Most Similar Movies to Reuben, Reuben (1983)
If you are looking for movies like Reuben, Reuben (1983), you might like movies tagged with keyword : drama, comedy, romance, independent film, literary adaptation, midlife crisis, poet, alcoholism, art, new york, 1980s, relationships, self-destruction, dark comedy, intellectual, writer, life crisis, emotional struggle, social satire, marriage .
Young Adult (2011), Serious Moonlight (2009), Norman: The Moderate Rise and Tragic Fall of a New York Fixer (2016), Committed (2000), Husbands (1970), Paper Man (2009), Hannah and Her Sisters (1986) ... Let's take a look at the following list...

Young Adult (2011)
Soon after her divorce, a fiction writer returns to her home in small-town Minnesota, looking to rekindle a romance with her ex-boyfriend, who is now happily married and has a newborn daughter.
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Serious Moonlight (2009)
A high-powered attorney duct tapes her adulterous husband to the toilet ... right before their home is invaded by burglars.
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Norman: The Moderate Rise and Tragic Fall of a New York Fixer (2016)
Norman Oppenheimer is a small time operator who befriends a young politician at a low point in his life. Three years later, when the politician becomes an influential world leader, Norman's life dramatically changes for better and worse.
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Committed (2000)
Determined to save her marriage, a woman (Heather Graham) drives 2,000 miles to find her husband (Luke Wilson) and win him back.
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Husbands (1970)
After the death of a common friend, three married men leave their lives together, seeking pleasure and freedom and ultimately leaving for London.
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Paper Man (2009)
A frustrated novelist (Jeff Daniels) begins to depend less on his imaginary friend (Ryan Reynolds) when he forms a unique bond with a Long Island teenager (Emma Stone).
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Hannah and Her Sisters (1986)
Between two Thanksgivings two years apart, Hannah's husband falls in love with her sister Lee, while her hypochondriac ex-husband rekindles his relationship with her sister Holly.
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Trees Lounge (1996)
Tommy is an unemployed mechanic who spends most of his time in a bar (Trees Lounge) in a small blue collar town. He seems to always be thinking, "If only X then I could stop drinking".
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Irrational Man (2015)
A tormented philosophy professor finds a will to live when he commits an existential act.
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Dean (2016)
An illustrator falls in love with a woman while trying to keep his father from burning down the family home after his wife dies.
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How to Save a Marriage and Ruin Your Life (1968)
When a carefree bachelor tries to get his best friend to drop his mistress and return to his wife, he finds himself with romantic problems as well.
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New York Stories (1989)
A middle-aged artist obsessed with his pretty young assistant, a precocious 12 year old living in a hotel, and a neurotic lawyer with a possessive mother make up three Gotham tales.
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The Land of Steady Habits (2018)
After leaving his wife and his job to find happiness, Anders befriends a drug-addicted teen, sending him down a path of reckless and shameful behavior.
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The Groomsmen (2006)
A groom (Ed Burns) and his four attendants wrestle with issues related to friendship and maturity a week before the big day.
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My Art (2016)
Frustrated by her lack of recognition, a middle-aged artist leaves the city for upstate New York to regain her creative spark.
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Year of the Dog (2007)
A secretary's life changes in unexpected ways after her dog dies.
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The Climb (2019)
Two lifelong pals test the boundaries of their friendship when a woman comes between them.
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Walking and Talking (1996)
Amelia (Catherine Keener) is jealous when her closest friend and roommate, Laura (Anne Heche), moves out to live with her fiancé. Suddenly alone, Amelia takes a pessimistic look at her own life. Her pet name for Bill (Kevin Corrigan), the last guy she dated, is the "Ugly Guy"; her conversations with her ex-boyfriend, Andrew (Liev Schreiber), usually devolve into name-calling; and her beloved cat has come down with cancer. She then tries to put aside her envy and rely on Laura for support.
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