He’s from the Midwest and his hit debut album was titled Country Grammar, but it was still pretty surprising when rapper Nelly went country — the first time. Back in 2004, he and Tim McGraw teamed up for an unlikely duet on a slow jam called "Over and Over" that actually hit Number Three on the Billboard Hot 100. The song was mostly pop and hip-hop, but he doubled down on country in 2012 with the remix of Florida Georgia Line’s mega smash “Cruise,” and the duo still prefers to do that version in concert. In 2016, Nelly released a heartfelt cover of Thomas Rhett’s “Die a Happy Man,” and there are rumors that it’s part of an upcoming country EP. — C.P.
Listen: “Die a Happy Man”