Movies like 50 Ways to Leave Your Lover

If you like "50 Ways to Leave Your Lover" you are looking for semi serious, sentimental and feel good movies about / with infidelity, looking for love, lifestyle, womanizer, romance, love and romance and couples themes of Comedy 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.
50 Ways to Leave Your Lover (2004)
 5.8
 1K
50 Ways to Leave Your Lover (2004)
Genre: Comedy, Romance
Country: USA
Duration: 95 min.
Story: s after an earthquake convince Owen, a writer of hack "as told to" autobiographies, to leave L.A. He burns his bridges telling people what he really thinks, quits his current client (a randy astronaut), and heads for the airport. Waiting for his flight to New York, he sees Val, a friend of his latest ex; they chat, and Owen postpones leaving just to make sure she's not for him.
Style: semi serious, sentimental, feel good, humorous, clever, realistic
Audience: girls' night, date night
Plot: infidelity, looking for love, lifestyle, womanizer, romance, love and romance, couples, introspection, unfulfillment, friends, alcohol, lesbian, airport, lesbian lover, writer's life, obsession, singleness, couple relations, family life, fall in love, artists and showbiz, dysfunctional family, battle of the sexes, family problems, gender ...
Time: 21st century, contemporary
Place: los angeles, usa

Movie in categories

Most similar movies to 50 Ways to Leave Your Lover

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, couples, romance, looking for love, lifestyle, singleness and fall in love mostly in Comedy, Romance and Drama genres. Some movies like 50 Ways to Leave Your Lover: Three Can Play That Game (2007), BachelorMan (2003), Never Again (2001), Purple Violets (2007), Hairshirt (1998). The matching attributes are highlighted in bold.
Three Can Play That Game (2007)
Genre: Comedy, Romance
Country: USA
Duration: 90 min.
Story: Shanté Smith has moved to Atlanta where she's the Love Doctor, helping women get their men to the altar. Tiffany calls her after she catches her boyfriend, Byron, in a clinch with his boss, Carla, just after he wins a competition similar to ...
Style: semi serious, sentimental, witty, humorous, realistic ...
Audience: date night
Plot: family relations, looking for love, fall in love, contests and competitions, battle of the sexes, couples, guru, singleness, love and romance, workplace, lifestyle, tv show ...
Time: contemporary
Place: atlanta georgia
⇓ similarity ⇓
100%
 4.5
 418
BachelorMan (2003)
Genre: Comedy, Romance
Country: USA
Duration: 90 min.
Story: In these times of enlightened sexual politics, Ted Davis is a scoring machine. He's got the rap, the charm and his little black book weighs several pounds. Ted has become a guru to his buddies who can only aspire in awe to his greatness. This ...
Style: feel good, humorous, semi serious, realistic
Audience: date night, girls' night
Plot: opposites attract, fall in love, lifestyle, battle of the sexes, womanizer, unlikely couple, romance, love and romance, wooing, looking for love, couples, true love ...
Time: contemporary
⇓ similarity ⇓
53%
 6.3
 776
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, humorous, sentimental, touching, witty ...
Audience: date night, girls' night
Plot: fall in love, lifestyle, starting over, looking for love, introspection, couple relations, wooing, sexual relations, couples, hopes, romance, male female relationship ...
Time: contemporary
Place: new york, usa
⇓ similarity ⇓
48%
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: sentimental, semi serious, humorous, realistic
Audience: girls' night, date night
Plot: introspection, fall in love, couples, love affair, romance, looking for love, love triangle, lifestyle, haunted by the past, unlikely couple, family problems, love and romance ...
Time: contemporary
Place: usa, new york
⇓ similarity ⇓
47%
Movie in collections
 4.2
 611
Hairshirt (1998)
Genre: Comedy, Romance
Country: USA
Duration: 89 min.
Story: Danny Reilly (Dean Paras) is a self-obsessed man who, after dumping Renee Weber (Neve Campbell), falls in love again with Corey Wells (Katie Wright). But Renee makes it her mission to see that Danny never falls in love again and sets out for attack ...
Style: feel good, realistic, humorous, semi serious
Audience: date night, girls' night
Plot: womanizer, love triangle, battle of the sexes, lifestyle, youth, roommate, prank, looking for love, sexual relations, fall in love, romance, couples ...
Time: 90s
Place: los angeles
⇓ similarity ⇓
46%
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, sweet ...
Audience: date night, girls' night
Plot: fall in love, love and romance, love affair, valentine's day, lifestyle, battle of the sexes, couples, thirtysomething life, couple relations, romance, unfulfillment, falling in love ...
Time: contemporary, 21st century
Place: new york, usa, manhattan new york city
⇓ similarity ⇓
41%
 5.0
 667
April's Shower (2003)
Genre: Comedy, Romance
Country: USA
Duration: 100 min.
Story: April's Shower begins with a group of people gathered for a wedding shower for April. At first, it seems to be a normal gathering for such an occasion but, as time goes on, secrets and stories begin to be revealed. Alex is a chef and a maid of ...
