Movies like The Last International Playboy

If you like "The Last International Playboy" you are looking for humorous, realistic and semi serious movies about / with love triangle, friends, best friends, couples, love affair, introspection and lifestyle themes of Comedy, Drama and Romance genre shot in USA or South Africa.
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.
The Last International Playboy (2008)
 5.7
 582
The Last International Playboy (2008)
Genre: Comedy, Drama, Romance
Country: USA, South Africa
Duration: 92 min.
Story: When playboy and one-hit-wonder novelist Jack Frost (Jason Behr) learns that his childhood sweetheart is getting married, he tries to drown his sorrows by dramatically escalating his self-destructive drinking and womanizing. Frost's pals try to coax him back from the brink, but only a precocious youngster (India Ennenga) in his apartment building finds a way around his defenses. Monet Mazur co-stars in this drama from director Steve Clark.
Style: humorous, realistic, semi serious
Plot: love triangle, friends, best friends, couples, love affair, introspection, lifestyle, romance, love and romance, looking for love, haunted by the past, human nature, singleness, city life, urban
Time: contemporary, 21st century
Place: new york, india, usa, asia

Movie in categories

Most similar movies to The Last International Playboy

The list contains related movies ordered by similarity. Recommendation engine sorted out humorous, realistic, semi serious and sentimental films with plots about couples, love and romance, romance, lifestyle, looking for love, friends and love triangle mostly in Comedy, Romance and Drama genres. Some movies like The Last International Playboy: Cocktail (2012), Purple Violets (2007), Mona (2008), See Jane Date (2003), Quarter Life Crisis (2006). The matching attributes are highlighted in bold.
 6.3
 14K
Cocktail (2012)
Genre: Comedy, Drama, Romance
Country: UK, India
Duration: 146 min.
Story: Gautam is an incorrigible flirt, who runs after every girl he sees. Meera is a pretty girl with desi values and attire, who comes to London from Delhi for a fresh start. Veronica is the spoilt bombshell who loves partying and drinking. Though ...
Style: semi serious, realistic, humorous, sentimental
Audience: date night
Plot: beach, love triangle, friendship, lifestyle, fall in love, opposites attract, couples, love affair, love and romance, nightlife, boyfriend girlfriend relationship, promiscuity ...
Time: 21st century, contemporary
Place: london, england
⇓ similarity ⇓
100%
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: humorous, realistic, sentimental, semi serious
Audience: girls' night, date night
Plot: romance, fall in love, couple relations, introspection, couples, lifestyle, family problems, looking for love, love and romance, unlikely couple, love affair, college ...
Time: contemporary
Place: usa, new york
⇓ similarity ⇓
59%
 4.4
 135
Mona (2008)
Genre: Comedy, Romance
Country: USA
Duration: 87 min.
Story: Two 35 year old men going backwards in life meet a vibrant 23 year woman, bounding unselfconsciously forward.
Style: semi serious, humorous, emotional, captivating, realistic ...
Audience: date night
Plot: love triangle, friendship, looking for love, romance, city life, buddies, lifestyle, society, rivalry, couples, thirtysomething life, friends ...
Time: 21st century, contemporary
Place: new york, usa
⇓ similarity ⇓
58%
See Jane Date (2003)
Genre: Comedy, Romance
Country: Canada, USA
Duration: 90 min.
Story: Jane Grant has just received an invitation to her younger cousin's wedding, and it's engraved with two of the most dreaded words a perpetually available sing can encounter: "plus guest." Come wedding day, Jane had better deliver. ...
Style: semi serious, realistic, humorous, captivating
Plot: looking for love, lifestyle, best friends, love and romance, wooing, couples, romance, singleness, wedding, uninhibited rivalry, high school, thirtysomething life ...
Time: 21st century, contemporary
Place: new york, usa
⇓ similarity ⇓
57%
Movie in collections
romance movies
8757
humorous movies
19364
india movies
985
Quarter Life Crisis (2006)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 90 min.
Story: A Hindu, and a believer in Astrology, Neil Desai is a second-generation East Indian-American, who is 27 years of age, works for an ad company, and has been in a relationship for over 6 years with Angel Matthews, and lives with her in a small ...
Style: semi serious, realistic, humorous
Audience: date night
Plot: bachelor, bet, couples, love and romance, friends, wooing, lifestyle, unlikely couple, best friends, romance, womanizer, buddies ...
Time: contemporary
Place: new york, usa
⇓ similarity ⇓
50%
 4.9
 2K
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, talky, clever ...
Audience: girls' night, date night
Plot: love triangle, couple relations, romance, couples, looking for love, love affair, infidelity, thirtysomething life, workplace romance, sexual relations, love and romance, dancer's life ...
