Most Similar Movies to Living Out Loud (1998)
If you are looking for movies like Living Out Loud (1998), you might like movies tagged with keyword : drama, comedy, romance, female, midlife crisis, divorce, new york, urban life, self-discovery, friendship, loneliness, jazz, nightlife, emotion, growth, independence, life transition, healing, relationships, humor .
In the Land of Women (2007), As Good as It Gets (1997), Moscow on the Hudson (1984), Learning to Drive (2014), Bright Days Ahead (2013), Waiting to Exhale (1995), Ana (2019) ... Let's take a look at the following list...

In the Land of Women (2007)
A sleazy writer has a chance to redeem himself when he goes to stay with his grandmother and befriends the neighbors.
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As Good as It Gets (1997)
A single mother and waitress, a misanthropic author, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery.
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Moscow on the Hudson (1984)
When a Russian musician defects in Bloomingdale's department store in New York, he finds adjusting to American life more difficult than he imagined.
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Learning to Drive (2014)
As her marriage dissolves, a Manhattan writer takes driving lessons from a Sikh instructor with marriage troubles of his own. In each other's company they find the courage to get back on the road and the strength to take the wheel.
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Bright Days Ahead (2013)
Caroline has retired and realizes that this new freedom is synonymous with boredom. Especially when she receives a membership to her neighborhood's senior club - Reluctant at first, she nevertheless decides to take the plunge.
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Waiting to Exhale (1995)
Based on Terry McMillan's novel, this film follows four very different African-American women and their relationships with the male gender.
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Ana (2019)
Ana meets Rafa in a chance encounter and they embark on a road trip to try and save him from bankruptcy, or worse.
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Changeland (2019)
While visiting Thailand, two estranged friends realize there's no rule book for finding purpose and meaning in life.
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Up in the Air (2009)
Ryan Bingham enjoys living out of a suitcase for his job, travelling around the country firing people, but finds that lifestyle threatened by the presence of a potential love interest, and a new hire.
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P.S. I Love You (2007)
A young widow discovers that her late husband has left her 10 messages intended to help ease her pain and start a new life.
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Butterflies Are Free (1972)
A San Francisco hippie (Goldie Hawn) frees her blind neighbor (Edward Albert) from his fussy mother (Eileen Heckart).
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Hindsight (2015)
After a strange elevator ride, a woman gets a chance to re-live part of her life.
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The Last Good Time (1994)
Joseph, a former professional musician who has withdrawn into a quiet life after the death of his wife. Remaining mostly isolated, he stays at home, playing his violin in the evenings for entertainment. This routine is disrupted, however, when he witnesses a violent fight between his neighbor, Eddie, and his girlfriend Charlotte. He takes an interest in her, eventuall...Read all
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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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Change of Plans (2009)
Friends attending a dinner party act like a dysfunctional family.
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Begin Again (2013)
A chance encounter between a disgraced music-business executive and a young singer-songwriter, new to Manhattan, turns into a promising collaboration between the two talents.
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