Kanye West
After calling off his engagement to his long-time girlfriend, Alexis Phifer, he poured his heartbreak into his dark 2008 album 808s & Heartbreak and its lead single, “Love Lockdown.” After 808s & Heartbreak, Kanye Again let heartbreak frame his music when his 2010 breakup with model Amber Rose inspired his hit song “Runaway” as well several other somber songs on My Beautiful Dark Twisted Fantasy.