Time: contemporary
Place: usa, new york
⇓ similarity ⇓
50%
Muffin Top: A Love Story (2017)
Genre: Comedy, Romance
Country: USA
Duration: 97 min.
Story: "Muffin Top: A Love Story" is the story of Suzanne (Cathryn Michon) a Women's Studies Pop Culture professor at Malibu University, who studies images of women in the media for a living, and yet is made insecure by the constant parade ...
Style: humorous, semi serious, realistic, captivating
Audience: girls' night
Plot: singleness, looking for love, couples, physical appearance, romance, love and romance, sexual content, friends, female director
Time: 21st century, contemporary
Place: usa, california, los angeles
⇓ similarity ⇓
49%
Violet Tendencies (2010)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 99 min.
Story: A woman tries to distance herself from her gay friends in an effort to land a straight boyfriend.
Style: humorous, feel good, captivating, light, not serious ...
Audience: girls' night
Plot: love and romance, looking for love, best friends, gender, couples, friends, fashion, gays and lesbians, lifestyle, thirtysomething life, wooing, singleness ...
Time: contemporary, 21st century
Place: usa
⇓ similarity ⇓
48%
Movie in collections
usa movies
usa
13277
realistic movies
28503
asia movies
2872
 7.0
 941
Mind the Gap (2004)
Genre: Comedy, Drama
Country: USA
Duration: 134 min.
Story: Five seemingly unrelated people decide to take huge risks in their personal lives in an effort to find happiness.
Style: semi serious, talky, humorous, captivating, sincere ...
Plot: starting over, lifestyle, human nature, romance, family relations, golden years, couples, city life, introspection, love and romance, crumbling marriage, single parent ...
Time: 21st century, contemporary
Place: usa, new york
⇓ similarity ⇓
47%
 3.9
 1K
30 Beats (2012)
Genre: Comedy, Romance
Country: France, USA
Duration: 88 min.
Story: A summer heat wave and a series of sexual encounters connect a group of New Yorkers.
Style: realistic, humorous, sexy, captivating, touching ...
Plot: sex scene, romance, self discovery, love affair, lifestyle, city life, couples, hopes, introspection, heat wave, seduction, sexual content ...
Time: 21st century, contemporary
Place: new york, usa, manhattan new york city
⇓ similarity ⇓
46%
Matters of Life & Dating (2007)
Genre: Biography, Comedy, Drama, Romance
Country: Canada, USA
Duration: 90 min.
Story: Linda Dackman has been diagnosed with breast cancer, but this does not prevent she from seeing the positive side of life and continue their quest for Prince Charming.
Style: realistic, semi serious, touching, humorous, sentimental ...
Plot: lifestyle, looking for love, couples, support group, romance, physical appearance, singleness, breast cancer, dating, friends, best friends, love and romance ...
Time: 21st century, contemporary
Place: usa
⇓ similarity ⇓
45%
 5.7
 106
Finding Me (2009)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 115 min.
Story: Faybien Allan has it all going on; he's young, stylish, and knows the importance of being seen with hip friends at NYC's trendiest spots. But beneath the sparkle of his nightlife and his stunning good-looks, is a man buckling under his ...
Style: humorous, captivating, psychological, semi serious, realistic ...
Plot: romance, self discovery, looking for love, gender, hopes, couples, gay, friendship, african american, road trip, gays and lesbians, best friends ...
Time: 21st century, contemporary
Place: usa, new york
⇓ similarity ⇓
45%
Seasons Of Love (2014)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 84 min.
Story: Set in the picturesque backdrop of New York, "Seasons of Love" is a romantic, soulful holiday drama about two people who struggle to find love against the odds, while reconciling with the past and learning the true value of family.
Style: humorous, uplifting, semi serious, romantic, sincere ...
Audience: date night
Plot: romance, looking for love, against the odds, hopes, family relations, haunted by the past, christmas, redemption, self discovery, couples, friendship, parents and children ...
Time: 21st century, contemporary
Place: usa, new york
⇓ similarity ⇓
44%
The Four-Faced Liar (2010)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 87 min.
Story: The Four Faced Liar is a story of love and lies for four twenty-somethings looking to find themselves in New York City... A story of love and lies for four twenty-somethings looking to find themselves in New York City. A pair of best friends and a ...
Style: semi serious, realistic, feel good, witty, humorous ...
Audience: girls' night, date night
Plot: lesbian couple, lesbian relationship, lesbian romance, lesbian sex, infidelity, love and romance, friendship, sexual content, gender, best friends, romance, lifestyle ...
