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Upon hearing of her mother's death, jaded teenage loner Purslane Hominy Will (Scarlett Johansson) returns to New Orleans for the first time in years, ready to reclaim her childhood home. Expecting to find her late mother's house abandoned, Pursy is shocked to discover that it is inhabited by two of her mother's friends: Bobby Long (John Travolta), a former literature professor, and his young protégé, Lawson Pines (Gabriel Macht). These broken men, whose lives took a wrong turn years before, have been firmly rooted in the dilapidated house for years, encouraged only by Lawson's faltering ambitions to write a novel about Bobby Long's life. Having no intention of leaving, Pursy, Bobby Long and Lawson are all forced to live together. Yet as time passes, their tenuous, makeshift arrangement unearths a series of buried personal secrets that challenges their bonds, and reveals just how inextricably their lives are intertwined.
Based on the novel by Anne Tyler, "A Slipping Down Life" is the story of the peculiar courtship of an awkward young woman and a charismatic singer/songwriter, and the profound effect that their unlikely relationship has on eachother's lives and futures. Evie Decker (Lili Taylor) is a painfully timid young woman whose monotonous life consists of living with her reclusive widower father (Tom Bower) and working a dead-end job dressed in a rabbit costume at a rundown amusement park. Evie's quiet existence is shattered when she hears a late-night radio interview with struggling musician Drumstrings Casey (Guy Pearce). Evie is fascinated with his seductive voice and sultry lyrics and convinces her best friend Violet (Sara Rue) to go with her to the local roadhouse to see him perform. Seeing him in person, Evie becomes even more mesmerized by the handsome and brooding musicians. During one of Drum's shows, Evie's growing infatuation blends with obsession when she becomes so entranced by his singing that she actually cuts his name into her forehead with a piece of glass. Instead of regretting her action, she considers this her first step towards taking more control of her life. The stunt brings her to Drum's attention and he and his manager David Elliot (John Hawkes) decide to use her as a marketing gimmick at future shows. Evie's total faith in Drum's talent inspires and intrigues him while her role as his "muse" imparts Evie with uncharacteristic self-assurance. The physical attraction between Evie and Drum increases as their emotional need for one another becomes more and more apparent. The inspiration they find together to break out from the confines of low expectations and the ordinariness of small town life begins to conflict with the pursuit of their individual dreams. Together or apart they must decide which path will lead to the fulfillment of their newfound strength.