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, family, holiday, vacation, instructor, bikini, christmas, diving, cougar, waterfall, male objectification ...
Time: contemporary, 21st century
Place: hawaii, usa

Most similar movies to Flirting with Forty

The list contains related movies ordered by similarity. Recommendation engine sorted out semi serious, humorous, realistic and feel good films with plots about love and romance, romance, couples, fall in love, 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), Prime (2005), Love's Kitchen (2011), Love at the Christmas Table (2012). 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, unlikely couple, love affair, age difference, thirtysomething life, older woman younger man relationship, relationship vs career, student, promotion, fall in love, workplace situations, colleague colleague relationship ...
Time: contemporary, 21st century
Place: france, europe
⇓ similarity ⇓
100%
 6.3
 44K
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, romance, nanny, fall in love, age difference, starting over, parents and children, love and romance, couple relations, love affair, family relations ...
Time: 21st century, contemporary, 2010s, 2000s, future
Place: new york, usa, istanbul turkey, new jersey
⇓ similarity ⇓
100%
 6.2
 38K
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: humorous, semi serious, sentimental, sweet, melancholic ...
Audience: date night, girls' night, chick flick
Plot: older woman younger man relationship, artist, therapist, unlikely couple, age difference, romance, fall in love, love affair, thirtysomething life, couples, love of one's life, parents and children ...
Time: contemporary, 21st century, 2000s
Place: new york, usa, manhattan new york city, harlem manhattan new york city, salt lake city utah ...
⇓ similarity ⇓
100%
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: touching, feel good, sentimental, semi serious, humorous ...
Audience: girls' night, date night
Plot: chef, cooking, restaurant, cooking and food, tv show in film, kitchen, lifestyle, starting over, fall in love, love affair, helicopter, english countryside ...
Time: contemporary, 21st century
Place: england, europe
⇓ similarity ⇓
100%
Movie in collections
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: realistic, sentimental, feel good, humorous, semi serious
Audience: girls' night, date night
Plot: drinking, snow, christmas, party, house, bully, holiday, childhood friends, tango, friends, thirtysomething life, love and romance ...
Time: contemporary, 21st century
Place: usa
⇓ 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: feel good, humorous, satirical, witty, sentimental ...
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, parents and children ...
Time: 2000s, 21st century, contemporary
Place: usa, california, san francisco
⇓ similarity ⇓
67%
 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: semi serious, clever, touching, sentimental, offbeat ...
Audience: date night, girls' night
Plot: unlikely couple, parents and children, love affair, family gatherings, couple relations, love and romance, romance, singleness, unfulfilled love, unfulfillment, fall in love, single parent ...
Time: contemporary
⇓ similarity ⇓
43%
 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, touching, semi serious, humorous ...
Audience: girls' night, date night
Plot: love affair, parents and children, gambling, starting over, opposites attract, golden years, teenage life, death in the family, small town, singing, small town life, dealing with death ...
Time: contemporary
Place: massachusetts, usa
⇓ similarity ⇓
42%
Movie in collections
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, humorous, realistic, sincere ...
Audience: date night, girls' night
Plot: love affair, love and romance, battle of the sexes, lifestyle, fall in love, couples, romance, couple relations, unfulfillment, thirtysomething life, falling in love, valentine's day ...
Time: contemporary, 21st century
Place: new york, usa, manhattan new york city
⇓ similarity ⇓
42%
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: semi serious, sentimental, realistic, feel good, humorous
Audience: girls' night, date night
Plot: christmas, love triangle, friends, family relations, family life, disorder, couples, best friends, true love, matchmaking, self discovery, romance ...
Time: contemporary, 21st century
Place: usa
⇓ similarity ⇓
41%
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: semi serious, touching, realistic, humorous, social
Audience: date night, girls' night
Plot: looking for love, unlikely couple, couple relations, fall in love, love and romance, romance, parents and children, family relations, couples, male female relationship, wedding, marriage ...
Time: contemporary
Place: russia, st. petersburg russia
⇓ 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: semi serious, humorous, realistic, feel good, light ...
Audience: date night
Plot: lifestyle, young lovers, small town life, romance, love and romance, couple relations, unlikely couple, fall in love, opposites attract, chance meeting, conservative, small town ...
