Movies like Flirting with Forty

If you like "Flirting with Forty" you are looking for humorous, semi serious and feel good movies about / with romance, unlikely couple, surfing, fall in love, love and romance, couples and starting over themes of Comedy, Drama and Romance genre shot in USA.
Find your next favorite and similar movies in two steps: 1. Identify all themes of interest from this film (block below). 2. Look for them in the presented list.
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Flirting with Forty (2008)
 5.9
 2K
Flirting with Forty
Genre: Comedy, Drama, Romance
Country: USA
Duration: 87 min.
Story: A divorcee has a passionate affair with a much younger surfing instructor in Hawaii.
Style: humorous, semi serious, feel good, realistic, sentimental, touching
Audience: girls' night, date night
Plot: romance, unlikely couple, surfing, fall in love, love and romance, couples, starting over, couple relations, love affair, thirtysomething life, hopes, lifestyle, family relations, family, instructor, bikini, vacation, holiday, unsupportive friend, man in swimsuit, male objectification, older woman younger man relationship, cougar, diving, waterfall ...
Time: contemporary, 21st century
Place: hawaii, usa
The list contains the best and most popular movies with the same themes ordered by rating. Click "View All" button to show all items.
Do Your Thing
Comedy, Drama, Romance
India
183 min.
 8.2
The Goodbye Girl
Comedy, Drama, Romance
USA
111 min.
 7.4
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Most similar movies to Flirting with Forty

The list contains related movies ordered by similarity. Recommendation engine sorted out semi serious, humorous, realistic and sentimental films with plots about love and romance, romance, couples, fall in love, family relations, couple relations and parents and children mostly in Romance, Comedy and Drama genres. Some movies like Flirting with Forty: Expired (2007), Prime (2005), How Stella Got Her Groove Back (1998), Love's Kitchen (2011), New Year's Eve (2011). The matching attributes are highlighted in bold.
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 6.1
 1K
Expired
Genre: Comedy, Drama, Romance
Country: USA
Duration: 107 min.
Story: The film revolves around Claire, a kind soul who resents having to enforce the law at all times, and Jay, an angry Traffic Officer who loves his job, being the perfect outlet for his anger and frustrations. Coming both from a place of despair and ...
Style: humorous, semi serious, clever, realistic, offbeat ...
Audience: date night, girls' night
Plot: unlikely couple, romance, young lovers, opposites attract, human nature, couple relations, singleness, unfulfilled love, thirtysomething life, fall in love, love and romance, couples ...
Time: contemporary
⇓ similarity ⇓
System:   95%
    User:   100%
 
 6.2
 37K
Prime
Genre: Comedy, Drama, Romance
Country: USA
Duration: 105 min.
Story: A career driven professional from Manhattan is wooed by a young painter, who also happens to be the son of her psychoanalyst.
Style: talky, humorous, semi serious, romantic, realistic ...
Audience: chick flick, date night, girls' night
Plot: romance, artist, divorce, marriage, jewish, unlikely couple, relationships, therapist, culture clash, interracial romance, fall in love, wine ...
Time: contemporary, 21st century
Place: new york, usa, salt lake city utah, warsaw poland, panama ...
⇓ similarity ⇓
System:   91%
    User:   100%
 
Movie in collections
How Stella Got Her Groove Back
Genre: Comedy, Drama, Romance
Country: USA
Duration: 124 min.
Story: Through good times and bad, Stella and Delilah have always had each other. Now, Stella's so busy building a life that she's forgotten how to really live. But Delilah is about to change all that. What starts as a quick trip to Jamaica, end ...
Style: talky, semi serious, feel good, romantic, humorous ...
Audience: chick flick, date night, girls' night, teens
Plot: romance, friendship, cancer, unlikely couple, opposites attract, love story, women, terminal illness, relationships, self discovery, couple relations, destiny ...
Time: 90s
Place: jamaica, usa, new york, san francisco
⇓ similarity ⇓
System:   90%
    User:   100%
 
Love's Kitchen
Genre: Comedy, Drama, Romance
Country: UK
Duration: 93 min.
Story: Rob Haley (Dougray Scott), an up-and-coming chef and restaurateur in London, is grief-stricken when he loses his wife. With encouragement from his infamous friend and real life TV Chef Gordon Ramsay, Rob decides to spice up his life by turning a ...
Style: semi serious, sentimental, feel good, realistic, humorous ...
Audience: date night, girls' night
Plot: restaurant, romance, starting over, cooking and food, love and romance, love affair, countryside, fall in love, hopes, english countryside, helicopter, tv show in film ...
Time: contemporary, 21st century
Place: england, europe
⇓ similarity ⇓
System:   88%
    User:   100%
 
