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    • "The Tin Man" (1994) – The ballad is about a brokenhearted man who wishes that he were the Tin Woodman so that he "wouldn't have a heart" and thus not feel the emotions that he is feeling.
    • "You and Tequila" (featuring Grace Potter) (2011) – A classic and a beautiful song. The song received two nominations in 54th Grammy Awards for Best Country Song and Best Country Duo/Group Performance.
    • "You Had Me from Hello" (1999) – Kenny saw the movie Jerry Maguire and in one of the film's most memorable scenes at the end of the movie, Tom Cruise's title character gives out a heartfelt talk to Renée Zellweger's character, tearfully saying, "You had me at 'hello.'"
    • "How Forever Feels" (1998) - Chesney said at the time that he almost didn't get to release the song because Tim McGraw had recorded a version.
  2. An eight-time Entertainer of the Year award winner, Kenny Chesney is a country music icon with 30 #1 hit songs like “There Goes My Life”, “The Good Stuff”, “How Forever Feels”,...

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