I did not know Toby Keith was sick, so when I found out he had passed away from stomach cancer, I was shocked.
Toby was known for his goofy and funny songs that also spoke plainly - "Red Solo Cup" was his best known. This 2001 single was his 7th country #1 and it falls in the plain speaking category. It was also nominated for several CMA and ACM awards - mostly for this fantastic video.
And yes, he performed it live. Here he is at the American Music Awards, where he was also nominated.