Style: sentimental, feel good, humorous, captivating, entertaining ...
Audience: date night, girls' night
Plot: wedding, romance, friendship, looking for love, couples, lifestyle, fall in love, cooking and food, haunted by the past, infidelity, gender, coming out ...
Time: contemporary
⇓ similarity ⇓
39%
The Night We Never Met (1993)
Genre: Comedy, Romance
Country: USA
Duration: 99 min.
Story: Sam has a problem with his roommates: they are disgusting, and don't seem to share his views on responsibility, privacy, and basic hygine. Such is his discomfort with his living arrangements that he agrees to share the occupancy of another ...
Style: semi serious, realistic, feel good, clever, humorous ...
Audience: girls' night, date night
Plot: mistaken identity, friends, disorder, city life, couple relations, comedy of errors, urban, friendship, fall in love, love triangle, looking for love, singleness ...
Time: 90s
Place: new york, usa
⇓ similarity ⇓
37%
Movie in collections
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16975
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1324
 4.8
 183
Sam the Man (2001)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 87 min.
Story: Before he broke out with the J.D. Salinger-esque Tadpole in 2002, producer-turned-director Gary Winick filmed this little-seen relationship drama. Fisher Stevens stars as the title character, a writer with one novel under his belt who can't ...
Style: semi serious, realistic, suspense, sincere, sentimental ...
Audience: date night
Plot: infidelity, looking for love, couples, love and romance, womanizer, romance, dishonesty, lifestyle, estrangement, breakup, writer's life, profanity ...
Time: contemporary, 21st century
Place: new york, usa
⇓ similarity ⇓
37%
 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: feel good, sentimental, semi serious, realistic, humorous ...
Audience: date night, girls' night
Plot: unfulfilled love, couple relations, romance, wooing, love triangle, lifestyle, buddies, unfulfillment, couples, thirtysomething life, adolescence vs adulthood, wedding ...
Time: 21st century, contemporary
Place: new york, usa
⇓ similarity ⇓
37%
Slightly Single in L.A. (2013)
Genre: Comedy, Romance
Country: USA, Canada
Duration: 88 min.
Story: Dale Squire is a hip, quirky, independent single gal living in the glossy city of Los Angeles. After several failed attempts in quasi-relationships, Dale concludes that finding a meaningful relationship in L.A. is impossible. But being anti-social ...
Style: humorous, semi serious, sentimental, feel good, realistic
Audience: girls' night, date night
Plot: clubbing, love triangle, looking for love, lifestyle, couples, romance, singleness, rivalry, hollywood, dating, single, love and romance ...
Time: 21st century, contemporary
Place: los angeles, california, usa
⇓ similarity ⇓
36%
The Answer Man (2009)
Genre: Comedy, Romance
Country: USA
Duration: 97 min.
Story: Twenty years ago, Arlen Faber (Jeff Daniels) wrote a book about spirituality that became wildly popular. These days, he's a curmudgeonly recluse who only enjoys the company of his chiropractor, Elizabeth (Lauren Graham). As Elizabeth's ...
Style: sentimental, humorous, touching, semi serious, realistic ...
Audience: date night
Plot: fall in love, human nature, single parent, dishonesty, hopes, romance, writer's life, love and romance, family relations, couples, couple relations, self discovery ...
Time: 21st century, contemporary
Place: usa, philadelphia
⇓ similarity ⇓
34%
 4.4
 309
Be My Baby (2007)
Genre: Comedy, Romance
Country: USA
Duration: 86 min.
Story: After dating several cheating husbands who pretended to be single, Rylee devises a scheme for revenge. She gets a married man drunk, convinces him that they slept together, then shows up a year later with a baby and demands money. Her blackmail plan ...
Style: humorous, feel good, realistic, semi serious
Audience: date night
Plot: infidelity, battle of the sexes, manipulation, looking for love, farce, couples, family relations, disorder, vengeance, gender, nothing goes right, womanizer ...
Time: contemporary
⇓ similarity ⇓
33%
 5.4
 1K
What Love Is (2007)
Genre: Comedy, Romance
Country: USA
Duration: 93 min.
Story: It's Valentine's Day and Tomhas big plans. He's about to get engaged and has a surprise party planned to share the good news with friends. But things take a turn for the worse. Tom returns home only to discover his girlfriend has ...
Style: humorous, realistic, talky, witty, semi serious ...
Audience: date night, teens, girls' night
Plot: fall in love, friendship, looking for love, sexual relations, battle of the sexes, couples, thirtysomething life, gender, buddies, lifestyle, best friends, couple relations ...
Time: contemporary
⇓ similarity ⇓
32%
With This Ring (2015)
Genre: Comedy, Romance
Country: USA
Duration: 87 min.
Story: After attending their friend Elise's (Sudano) wedding to Nate (Bishop) on New Year's Eve, Trista (Hall), a career-­driven talent agent, Viviane (Scott), a successful gossip columnist, and Amaya (Cooper), a struggling actress, make a pact ...
