Most Similar Movies to Baby Boom (1987)
If you are looking for movies like Baby Boom (1987), you might like movies tagged with keyword : comedy, romance, workplace, female lead, 1980s, urban life, family, parenting, career vs family, new york, career woman, life transition, humor, social pressure, independent woman, life challenges, workplace competition, female empowerment, urban comedy, romantic comedy .
The Nanny Diaries (2007), Baby Mama (2008), Look Who's Talking (1989), Raising Helen (2004), Third Finger, Left Hand (1940), People, Places, Things (2015), Over 21 (1945) ... Let's take a look at the following list...

The Nanny Diaries (2007)
A college graduate goes to work as a nanny for a rich New York family. Ensconced in their home, she has to juggle their dysfunction, a new romance, and the spoiled brat in her charge.
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Baby Mama (2008)
A successful, single businesswoman who dreams of having a baby discovers she is infertile and hires a working class woman to be her unlikely surrogate.
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Look Who's Talking (1989)
After a single, career-minded woman is left on her own to give birth to the child of a married man, she finds a new romantic chance in a cab driver. Meanwhile, the point-of-view of the newborn boy is narrated through voice-over.
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Raising Helen (2004)
After her sister and brother-in-law die in a car accident, a young woman becomes the guardian of their three children.
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Third Finger, Left Hand (1940)
A single magazine editor pretends to be married in order to avoid advances from male colleagues, but complications ensue when she meets a potential suitor.
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People, Places, Things (2015)
Will Henry is a newly single graphic novelist balancing parenting his young twin daughters and a classroom full of students while exploring and navigating the rich complexities of new love and letting go of the woman who left him.
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Over 21 (1945)
A woman screenwriter lives in a shabby bungalow in order to be near her husband, a 39-year-old newspaper editor who has just joined the army.
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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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The Brothers (2001)
Four friends (Morris Chestnut, D.L. Hughley, Bill Bellamy) question women, relationships and honesty after one of them becomes engaged.
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3 Men and a Baby (1987)
Three bachelors find themselves forced to take care of a baby left by one of the guys' girlfriends.
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Any Wednesday (1966)
Ellen Gordon, a New York executive's mistress, falls for the executive's young business associate when he is accidentally sent to use the apartment where the executive and Ellen meet every Wednesday. More complications arise when the executive's wife shows up with plans to redecorate the apartment.
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The First Traveling Saleslady (1956)
In the late 1800s, 2 east coast sales ladies decide to stop selling corsets and head West to sell barbed wire to Texas cowboys but they face opposition from big ranchers who fear that steel wire would hurt cattle.
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The Last Married Couple in America (1980)
Mari and Jeff Thompson start to doubt their own marriage when every couple they know separate.
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Split Ends (2009)
A feisty hairdresser faces off with an unscrupulous developer - and faces up to the uncertainties of her own life in a small, New Jersey town.
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The 24-Hour Woman (1999)
Grace tries to be the perfect mother and TV producer but finds trouble in juggling both.
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Chronically Metropolitan (2016)
CHRONICALLY METROPOLITAN is a cynical and clever coming of age film about first time novelist Fenton Dillane, who, unannounced returns to New York City to confront his family, his ex- girlfriend and a few lingering childhood fears.
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I Don't Know How She Does It (2011)
A comedy centered on the life of Kate Reddy, a finance executive who is the breadwinner for her husband and two kids.
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Auntie Mame (1958)
An orphan goes to live with his free-spirited aunt. Conflict ensues when the executor of his father's estate objects to the aunt's lifestyle.
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