Movies like Flirting with Forty

If you like "Flirting with Forty" you are looking for humorous, sentimental and feel good movies about / with surfing, older woman younger man relationship, couple relations, fall in love, love affair, unlikely couple and thirtysomething life 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.
Flirting with Forty (2008)
 5.8
 2K
Flirting with Forty (2008)
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, sentimental, feel good, realistic, semi serious, touching
Audience: girls' night, date night
Plot: surfing, older woman younger man relationship, couple relations, fall in love, love affair, unlikely couple, thirtysomething life, romance, family relations, love and romance, unsupportive friend, starting over, hopes, couples, lifestyle, strong female presence, family, holiday, vacation, instructor, bikini, christmas, diving, cougar, waterfall ...
Time: 21st century, contemporary
Place: hawaii, usa

Most similar movies to Flirting with Forty

The list contains related movies ordered by similarity. Recommendation engine sorted out semi serious, realistic, humorous and feel good films with plots about love and romance, romance, fall in love, couples, couple relations, love affair and family relations mostly in Romance, Comedy and Drama genres. Some movies like Flirting with Forty: It Boy (2013), The Rebound (2009), I Could Never Be Your Woman (2007), Prime (2005), Love's Kitchen (2011). The matching attributes are highlighted in bold.
 6.4
 8K
It Boy (2013)
Genre: Comedy, Romance
Country: France
Duration: 92 min.
Story: Alice Lantins is 38, ambitious and so committed to her work that she neglects her personal life. In short, she is the ideal candidate for the next editor of the magazine Rebelle, or would be were it not for the fact that she appears to be stuck in ...
Style: humorous, feel good, semi serious, realistic, romantic ...
Audience: girls' night, date night, family outing
Plot: love and romance, love affair, unlikely couple, older woman younger man relationship, age difference, thirtysomething life, relationship vs career, student, promotion, fall in love, workplace situations, colleague colleague relationship ...
Time: contemporary, 21st century
Place: france, europe
⇓ similarity ⇓
100%
 6.3
 45K
The Rebound (2009)
Genre: Comedy, Romance
Country: USA
Duration: 95 min.
Story: Sandy, upon discovering her husband's infidelity while watching her son's birthday video, leaves the suburbs and moves into the city. She gets an apartment that's above a coffee house where she befriends one of the workers, Aram, a ...
Style: romantic, feel good, humorous, entertaining, funny ...
Audience: date night, chick flick, kids
Plot: older woman younger man relationship, single parent, age difference, romance, nanny, fall in love, starting over, couple relations, parents and children, love and romance, love affair, family relations ...
Time: 21st century, contemporary, 2000s, 2010s, future
Place: new york, usa, istanbul turkey, new jersey
⇓ similarity ⇓
100%
I Could Never Be Your Woman (2007)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 97 min.
Story: This movie follows a mother who falls for a younger man while her daughter falls in love for the first time. Mother Nature messes with their fates.
Style: humorous, feel good, satirical, witty, intense ...
Audience: girls' night, date night, chick flick, teens
Plot: older woman younger man relationship, mother daughter relationship, love affair, generation gap, single mother, aging, audition, age difference, plastic surgery, fame, romance, profanity ...
Time: 2000s, 21st century, contemporary
Place: usa, california, san francisco
⇓ similarity ⇓
80%
 6.2
 39K
Prime (2005)
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: semi serious, sentimental, humorous, sweet, melancholic ...
Audience: date night, chick flick, girls' night
Plot: older woman younger man relationship, age difference, artist, therapist, unlikely couple, romance, love affair, fall in love, thirtysomething life, couples, love of one's life, parents and children ...
Time: contemporary, 21st century, 2000s
Place: new york, usa, manhattan new york city, paris france, harlem manhattan new york city ...
⇓ similarity ⇓
100%
Movie in collections
Love's Kitchen (2011)
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: humorous, feel good, touching, sentimental, semi serious ...
Audience: date night, girls' night
Plot: cooking, chef, restaurant, cooking and food, tv show in film, lifestyle, fall in love, starting over, love affair, kitchen, helicopter, english countryside ...
Time: contemporary, 21st century
Place: europe, england
⇓ similarity ⇓
100%
Love at the Christmas Table (2012)
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: feel good, light, sweet, realistic, humorous ...
Audience: date night, girls' night
Plot: best friends in love, childhood friends, best friends, love and romance, romance, thirtysomething life, true love, party, bully, holiday, tango, house ...
