In colorful, bustling, modern-day Manhattan, Rafi Gardet, a beautiful 37-year-old photography producer reeling from a recent divorce, meets David Bloomberg, a handsome 23-year-old painter recently out of college. Rafi's therapist, Dr. Lisa Metzger, who is working to help Rafi overcome her fears of intimacy, finds out that Rafi's new lover is--unfortunately for Lisa--her only son, David. Both David and Rafi must contend with their 14-year age gap, vastly-different backgrounds, and the demands of David's traditional mother. Despite their intense attraction, the charmed couple soon realizes that vastly-different ages and backgrounds create much conflict. A Jewish hip-hop lover and closet painter who still lives with his grandparents, David has little in common with Rafi--a non-practicing Catholic from a wealthy, broken family who travels in the sophisticated world of high-end fashion.

After causing a loss of almost one billion dollars in his company, the shoe designer Drew Baylor decides to commit suicide. However, in the exact moment of his act of despair, he receives a phone call from his sister telling him that his beloved father had just died in Elizabethtown, and he should bring him back since his mother had problem with the relatives of his father. He travels in an empty red eye flight and meets the attendant Claire Colburn, who changes his view and perspective of life.

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