 5.7
 74K
New Year's Eve
Genre: Comedy, Romance
Country: USA
Duration: 113 min.
Story: The lives of several couples and singles in New York intertwine over the course of New Year's Eve.
Style: semi serious, sentimental, feel good, realistic, romantic ...
Audience: date night, girls' night, chick flick
Plot: romance, multiple storylines, couple relations, love affair, urban, hospital, wooing, catastrophe, happy ending, love story, love and romance, couples ...
Time: contemporary, 21st century
Place: new york, usa, los angeles, manhattan new york city
⇓ similarity ⇓
System:   83%
    User:   70%
 
 5.5
 7K
Good Deeds
Genre: Comedy, Drama, Romance
Country: USA
Duration: 110 min.
Story: Businessman Wesley Deeds is jolted out of his scripted life when he meets Lindsey, a single mother who works on the cleaning crew in his office building.
Style: semi serious, sentimental, feel good, realistic, humorous ...
Audience: date night, girls' night
Plot: single parent, opposites attract, rich and poor, romance, social differences, fall in love, love and romance, idealism, couple relations, forbidden love, siblings relations, family business ...
Time: contemporary, 21st century
Place: usa
⇓ similarity ⇓
System:   76%
    User:   63%
 
Failure to Launch
Genre: Comedy, Romance
Country: USA
Duration: 97 min.
Story: Tripp, an attractive man in his thirties, is still living with his parents Al and Sue. Tripp's best friends Demo and Ace are also still living in their parents' homes and seem proud of it. Al and Sue are not happy, however, and are ...
Style: humorous, semi serious, romantic, sentimental, realistic ...
Audience: chick flick, date night, girls' night
Plot: romance, battle of the sexes, verbal byplay, living with parents, happy ending, parents and children, singleness, small town, coming of age, relationships, shopping, wedding ...
Time: contemporary, 21st century
Place: alabama, usa, new jersey, san francisco
⇓ similarity ⇓
System:   75%
    User:   72%
 
Movie in collections
 5.4
 6K
Hope Springs
Genre: Comedy, Romance
Country: UK, USA
Duration: 92 min.
Story: British artist Colin Ware discovers that his fiancée, Vera, is going to marry another man. Distraught and despondent, he gets on a plane for America and ends up in the tiny town of Hope in New England. At first, Colin is depressed, but he soon ...
Style: humorous, semi serious, romantic, touching, realistic ...
Audience: date night, girls' night, chick flick
Plot: romance, small town, hotel, opposites attract, starting over, culture clash, happy ending, couple relations, pornography, looking for love, family, destiny ...
Time: contemporary
Place: vermont, new england, usa, england, new jersey
⇓ similarity ⇓
System:   73%
    User:   67%
 
 6.0
 33K
Raising Helen
Genre: Comedy, Drama, Romance
Country: USA
Duration: 119 min.
Story: Helen Harris has a glamorous, big-city life working for one of New York's hottest modeling agencies. But suddenly her free-spirited life gets turned upside down when she must chose between the life she's always loved, and the new loves of ...
Style: sentimental, semi serious, feel good, humorous, realistic ...
Audience: chick flick, date night, girls' night, teens, kids
Plot: fashion, romance, adoption, parenthood, parents and children, sisters, fish out of water, natural disaster, happy ending, family bonds, hopes, children ...
Time: contemporary, 21st century
Place: new york, usa, new jersey
⇓ similarity ⇓
System:   69%
    User:   75%
 
 6.6
 11K
Delicacy
Genre: Comedy, Drama, Romance
Country: France
Duration: 108 min.
Story: A French woman mourning over the death of her husband three years prior is courted by a Swedish co-worker.
Style: semi serious, sentimental, touching, realistic, feel good ...
Audience: date night, girls' night
Plot: love affair, romance, workplace romance, office romance, love and romance, swedish, cafe, love, workplace, unlikely couple, starting over, workplace situations ...
Time: contemporary, 21st century
Place: france, europe, paris france
⇓ similarity ⇓
System:   69%
    User:   77%
 