Time: 21st century, contemporary
Place: usa
⇓ similarity ⇓
100%
 6.1
 1K
Expired (2007)
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, sentimental, semi serious, touching, sincere ...
Audience: date night, girls' night
Plot: couple relations, romance, love affair, fall in love, young lovers, opposites attract, couples, love and romance, parents and children, unfulfilled love, single parent, family relations ...
Time: contemporary
⇓ similarity ⇓
49%
 6.7
 663
On the Edge (2008)
Genre: Comedy, Romance
Country: Germany
Duration: 102 min.
Story: A young game designer falls in love with an older woman and suddenly his whole life turns upside down.
Style: feel good, sentimental, humorous, realistic, semi serious ...
Audience: date night
Plot: unlikely couple, wooing, couples, love affair, fall in love, looking for love, disorder, romance, older woman younger man relationship, family relations, twentysomething life, eccentric family ...
Time: 21st century, contemporary
Place: germany
⇓ similarity ⇓
46%
Movie in collections
Murphy's Romance (1985)
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: touching, sentimental, humorous, realistic, semi serious ...
Audience: date night, chick flick
Plot: horse ranch, small town, single parent, starting over, single mother, romance, friendship, divorce, fall in love, americana, love and romance, hopes ...
Time: 80s, 20th century
Place: arizona, usa, texas, california
⇓ similarity ⇓
100%
Hitched for the Holidays (2012)
Genre: Drama, Romance
Country: Canada, USA
Duration: 87 min.
Story: A couple of single adults agree to pose as each others significant other throughout the holidays to keep their meddling families from harassing them, only to find that their feelings for each other are real.
Style: realistic, captivating, emotional, touching, semi serious ...
Audience: date night, girls' night
Plot: romance, couple relations, family relations, couples, fall in love, holiday, family gatherings, christmas, love and romance, singleness, hanukkah
Time: 21st century, contemporary
Place: usa, new york
⇓ similarity ⇓
43%
I Hate Valentine's Day (2009)
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: feel good, semi serious, realistic, humorous, sincere ...
Audience: date night, girls' night
Plot: love and romance, love affair, valentine's day, lifestyle, fall in love, battle of the sexes, unfulfillment, thirtysomething life, couple relations, couples, romance, falling in love ...
Time: contemporary, 21st century
Place: new york, usa, manhattan new york city
⇓ similarity ⇓
41%
 6.3
 19K
My Sassy Girl (2008)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 92 min.
Story: A guy (Jesse Bradford) has his life planned out, until he is wooed, groomed and then dumped by an elusive woman (Elisha Cuthbert).
Style: humorous, semi serious, feel good, realistic, light ...
Audience: date night
Plot: small town life, couple relations, unlikely couple, opposites attract, young lovers, lifestyle, fall in love, romance, love and romance, chance meeting, conservative, disorder ...
Time: contemporary, 21st century
⇓ similarity ⇓
40%
 6.2
 1K
Passionada (2002)
Genre: Comedy, Romance, Drama
Country: USA
Duration: 108 min.
Story: The film is a romantic comedy about a Portuguese widow whose husband had been a fisherman who died at sea. The widow's teenage daughter wants to be a professional gambler and she convinces her mother to date a British man whose new in town. The ...
Style: feel good, sentimental, semi serious, touching, realistic ...
Audience: girls' night, date night
Plot: gambling, starting over, love affair, parents and children, golden years, teenage life, opposites attract, small town, death in the family, singing, bittersweet, nightclub ...
Time: contemporary
Place: massachusetts, usa
⇓ similarity ⇓
39%
A Foreign Affair (2003)
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: realistic, humorous, touching, semi serious, social
Audience: date night, girls' night
Plot: looking for love, couple relations, unlikely couple, fall in love, romance, love and romance, couples, parents and children, family relations, male female relationship, husband wife relationship, wedding ...
Time: contemporary
Place: russia, st. petersburg russia
⇓ similarity ⇓
39%
 5.6
 686
Black Coffee (2014)
Genre: Comedy, Romance
Country: USA
Duration: 85 min.
Story: Robert picked the wrong time to meet his soul mate! After being fired from his own father's company, he feels like his luck has run out - until Morgan enters into his life.
Style: humorous, touching, feel good, captivating, light ...