Time: contemporary, 21st century
Place: new york, usa, manhattan new york city
⇓ similarity ⇓
42%
 5.6
 3K
Falling Up (2009)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 98 min.
Story: A nursing student forced to quit school for family reasons winds up taking a job as a doorman in an elite apartment building in New York City, where he sparks to one of his residents.
Style: humorous, feel good, realistic, semi serious
Audience: date night
Plot: romance, opposites attract, student life, buddies, fall in love, love and romance, rich and poor, boss and employee, workplace situations, concierge, workplace, elevator ...
Time: 21st century, contemporary
Place: new york, usa
⇓ similarity ⇓
42%
 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: romance, young lovers, love triangle, fall in love, looking for love, lifestyle, couples, family relations, eccentric family, couple relations, lottery, female protagonist ...
Time: 21st century, contemporary
Place: usa, los angeles, california
⇓ similarity ⇓
41%
 4.7
 886
LOL (2006)
Genre: Comedy, Drama
Country: USA
Duration: 81 min.
Story: The relationships of three men are examined through their use of technology.
Style: talky, humorous, sincere, sexy, realistic ...
Audience: girls' night, date night
Plot: lifestyle, looking for love, youth, friendship, introspection, love and romance, couple relations, computers and web, human nature, misfit, friends, couples ...
Time: contemporary, 21st century
Place: usa
⇓ similarity ⇓
40%
 5.4
 9K
Lola Versus (2012)
Genre: Comedy
Country: USA
Duration: 87 min.
Story: Just three weeks before her wedding, Lola (Greta Gerwig) finds herself suddenly without a partner when her longtime fiance, Luke (Joel Kinnaman), dumps her. With her 30th birthday looming and being forced to re-enter the New York City dating scene, ...
Style: sentimental, humorous, semi serious, realistic, touching ...
Audience: date night
Plot: breakup, couples, romance, starting over, best friends, singleness, disorder, life turned upside down, hopes, lifestyle, introspection, female protagonist ...
Time: 21st century, contemporary
Place: new york, usa
⇓ similarity ⇓
38%
Movie in collections
 6.4
 860
Maze (2000)
Genre: Drama, Romance
Country: USA
Duration: 97 min.
Story: Artist Lyle Maze is reconciled to a life without romance thanks to his dual afflictions: Tourette's Syndrome and obsessive-compulsive disorder. But his life takes an unexpected turn when his friend Mike departs on a humanitarian mission, ...
Style: realistic, semi serious, humorous, psychological, sentimental ...
Audience: date night
Plot: pregnancy, love and romance, lifestyle, romance, friends, couples, family relations, love affair, love triangle, introspection, moral dilemma, fall in love ...
Time: 90s
Place: new york, africa, usa
⇓ similarity ⇓
38%
Namastey London (2007)
Genre: Comedy, Drama, Romance
Country: India
Duration: 128 min.
Story: Indian-born Manmohan Malhotra decided to re-locate to London, England, established himself, returned to India, got married to Bebo, and after a period of 4 years got a visa for her so that she could live with him. Shortly thereafter she gave birth ...
Style: realistic, feel good, semi serious, humorous, romantic ...
Plot: culture clash, love and romance, romance, couples, family relations, love triangle, parents and children, arranged marriage, looking for love, fall in love, couple relations, forced marriage ...
Time: 21st century, contemporary
Place: india, london, asia, england, europe
⇓ similarity ⇓
38%
Hannah Takes the Stairs (2007)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 83 min.
Story: Hannah is a recent college graduate interning at a Chicago production company. She is crushing on two writers at work, Matt and Paul, who share an office and keep her entertained. Will a relationship with one of them disrupt the delicate balance of ...
Style: realistic, humorous, touching, sentimental, semi serious ...
Audience: date night, girls' night
Plot: friendship, looking for love, college graduate, college, love triangle, introspection, human nature, lifestyle, thirtysomething life, couples, office, city life ...
Time: 21st century, contemporary
Place: usa, chicago illinois
⇓ similarity ⇓
37%
 6.5
 214
New Low (2010)
Genre: Comedy, Romance
Country: USA
Duration: 82 min.
Story: Wendell, a neurotic, aimless twentysomething, struggles to figure out which girl he really belongs with: Joanna, the best girl he's ever known, or Vicky, the worst. His friend, Dave, helps him sort through his thoughts as Wendell discovers not ...
Style: humorous, semi serious, feel good, light, captivating ...
Audience: date night
Plot: love triangle, love affair, social worker, looking for love, self discovery, romance, couples, wooing, fall in love, lifestyle, battle of the sexes, photographer ...