Time: contemporary, 21st century
⇓ similarity ⇓
41%
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, sentimental, semi serious, humorous
Audience: date night, girls' night
Plot: unfulfillment, writer's life, hopes, unlikely couple, computers and web, romance, family problems, couples, looking for love, love triangle, chef, infidelity ...
Time: contemporary
Place: usa, new york
⇓ similarity ⇓
41%
 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, semi serious, feel good, humorous
Audience: girls' night, date night
Plot: love triangle, young lovers, romance, fall in love, looking for love, couples, eccentric family, couple relations, family relations, lottery, female protagonist, grandmother granddaughter relationship ...
Time: 21st century, contemporary
Place: usa, california, los angeles
⇓ similarity ⇓
39%
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: touching, sentimental, humorous, semi serious, realistic
Audience: date night
Plot: older woman younger man relationship, family relations, introspection, unlikely couple, love affair, couples, love and romance, parents and children, teenage boy, divorce, adult lives at home, sneaking out ...
Time: contemporary, 21st century
Place: connecticut, usa, new york
⇓ similarity ⇓
39%
 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: humorous, feel good, sentimental, touching, romantic ...
Audience: date night, girls' night
Plot: unlikely couple, office romance, love affair, workplace romance, love and romance, love, fall in love, love triangle, romance, cafe, swedish, starting over ...
Time: contemporary, 21st century
Place: france, europe, paris france
⇓ similarity ⇓
38%
 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: touching, humorous, semi serious, realistic
Audience: date night
Plot: veteran, iraq veteran, forbidden love, culture clash, opposites attract, life is a bitch, fall in love, unlikely couple, romance, couple relations, misfit, love affair ...
Time: 21st century, contemporary
Place: usa, new york, iraq, manhattan new york city
⇓ similarity ⇓
38%
 6.3
 809
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, touching, realistic, semi serious, humorous
Audience: girls' night, date night
Plot: love triangle, opposites attract, couples, looking for love, love and romance, romance, couple relations, hopes, fall in love, dinner, cheating girlfriend
Time: contemporary, 21st century
⇓ similarity ⇓
38%
Movie in collections
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: humorous, semi serious, sentimental, realistic, feel good
Audience: girls' night, date night
Plot: singleness, family gatherings, love and romance, romance, couple relations, fall in love, couples, family relations, holiday, hanukkah, christmas
Time: contemporary, 21st century
Place: usa, new york
⇓ similarity ⇓
37%
 6.7
 657
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: semi serious, sentimental, touching, feel good, humorous ...
Audience: date night
Plot: overbearing, twentysomething life, fall in love, love and romance, love affair, romance, eccentric family, unlikely couple, family relations, couples, looking for love, lifestyle ...
Time: 21st century, contemporary
Place: germany
⇓ similarity ⇓
36%
 5.5
 7K
Good Deeds (2012)
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, touching, feel good, sentimental, realistic ...
Audience: girls' night, date night
Plot: opposites attract, forbidden love, social differences, fall in love, romance, couple relations, rich and poor, idealism, family business, single parent, family relations, couples ...
Time: contemporary, 21st century
Place: usa
⇓ similarity ⇓
36%
How to Fall in Love (2012)
Genre: Comedy, Romance
Country: USA
Duration: 84 min.
Story: An accountant, who never quite grew out of his awkward teenage years, finds himself with a dating coach - she happens to be his high school crush as well. Thanks to his coach, he gets a pretty woman he has his sights on for some time, but realizes ...
Style: feel good, sentimental, semi serious, realistic, humorous
Audience: date night, girls' night
Plot: love and romance, couple relations, romance, fall in love, accountant, physical appearance, true love, couples, teaching the ways of the world, meaningful kiss
Time: 21st century, contemporary
Place: canada
⇓ similarity ⇓
35%
Everybody Wants to Be Italian (2007)
Genre: Comedy, Romance
Country: USA
Duration: 105 min.
Story: Are all relationships based on lies? Jake Bianski runs a fish market in north Boston, surrounded by Italians. For years, he's carried a torch for Isabella, an ex-girlfriend now married with three children and no interest in Jake. Yet, he tells ...