The Goodbye Girl
Genre: Comedy, Drama, Romance
Country: USA
Duration: 111 min.
Story: Paula McFadden knows: In romance, actors all follow the same stage instruction: Exit. Without warning, her actor boyfriend split today for a movie role and sublet their Manhattan apartment. The new tenant's name: Elliot Garfield. Profession: ...
Style: witty, sentimental, touching, talky, humorous ...
Audience: date night, chick flick
Plot: romance, divorce, love, fall in love, relationships, love story, happy ending, unlikely couple, urban, opposites attract, dialogue, destiny ...
Time: 20th century, 70s
Place: new york, usa, california
⇓ similarity ⇓
System:   68%
    User:   64%
 
Kiss the Bride
Genre: Comedy, Drama, Romance
Country: USA
Duration: 89 min.
Story: Sibling drama overshadows the impending nuptials of Danni Sposato and her longtime boyfriend, Geoff Brancato. Television actress Niki brings her manager-boyfriend, Marty, to meet the family for the first time, while spiky youngest sister Toni shows ...
Style: semi serious, feel good, humorous, realistic, sentimental ...
Audience: date night, girls' night
Plot: reunion, looking for love, parents and children, romance, siblings relations, suburbs, eccentric family, family gatherings, success, actress, lesbian, wedding ...
Time: contemporary
Place: rhode island, usa
⇓ similarity ⇓
System:   68%
    User:   73%
 
 5.7
 9K
How to Deal
Genre: Comedy, Drama, Romance
Country: USA
Duration: 101 min.
Story: Mandy Moore stars as Halley, a young hip high school student who's convinced true love doesn't exist based on the crazy relationships around her. Her mother is divorcing her father who is dating a younger woman Halley can't stand. Her ...
Style: semi serious, sentimental, realistic, touching, romantic ...
Audience: teens, chick flick, girls' night, date night
Plot: romance, high school, coming of age, pregnancy, teenager, divorce, drugs/alcohol, friendship, teenagers, relationships, teenage life, suburbs ...
Time: contemporary, 21st century, 80s
Place: usa, new jersey, california
⇓ similarity ⇓
System:   67%
    User:   77%
 
Movie in collections
 6.2
 4K
Carolina
Genre: Comedy, Drama, Romance
Country: USA, Germany
Duration: 96 min.
Story: Carolina is a 2003 romantic comedy film directed by Marleen Gorris, starring Julia Stiles, Shirley MacLaine, Alessandro Nivola, Mika Boorem, Randy Quaid, and Jennifer Coolidge. Lisa Sheridan has a cameo role in the film, and Barbara Eden has the ...
Style: humorous, semi serious, sentimental, realistic, feel good
Audience: date night, girls' night
Plot: young lovers, couple relations, romance, looking for love, love triangle, eccentric family, love and romance, couples, family relations, best friends, wooing, fall in love ...
Time: contemporary, 21st century
Place: california, usa, los angeles
⇓ similarity ⇓
System:   66%
    User:   62%
 
 6.1
 740
Never Again
Genre: Comedy, Romance
Country: USA
Duration: 98 min.
Story: A man and a woman who have pledged never to fall in love again meet in a gay bar.
Style: humorous, semi serious, witty, realistic, sentimental ...
Audience: date night, girls' night
Plot: romance, fall in love, gays and lesbians, college, introspection, bar, couple relations, friendship, infidelity, looking for love, sexual relations, singleness ...
Time: contemporary
Place: new york, usa
⇓ similarity ⇓
System:   66%
    User:   68%
 
Holiday Engagement
Genre: Comedy, Romance
Country: USA
Duration: 97 min.
Story: Thirty-something Hillary Burns has spent her life trying to get the approval of her parents, most specifically her judgmental mother, Meredith Burns, thus far without success. Part of that approval for Hillary is to marry the right man. That's ...
Style: humorous, semi serious, feel good, realistic, sentimental ...
Audience: date night, girls' night
Plot: cons and scams, romance, dishonesty, love and romance, family relations, hidden identity, unlikely couple, fall in love, parents and children, family gatherings, couples, disorder ...
Time: contemporary, 21st century, 2010s
Place: usa
⇓ similarity ⇓
System:   64%
    User:   66%
 
