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Music Career Nelly first came to mainstream audiences with his song, Country Grammar (2000) and released Free City with the St. Lunatics in 2001. Country Grammar turned out to become a mainstream success that set the stage for his breakthrough album, Nellyville. Nellyville established him as one of the most famous rappers in the early 2000s, with an image of being equal parts handsome boy-next-door and tough gangsters. From the beginnings of his pop career, the lyrics of "Country Grammar" explored this dichotomy, posing the question: "Who says pretty boys can't be wild niggaz?" and containing references to gun violence and drug use while also sending shout outs to billionaires Bill Gates and Donald Trump, as well as fictional serial killer Hannibal Lecter. Nelly on his double album Sweat/Suit (2005) The 2002 single "Hot in Herre" was also tremendously popular (to the extent of being parodied by Weird Al Yankovic's "Trash Day"), as was it...