40. Dido, "White Flag" (2002)

Nobody does heart-wrenching like Dido.

This song captured what it felt like to be dumped, forgotten, replaced, and generally abandoned by someone who meant the whole world to you.3

It has the power to hit you thirteen years later and make you cringe at some of those painful memories.

Enrique Iglesias, "Hero" (2001)
Explore more ...