Murphy's Romance
Genre: Comedy, Drama, Romance
Country: USA
Duration: 107 min.
Story: Emma is a divorced woman with a teen aged boy who moves into a small town and tries to make a go of a horse ranch. Murphy is the town druggist who steers business her way. Things are going along predictably until her ex husband shows up, needing a ...
Style: sentimental, humorous, touching, semi serious, feel good ...
Audience: date night, chick flick
Plot: romance, small town, divorce, friendship, love, unlikely couple, love story, couple relations, destiny, fall in love, mentor, relationships ...
Time: 80s, 20th century
Place: arizona, usa, texas
⇓ similarity ⇓
System:   64%
    User:   70%
 
How the Garcia Girls Spent Their Summer
Genre: Comedy, Drama, Romance
Country: USA
Duration: 128 min.
Story: Three generations of women in a Mexican American family experience sexual awakenings over the course of a summer.
Style: humorous, semi serious, sexual, realistic, touching ...
Audience: date night, girls' night
Plot: small town, coming of age, family life, romance, store, best friends, feminism, countryside, innocence lost, looking for love, teenage love, pregnancy ...
Time: contemporary, 21st century
Place: arizona, usa
⇓ similarity ⇓
System:   64%
    User:   69%
 
Movie in collections
I Hate Valentine's Day
Genre: Comedy, Romance
Country: USA
Duration: 98 min.
Story: A love story set in Manhattan, where a florist who abides by a strict five-date-limit with any man finds herself wanting more with the new restaurateur in town.
Style: semi serious, feel good, humorous, realistic
Audience: date night, girls' night
Plot: fall in love, love and romance, romance, couples, battle of the sexes, couple relations, love affair, thirtysomething life, gender, unfulfillment, lifestyle, florist ...
Time: contemporary, 21st century
Place: new york, usa, manhattan new york city
⇓ similarity ⇓
System:   63%
    User:   63%
 
The Family Stone
Genre: Comedy, Drama, Romance
Country: USA
Duration: 103 min.
Story: An uptight, conservative, businesswoman accompanies her boyfriend to his eccentric and outgoing family's annual Christmas celebration and finds that she's a fish out of water in their free-spirited way of life.
Style: sentimental, touching, semi serious, feel good, realistic ...
Audience: date night, girls' night, chick flick
Plot: christmas, holiday, romance, dysfunctional family, adoption, cancer, drugs/alcohol, parents and children, terminal illness, family bonds, relationships, family drama ...
Time: contemporary, 21st century
Place: connecticut, usa
⇓ similarity ⇓
System:   63%
    User:   57%
 
 6.2
 21K
Mystic Pizza
Genre: Comedy, Drama, Romance
Country: USA
Duration: 104 min.
Story: Three teenage girls come of age while working at a pizza parlor in Mystic Connecticut.
Style: sentimental, semi serious, romantic, sweet, touching ...
Audience: chick flick, date night, girls' night, teens
Plot: coming of age, small town, romance, friendship, best friends, marriage, teenager, relationships, women, coming-of-age, unlikely friendships, siblings relations ...
Time: 80s, 20th century
Place: connecticut, new england, usa, england, london
⇓ similarity ⇓
System:   62%
    User:   64%
 
 7.1
 15K
5 to 7
Genre: Comedy, Drama, Romance
Country: USA
Duration: 95 min.
Story: A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.
Style: semi serious, sentimental, humorous, realistic, touching
Audience: date night
Plot: romance, fall in love, love affair, love and romance, couples, writer's life, couple relations, extramarital affair, infidelity, parents and children, artists and showbiz, family relations ...
Time: contemporary, 21st century
Place: new york, usa
⇓ similarity ⇓
System:   62%
    User:   58%
 
The Bread, My Sweet
Genre: Drama, Romance
Country: USA
Duration: 105 min.
Story: Dominic works round the clock: nights making biscotti for his family's bakery in a working-class Italian neighborhood in Pittsburgh, then days downtown where he's a specialist in firing people at a company that negotiates mergers. ...
Style: semi serious, feel good, humorous, realistic, sentimental ...
Audience: date night, girls' night
Plot: best friends, romance, single parent, unlikely couple, womanizer, crumbling marriage, human nature, obsession, fall in love, looking for love, parents and children, siblings relations ...
Time: contemporary
Place: pittsburgh, usa
⇓ similarity ⇓
System:   61%
    User:   64%
 
