Bentley wrote this with fellow Country singer and friend Deric Ruttan. The song is about Dierks being on the road and having a hard time with relationships. The line, "Lovin' me might be a long shot gamble, so before ya go and turn me on, be sure you can turn me loose, cause I still got a lot of leavin' left to do" is a warning to any potential love interest that you shouldn't fall for him because he is on the road 300 days a year.
This song is in the style of Country legend/outlaw Merle Haggard.
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