop nostalgia.