Time: 21st century, contemporary
Place: usa
⇓ similarity ⇓
37%
Single Ladies (2011)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 43 min.
TV show
Story: Single Ladies is an American comedy-drama television series on VH1 that debuted on May 30, 2011, as a two-hour television film. Created by Stacy A. Littlejohn and produced by Queen Latifah's Flavor Unit Entertainment, the series chronicles the ...
Style: humorous, captivating, sexy, entertaining, light ...
Audience: girls' night
Plot: romance, friendship, fashion, looking for love, couple relations, lifestyle, love triangle, society, social differences, mogul, friends, couples ...
Time: 21st century, contemporary, 2010s
Place: usa, georgia, atlanta georgia
⇓ similarity ⇓
37%
Movie in collections
The Longest Week (2014)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 86 min.
Story: As he eases into adulthood at the age of forty, Conrad Valmont, the over-educated, under-employed heir to the Valmont Hotel fortune, is cut off from his allowance following his parents abrupt divorce and tossed out into the unforgiving streets of ...
Style: humorous, sentimental, sweet, romantic, light ...
Audience: date night
Plot: fall in love, love and romance, down on your luck, romance, love, money, secret, singleness, looking for love, love story, lifestyle, couples ...
Time: contemporary, 21st century
Place: usa, new york, manhattan new york city
⇓ similarity ⇓
37%
 5.1
 4K
Aisha (2010)
Genre: Comedy, Drama, Romance
Country: India
Duration: 126 min.
Story: Aisha is a girl with a simple diktat - everyone's business is her business. Arjun is a boy with even a simpler set of beliefs - Aisha should mind her own business. Caught in the Delhi upper class world with its own set of social rules, Aisha ...
Style: semi serious, humorous, sentimental, feel good, entertaining ...
Audience: girls' night
Plot: matchmaking, romance, looking for love, couples, event planner, love triangle, lifestyle, best friends, friendship, true love, wedding, strong female presence ...
Time: 21st century, contemporary
Place: india, asia, new delhi, delhi
⇓ similarity ⇓
37%
 4.3
 166
Olive Juice (2001)
Genre: Comedy, Romance
Country: USA
Duration: 88 min.
Story: Comedy - Leighanne Littrell, James Berlau, Michael Hartson
Style: realistic, semi serious, humorous, feel good, offbeat
Plot: romance, love affair, couples, love and romance, workplace romance, infidelity, store, pets, dog, nightclub, pet shop, juice ...
Time: contemporary, 21st century
Place: usa, florida, orlando florida
⇓ similarity ⇓
37%
Luke and Brie Are on a First Date (2008)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 76 min.
Story: It is the first date of Luke and Brie. They will spend the night together at bars, parties and streets of Los Angeles. The risk of a first encounter, and the relentless pursuit of naturalness, will make their relationship dance between flirting and ...
Style: semi serious, humorous, captivating, light, realistic ...
Plot: romance, couple relations, looking for love, dating, love, society, couples, love and romance, lifestyle, hipster, first date, bar
Time: 21st century, contemporary
Place: los angeles, usa
⇓ similarity ⇓
36%
 4.1
 1K
Wild Roomies (2004)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 88 min.
Story: After his last girlfriend slept with his last roommate, Reno Rizzolla moves to L.A. with his new girlfriend... and chaos ensues when the debt on the house forces him to get roommates.
Style: semi serious, realistic, humorous, sex comedy, hot
Audience: date night
Plot: couples, infidelity, looking for love, love affair, romance, youth, love and romance, disorder, college life, teenage life, looking for sex, love triangle ...
Time: contemporary
Place: usa, texas, dallas texas
⇓ similarity ⇓
36%
 6.1
 942
Never Again (2001)
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: semi serious, witty, humorous, touching, sentimental ...
Audience: date night, girls' night
Plot: fall in love, looking for love, introspection, lifestyle, starting over, couple relations, wooing, sexual relations, couples, romance, hopes, male female relationship ...
Time: contemporary
Place: new york, usa
⇓ similarity ⇓
35%
The Lather Effect (2006)
Genre: Comedy, Drama
Country: USA
Duration: 95 min.
Story: On the eve of selling her mother's house, a thirty-something housewife wakes up to a hangover surrounded by her best friends from high school...
Style: talky, humorous, semi serious, realistic
Audience: date night, girls' night
Plot: friendship, friends, couple relations, introspection, love and romance, looking for love, couples, adolescence vs adulthood, unfulfillment, hopes, singleness, lifestyle ...
Time: 21st century, contemporary
Place: usa, california
⇓ similarity ⇓
35%