Audience: date night, girls' night
Plot: love triangle, romance, fall in love, couple relations, couples, unemployment, friendship, family relations, love and romance, love
Time: 21st century, contemporary
Place: usa
⇓ similarity ⇓
39%
Old, New, Borrowed and Blue (2003)
Genre: Comedy, Drama, Romance
Country: Denmark
Duration: 90 min.
Story: Katrine is to be married. Her fiancé is gorgeous, their appartment is luxurious and her future in-laws are wealthy. Katrine only has one problem: she sometimes finds it difficult to tell the truth, and this sends her on a round-about jaunt with an ...
Style: humorous, sincere, feel good, semi serious, touching ...
Plot: life turned upside down, unlikely couple, introspection, couples, couple relations, family relations, love and romance, romance, disorder, fall in love, hopes, dogma ...
Time: 21st century, contemporary
Place: denmark
⇓ similarity ⇓
39%
Purple Violets (2007)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 103 min.
Story: Patti Petalson is a promising writer, but her marriage and conventional job keep her from her dream. She longs to return to her writing, especially after running into her first love Brian Callahan, a successful crime novelist. Kate is Patti's ...
Style: realistic, humorous, sentimental, semi serious
Audience: date night, girls' night
Plot: midlife crisis, love and romance, fall in love, romance, porn, thirtysomething life, couple relations, writer's life, crumbling marriage, singleness, unlikely couple, computers and web ...
Time: contemporary
Place: new york, usa
⇓ similarity ⇓
38%
 6.6
 12K
Delicacy (2011)
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: touching, feel good, sentimental, humorous, romantic ...
Audience: date night, girls' night
Plot: unlikely couple, office romance, workplace romance, love affair, love and romance, fall in love, love triangle, love, romance, cafe, swedish, couples ...
Time: contemporary, 21st century
Place: france, europe, paris france
⇓ similarity ⇓
38%
Movie in collections
Jack and Jill vs. the World (2008)
Genre: Comedy, Drama, Romance
Country: USA, Canada
Duration: 90 min.
Story: Jack and Jill's Manifesto of Rules to Live By Rule 1 Be honest Rule 2 Believe in fairy tales Rule 3 Accept time as our friend Rule 4 Make sure the nooky is good Rule 5 Promote beauty. Wage a sustained campaign against ugliness Rule 6 Abandon ...
Style: touching, sentimental, feel good, humorous, semi serious ...
Audience: date night, girls' night
Plot: opposites attract, unlikely couple, social differences, fall in love, romance, terminal illness, couples, attraction, love and romance, seduction, seductive
Time: contemporary
Place: new york, usa
⇓ similarity ⇓
38%
Hello I Must Be Going (2012)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 95 min.
Story: Divorced and demoralized Amy Minsky’s prospects look bleak when she is condemned to move back in with her parents at the age of 35. Everyone wants to help, but, as her patience level with advice is plummeting, a bold teenage boy enters her life, ...
Style: humorous, touching, sentimental, semi serious, realistic
Audience: date night
Plot: older woman younger man relationship, unlikely couple, love and romance, family relations, introspection, love affair, couples, parents and children, teenage boy, divorce, adult lives at home, photographer ...
Time: 21st century, contemporary
Place: connecticut, usa, new york
⇓ similarity ⇓
37%
Manual of Love (2005)
Genre: Comedy, Drama, Romance
Country: Italy
Duration: 116 min.
Story: Four intertwined episodes on the joys and sorrows of love.
Style: humorous, touching, sentimental, semi serious, sexy ...
Audience: date night
Plot: love affair, fall in love, family relations, couple relations, couples, family life, infidelity, romance, husband wife relationship, marital crisis, love, down on your luck ...
Time: 21st century, contemporary
Place: europe, italy
⇓ similarity ⇓
37%
 6.1
 4K
Carolina (2003)
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: realistic, sentimental, feel good, semi serious, humorous
Audience: girls' night, date night
Plot: fall in love, romance, young lovers, looking for love, love triangle, couples, eccentric family, couple relations, family relations, lottery, romantic triangle, grandmother granddaughter relationship ...
Time: 21st century, contemporary
Place: usa, california, los angeles
⇓ similarity ⇓
36%
 6.1
 2K
Amira & Sam (2014)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 90 min.
Story: Sam, a soldier who had served in Afghanistan and Iraq, meets Amira when he visits her uncle, Bassam, who had served as Sam's Iraqi translator. Bassam and Sam have a special bond due to their time together in the war. Initially Amira does not ...
