Most Similar Movies to My One and Only (2009)
If you are looking for movies like My One and Only (2009), you might like movies tagged with keyword : drama, comedy, family, coming of age, road movie, 1950s, usa, mother-son relationship, marital crisis, independent woman, single parent, youth, nostalgia, romance, self-discovery, adventure, humor, life transition, social change, female perspective .
Away We Go (2009), Look Both Ways (2005), Coupe de Ville (1990), Peggy Sue Got Married (1986), Men Don't Leave (1990), Secondhand Lions (2003), Fandango (1985) ... Let's take a look at the following list...

Away We Go (2009)
A couple who is expecting their first child travel around the U.S. in order to find a perfect place to start their family. Along the way, they have misadventures and find fresh connections with an assortment of relatives and old friends who just might help them discover "home" on their own terms for the first time.
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Look Both Ways (2005)
During one unusually hot and tragic weekend, four people struggle after hearing some life-changing news, this in turn brings them together.
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Coupe de Ville (1990)
Three bickering brothers who don't get along reluctantly go on a cross country road trip together to deliver a car in time for their mother's birthday.
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Peggy Sue Got Married (1986)
Peggy Sue faints at a high school reunion. When she wakes up, she finds herself in her own past, just before she finished school.
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Men Don't Leave (1990)
After her husband's death, Beth Macauley (Jessica Lange) moves into an inexpensive Baltimore apartment with her two sons, Chris (Chris O'Donnell) and Matt (Charlie Korsmo). When Beth accepts a job at a local grocery store, Chris grows bitter and falls for an older woman (Joan Cusack), while 9-year-old Matt hides his grief behind a new interest in burglary. As the Macauleys adjust to their new life, they learn that sticking together is the only way to overcome their loss.
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Secondhand Lions (2003)
A coming-of-age story about a shy, young boy sent by his irresponsible mother to spend the summer with his wealthy, eccentric uncles in Texas.
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Fandango (1985)
Five college buddies from the University of Texas circa 1971 embark on a final road trip odyssey across the Mexican border before facing up to uncertain futures, in Vietnam and otherwise.
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Jane Wants a Boyfriend (2015)
A young woman with Asperger's syndrome tries to find her first boyfriend with a little help from her older sister.
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Driving Lessons (2006)
A coming of age story about a shy teenage boy trying to escape from the influence of his domineering mother. His world changes when he begins to work for a retired actress.
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Caterina Goes to Town (2003)
Caterina, forced to leave her small town at the age of thirteen, faces the complications of living in the big metropoly of Rome.
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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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Her Twelve Men (1954)
An inexperienced female teacher is hired at a private elite school for boys where she raises a few eyebrows among the all-male faculty.
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One Wild Moment (2015)
Two friends bring their daughters with them on a beach vacation and find themselves in an awkward situation. A remake of the 1977 film "Un moment d'égarement".
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Anywhere But Here (1999)
A mother and daughter search for success in Beverly Hills.
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Catch and Release (2006)
A woman struggles to accept the death of her fiancé and the secrets he kept from her as she rebuilds her life.
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Sweet Hearts Dance (1988)
Long-married high school sweethearts (Don Johnson, Susan Sarandon) get itchy when their friends experience new love.
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What the Deaf Man Heard (1997)
A town handyman (Matthew Modine) pretends to be deaf and mute for years, until he overhears a scam that will harm another.
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Funny Story (2018)
A dramedy about a well-intentioned father who inadvertently wreaks havoc on the life of his estranged daughter when she invites him to her woodland wedding.
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