The Trouble with Bliss (2011)

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35-year-old Morris Bliss is clamped in the jaws of New York City inertia: he wants to travel but has no money, he needs a job but has no prospects, he still shares an apartment with his widowed father, and the premature death of his mother has left him emotionally walled up. When he finds himself wrapped up in an awkward relationship with Stephanie, the 18-year-old daughter of a former classmate, Morris quickly discovers his static life unraveling and opening up in ways that are long overdue.