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.