Style: humorous, touching, semi serious, realistic
Audience: date night
Plot: interracial romance, veteran, iraq veteran, opposites attract, forbidden love, unlikely couple, culture clash, fall in love, life is a bitch, couple relations, love affair, love and romance ...
Time: 21st century, contemporary
Place: usa, new york, iraq, manhattan new york city
⇓ similarity ⇓
36%
Movie in collections
Shades of Ray (2008)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 86 min.
Story: American-born Ray Rehman comes home one night to find his Pakistani father on his doorstep. Ray's Caucasian mother threw him out. It's an awkward time for his father to move in as Ray just proposed to his Caucasian girlfriend - who ...
Style: humorous, semi serious, feel good, realistic, touching
Audience: date night
Plot: culture clash, romance, interracial relations, couple relations, identity crisis, family relations, audition, moral dilemma, actor's life, family reunited, parents and children, couples ...
Time: 21st century, contemporary
Place: usa, los angeles, pakistan
⇓ similarity ⇓
35%
 6.3
 840
The Wish List (2010)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 88 min.
Story: Sarah Fisher, an overly organized, by-the-numbers kind of woman, makes a "wish list" of all the qualities and traits her future husband should have. After finding the perfect man, she falls for a guy who meets none of her criteria and ...
Style: feel good, semi serious, touching, humorous, realistic
Audience: girls' night, date night
Plot: opposites attract, looking for love, couples, love triangle, couple relations, love and romance, fall in love, hopes, romance, dinner, cheating girlfriend
Time: contemporary, 21st century
⇓ similarity ⇓
35%
Matchmaker Santa (2012)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 75 min.
Story: As a little girl, Melanie Hogan (Lacey Chabert) wished to find her own prince charming just like her parents found true love. Now an adult, Melanie is running her own bakery and dating a handsome CEO, Justin (Thad Luckinbill). Although things seem ...
Style: humorous, feel good, light, captivating, semi serious ...
Audience: date night, girls' night
Plot: christmas, romance, love triangle, true love, family life, self discovery, best friends, disorder, family relations, friends, couple relations, matchmaking ...
Time: 21st century, contemporary
Place: usa
⇓ similarity ⇓
35%
Love Breakups Zindagi (2011)
Genre: Comedy, Drama, Romance
Country: India
Duration: 156 min.
Story: Love Breakups Zindagi is a movie which tries to answer the question related to love, breakups and life. A couple and many of their friends experience changes and challenges in their respective lives after attending a wedding.
Style: feel good, semi serious, sentimental, realistic, humorous
Plot: couples, looking for love, buddies, best friends, breakup, fall in love, friendship, couple relations, romance, lifestyle, love affair, love and romance ...
Time: 21st century, contemporary
Place: india, asia
⇓ similarity ⇓
35%
Bigger Than the Sky (2005)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 106 min.
Story: After being dumped by his girlfriend, a man stuck in a deadend life decides to audition for a small role in a local community theatre's production of Cyrano de Bergerac. Despite having no experience as an actor, he lands the lead role, which ...
Style: semi serious, touching, feel good, humorous, clever ...
Audience: date night
Plot: friendship, fish out of water, love triangle, starting over, couples, fall in love, romance, couple relations, play within film, mine, friends, love and romance ...
Time: contemporary
Place: portland oregon
⇓ similarity ⇓
35%
Stranded in Paradise (2014)
Genre: Comedy, Romance
Country: USA
Duration: 86 min.
Story: When a driven HR exec loses her high-powered job, she travels to Puerto Rico in an attempt to save her career at a business conference. But as the trip quickly becomes a disaster and a hurricane shuts down the whole island, she meets a handsome ...
Style: touching, feel good, light, captivating, uplifting ...
Audience: date night, girls' night
Plot: romance, love affair, confined, fall in love, isolation, starting over, disorder, hopes, nothing goes right, strong female presence, love and romance
Time: 21st century, contemporary
Place: puerto rico, latin america
⇓ similarity ⇓
34%
 5.0
 1K
Just a Kiss (2002)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 89 min.
Story: A group of thirtysomethings having problems with fidelity gets an opportunity to turn back the clock.
Style: realistic, semi serious, humorous, clever, talky ...
Audience: date night, girls' night
Plot: love triangle, couple relations, romance, love affair, infidelity, couples, looking for love, sexual relations, thirtysomething life, workplace romance, twentysomething life, dancer's life ...
Time: contemporary
Place: usa, new york
⇓ similarity ⇓
34%
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