The first single from Brothers Osborne's Port Saint Joe album, this whiskey-fueled rocker finds Osborne asking a girl to drop him fast and hard. The song was released on January 5, 2018. "We thought this lead single off of our new record would be a really great representation of just kind of what's to come on this new record, but also was kind of a good little second story to 'It Ain't My Fault,'" said lead vocalist TJ Osborne. "The song really being about the double entendre of just the saying, 'shoot me straight,' 'give it to me straight,' but also make it burn like a shot of whiskey and shoot me straight. It's one of the songs that kind of ties the last record into this one."
The album version clocks in just shy of seven minutes and concludes with an epic John Osborne guitar solo. TJ Osborne told The Boot: "This song was probably the most risky single to lead the album with. I don't know why we were attracted to the hard road. I don't know why that happens - maybe because I'm always a fan of an underdog." "We decided to lead with this song, knowing it would be difficult considering that the full version is six and a half minutes long, and we thought we might wake up the next morning and find that no one wanted to play it," he added. "But, we knew the song was different, and we knew it was us who had recorded it, and we trusted that. We like difference. We like stirring up the pot."
"Shoot Me Straight" started off as a ballad. TJ Osborne explained: "We thought the song was good, but not anything unique or memorable. [Separately,] there was this lick we'd been throwing around for several writes. John had the idea of just marrying the two together, and at that point, we knew instantly that would be a song we'd record."
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