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Song of Songs is the story of Jolene, an up and coming musician, who is ready to toss out everything she's worked her whole life for to win the heart of the man of her dreams, her roommate Josh. The problem is she's the exact opposite of everything he's looking for, and he's even got a list to prove it. To make matters worse, he's just found the perfect woman in L.A., and he's on his way to meet her. Risking everything, Jolene jumps into the middle of Josh's plans and joins him on his haphazard road trip. Letting love ride shotgun from Austin to L.A. the two share a misguided adventure that leads them to discover that on the road of life, you must expect detours.