Songfacts®:

• This Joseph Hill, Shane McAnally, Matt Ramsey and Trevor Rosen-penned ballad is about longing for a past love that may not be in your best interests. "I think it's pretty evident there is a hardcore yearning going on in this song, and personally, it's something I've experienced in the worst of ways in past relationships," Bentley said. "This song is about wanting something so badly even if it's not good for you, just wanting that love back, which is something I think everyone can relate to at some point in their life."
• This was released as the fourth single from Riser. Bentley said that he loved it, "from the very beginning." He added: "I think we all knew it was going to be a single. We just had to find the right time for it."
• The song was produced by Nashville songwriter Ross Copperman. "I just feel like vocally, Ross was able to wring something out of me that I hadn't gotten to before, and it feels pretty powerful," said Bentley. "I feel like we're starting to get the ball rolling towards the direction when I heard that song, you know, some sort of thematical thing. [It's] just a killer song. I think when people hear that song, it's a great example of kind of the sound and the production that we're going for on [Riser]."
• The song's music video was directed by Wes Edwards - who also shot Bentley's "Drunk on a Plane" and "I Hold On" - in Canada over the 2014 summer. It shows the singer landing with his plane on a lake, before riding on his motorcycle to a secluded cabin where he awaits the arrival of his lost love. The clip helped Bentley realize kind of a bucket list item - flying a seaplane.
• Ramsey and Rosen are bandmates in the country act Old Dominion and also collaborate to write tunes for other artists like Bentley. In an Entertainment Weekly interview, Ramsey explained this song's origin: "This was Shane McAnally, Trevor, and myself. I remember Shane walked into the room - you know, he does his thing where he's all excited and busts into a room like Kramer and just dives right in. He was like, 'This idea came to me on the way here…' And he just started saying, 'Say you do, say you might, for tonight.' He was like, 'I don't even know what that means but I think it's cool.' And we were thankfully smart enough to trust him. Usually when Shane's excited, it serves you well to go with it."
  
  "And sometimes songs are work and sometimes it seems like they write themselves. With that one, it seemed to write itself. I remember going home and listening to it over and over and over and texting these guys going, 'I don't know what we just did but I think it's big.' As a band, we were playing it out a lot and it was kind of hard to let go - they're not always to let go. For the rest of the world, that's Dierks Bentley's song now and it helps us in our live show to add a little cred to what we do."