Movie in collections
A Boyfriend for Christmas
Genre: Romance, Comedy, Drama, Family
Country: Germany, USA
Duration: 90 min.
Story: Holly stopped believing in Santa Claus after her wish to meet the man of her dreams never came true. So Santa sets her up with Ryan, who isn't entirely truthful about himself. Now Holly faces a dilemma: marry her current boyfriend, Ted, or fall ...
Style: semi serious, feel good, humorous, touching, sentimental
Audience: date night, family outing, girls' night
Plot: store, single parent, unlikely couple, romance, opposites attract, couple relations, family, looking for love, love affair, singleness, true love, unfulfilled love ...
⇓ similarity ⇓
System:   61%
    User:   66%
 
Darling Companion
Genre: Comedy, Drama, Romance
Country: USA
Duration: 103 min.
Story: The story of a woman who loves her dog more than her husband. And then her husband loses the dog.
Style: semi serious, sentimental, touching, realistic, feel good ...
Audience: date night, girls' night
Plot: pets, crumbling marriage, couple relations, unfulfillment, couples, family problems, golden years, aging, parents and children, family life, love and romance, family relations ...
Time: contemporary, 21st century
Place: usa
⇓ similarity ⇓
System:   60%
    User:   71%
 
A Foreign Affair
Genre: Comedy, Drama, Romance
Country: USA
Duration: 94 min.
Story: Two brothers need household help after their Ma passes away. They decide to join a romance tour to Russia to find and bring home a traditionally minded wife.
Style: humorous, semi serious, touching, realistic, social
Audience: date night, girls' night
Plot: unlikely couple, couple relations, romance, looking for love, parents and children, siblings relations, singleness, eccentric family, fall in love, family life, love and romance, couples ...
Time: contemporary
Place: russia, st. petersburg russia
⇓ similarity ⇓
System:   60%
    User:   66%
 
Maid in Manhattan
Genre: Comedy, Drama, Romance
Country: USA
Duration: 105 min.
Story: Marisa Ventura is a struggling single mom who works at a posh Manhattan hotel and dreams of a better life for her and her young son. One fateful day, hotel guest and senatorial candidate Christopher Marshall meets Marisa and mistakes her for a ...
Style: sentimental, romantic, sweet, light, semi serious ...
Audience: chick flick, date night, girls' night
Plot: mistaken identity, rags to riches, romance, class differences, opposites attract, love story, social differences, cinderella story, stereotypes, fall in love, love and romance, single mother ...
Time: contemporary, 21st century
Place: new york, usa, san francisco, new jersey, hawaii ...
⇓ similarity ⇓
System:   60%
    User:   67%
 
 7.0
 12K
Chinese Puzzle
Genre: Comedy, Drama, Romance
Country: France, USA, Belgium
Duration: 117 min.
Story: Xavier is a 40-year-old father of two who still finds life very complicated. When the mother of his children moves to New York, he can't bear them growing up far away from him and so he decides to move there as well.
Style: humorous, touching, clever, semi serious, melancholic ...
Audience: date night
Plot: friendship, parents and children, relationships, french, urban, midlife crisis, unlikely friendships, drinking, technology, pornography, loneliness, magic realism ...
Time: contemporary, 21st century, 2010s
Place: new york, usa, france, new jersey
⇓ similarity ⇓
System:   60%
    User:   56%
 

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Watch trailers from related movies and select your next film!
Love at the Christmas Table
Genre: Comedy, Drama, Romance
Country: USA
Duration: 89 min.
Story: Family friends Sam and Kat spend every Christmas Eve at the Children's Table. They grow up together, sharing the highs and lows of young adulthood. And at thirty, Sam realizes that Kat is the one...but he's afraid that the past will get in ...
Style: semi serious, feel good, sentimental, realistic, humorous
Audience: date night, girls' night
Plot: best friends, romance, true love, love and romance, friends, couple relations, thirtysomething life, childhood friends, bully, house, holiday, tango ...
Time: contemporary, 21st century
Place: usa
⇓ similarity ⇓
System:   59%
    User:   58%
 
 5.6
 2K
Go Fish
Genre: Comedy, Drama, Romance
Country: USA
Duration: 83 min.
Story: Max is a trendy, pretty, young lesbian, who is having trouble finding love. A friend sets her up with Ely, whom Max likes, but Ely is frumpy, homely, and older. Nor do they have much in common. Can Max learn to look past the packaging?
Style: clever, witty, sexual, semi serious, feel good ...
Audience: date night, girls' night
Plot: homosexuality, lesbian, fall in love, women, relationships, gay, gays and lesbians, romance, unlikely couple, pornography, love story, stereotypes ...
Time: 90s
Place: usa
⇓ similarity ⇓
System:   59%
    User:   62%
 
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