Style: feel good, humorous, semi serious, realistic, touching
Audience: date night
Plot: hopes, love affair, starting over, hidden identity, disorder, love and romance, fall in love, dishonesty, romance, urban, male female relationship, veterinarian ...
Time: 21st century, contemporary
Place: boston, usa
⇓ similarity ⇓
35%
Movie in collections
couples movies
9191
usa movies
usa
11496
family movies
7345
 6.9
 19K
Return to Me (2000)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 115 min.
Story: It took a lot of cajoling to get Bob (Duchovny), a recently widowed architect, to go on a blind date at a quirky Irish-Italian eatery. Once there, he's smitten instantly not with his date but with the sharp-witted waitress, Grace (Driver). ...
Style: touching, sentimental, realistic, feel good, semi serious ...
Audience: girls' night, chick flick
Plot: romance, destiny, transplant, fall in love, hopes, love and romance, coincidence, couples, couple relations, love of one's life, starting over, death of wife ...
Time: 20th century, 90s
Place: usa, chicago illinois, italy
⇓ similarity ⇓
35%
 4.9
 4K
Cake (2005)
Genre: Comedy, Romance
Country: Canada, USA
Duration: 94 min.
Story: A travel writer improves her love life when she becomes an editor for her father's wedding magazine.
Style: touching, feel good, humorous, semi serious, realistic
Audience: date night, girls' night
Plot: love triangle, looking for love, romance, love affair, opposites attract, workplace, family relations, lifestyle, parents and children, couple relations, couples, wooing ...
Time: contemporary
⇓ similarity ⇓
34%
Baggage Claim (2013)
Genre: Comedy, Romance
Country: USA
Duration: 96 min.
Story: Pledging to keep herself from being the oldest and the only woman in her entire family never to wed, Montana embarks on a thirty-day, thirty-thousand-mile expedition to charm a potential suitor into becoming her fiancé.
Style: humorous, feel good, semi serious, realistic
Audience: date night, girls' night
Plot: stewardess, marriage proposal, family relations, looking for love, couple relations, romance, lifestyle, siblings relations, nothing goes right, race against time, disorder, couples ...
Time: 21st century, contemporary
Place: usa, cross country
⇓ similarity ⇓
34%
Bed & Breakfast: Love is a Happy Accident (2010)
Genre: Comedy, Romance
Country: USA
Duration: 89 min.
Story: Bed and Breakfast is a romantic comedy about a saleswoman from a large department store in Rio who discovers she has inherited property in the wine country of California. She could never expect what she would find in "Webster", a small ...
Style: feel good, touching, sentimental, humorous, semi serious ...
Audience: girls' night, date night
Plot: opposites attract, comedy of errors, love affair, couples, fall in love, rivalry, small town, romance, love and romance, inheritance, saleswoman
Time: contemporary, 21st century
Place: usa, california, brazil
⇓ similarity ⇓
34%
 5.6
 675
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: feel good, touching, realistic, sentimental, humorous ...
Audience: date night, girls' night
Plot: unemployment, couples, love and romance, romance, fall in love, couple relations, love triangle, love, friendship
Time: 21st century, contemporary
Place: usa
⇓ similarity ⇓
34%
 5.5
 4K
Ceremony (2010)
Genre: Comedy, Romance
Country: USA
Duration: 89 min.
Story: Sam Davis convinces his former best friend to spend a weekend with him to rekindle their friendship at an elegant beachside estate owned by a famous documentary filmmaker. However, it soon becomes clear that Sam is secretly infatuated with his ex, ...
Style: sentimental, feel good, semi serious, humorous, realistic ...
Audience: date night, girls' night
Plot: unfulfilled love, romance, couple relations, lifestyle, wooing, couples, buddies, love triangle, thirtysomething life, adolescence vs adulthood, unfulfillment, male female relationship ...
Time: 21st century, contemporary
Place: new york, usa
⇓ similarity ⇓
33%
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: semi serious, sincere, humorous, touching, offbeat ...
Plot: disorder, couples, introspection, life turned upside down, family relations, fall in love, couple relations, siblings relations, romance, unlikely couple, dogma, hopes ...
Time: contemporary, 21st century
Place: denmark
⇓ similarity ⇓
33%
Related movie lists