Style: semi serious, humorous, touching, sentimental, realistic
Audience: girls' night, date night
Plot: wedding, looking for love, friendship, romance, love affair, unfulfillment, showbiz, job, movie business, friends, strong female presence, unfulfilled love ...
Time: contemporary, 21st century
Place: usa
⇓ similarity ⇓
32%
Puccini for Beginners (2006)
Genre: Comedy, Romance
Country: USA
Duration: 82 min.
Story: When her inability to commit leads to a breakup with her girlfriend, opera-loving writer Allegra winds up in the bed of amiable professor Philip. He is so smitten with Allegra that he dumps his lover, Grace (Justin Kirk), and convinces Allegra to ...
Style: realistic, semi serious, witty, humorous, clever
Audience: girls' night, date night
Plot: love triangle, lesbian relationship, opposites attract, unlikely couple, looking for love, love affair, couple relations, infidelity, self discovery, battle of the sexes, lifestyle, artists and showbiz ...
Time: contemporary
Place: new york, usa, manhattan new york city
⇓ similarity ⇓
32%
 5.0
 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, humorous, feel good, semi serious, realistic
Audience: date night, girls' night
Plot: love triangle, magazine editor, father daughter relationship, looking for love, love affair, opposites attract, romance, wedding, wooing, parents and children, workplace romance, family relations ...
Time: contemporary
⇓ similarity ⇓
32%
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: realistic, semi serious, humorous, captivating
Audience: girls' night
Plot: looking for love, singleness, couples, physical appearance, romance, love and romance, friends, sexual content, female director
Time: contemporary, 21st century
Place: usa, los angeles, california
⇓ similarity ⇓
31%
Movie in collections
Her Minor Thing (2005)
Genre: Comedy, Romance
Country: USA
Duration: 91 min.
Story: Jeana does IT for the Sacramento Fire Department. She and Tom, a self-confident local TV news reporter, are about to go on a cruise to Rio when he lets slip on TV that she is a virgin. It's a slow news week, so this becomes a story: the media ...
Style: humorous, feel good, semi serious, realistic, sexy
Audience: date night, girls' night
Plot: love triangle, battle of the sexes, love and romance, romance, lifestyle, couples, couple relations, loss of virginity, adult virgin, first sex, television reporter, boyfriend girlfriend relationship ...
Time: contemporary, 21st century
⇓ similarity ⇓
31%
Men Are From Mars... And That’s Where I’m Going! (2014)
Genre: Comedy, Romance
Country: Brazil
Duration: 108 min.
Story: Successful at work, Fernanda is an example of women of the third millennium, free to make their choices and independent. Yet in her personal life she finds herself struggling to find a husband. Like other women of her generation, Fernanda put her ...
Style: humorous, semi serious, sentimental, feel good, realistic
Audience: date night, girls' night
Plot: looking for love, love and romance, singleness, couples, friendship, obsession, thirtysomething life, gays and lesbians, romance, friends, brazilian, woman
Time: 21st century, contemporary
Place: brazil, latin america
⇓ similarity ⇓
31%
 5.2
 3K
The Favor (1994)
Genre: Comedy, Romance
Country: USA
Duration: 97 min.
Story: Kathy is married to Peter. Now she can't help but wonder how things could have been if she got together with her old boyfriend, Tom. Being married prevents from doing that so she asks her friend, Emily to go to him and see if she can sleep with ...
Style: humorous, sexy, light, entertaining, realistic ...
Audience: date night, girls' night, chick flick, teens
Plot: pregnancy, infidelity, love affair, battle of the sexes, lifestyle, love and romance, couples, love triangle, looking for love, unfulfillment, crumbling marriage, friendship ...
Time: 90s, 80s
Place: denver colorado, cleveland ohio
⇓ similarity ⇓
31%
 4.9
 612
Fourplay (2001)
Genre: Comedy
Country: USA, UK
Duration: 87 min.
Story: This romantic comedy deals with the fleeting attractions between men and women. When American Ben arrives in London to become a writer on a well-known sitcom, he never dreamed that he would end up in a complex love quadrangle. Sitcom star Carly is ...
Style: semi serious, clever, humorous, sentimental, realistic
Audience: date night, girls' night
Plot: infidelity, friends, romance, love and romance, fall in love, friendship, love triangle, actor's life, lifestyle, artists and showbiz, love affair, couple relations ...
Place: london, europe, england
⇓ similarity ⇓
30%
Sex, Politics & Cocktails (2002)
Genre: Comedy, Romance
Country: USA
Duration: 90 min.
Story: Latin American filmmaker Sebastian Cortez (Julien Hernandez) is unable to commit to his girlfriend and, at age 30, finds himself alone and never in love in this irreverent comedy. On a mission to find the love of his life, he solicits help from his ...
Style: witty, humorous, feel good, semi serious, realistic ...
Audience: date night, girls' night
Plot: coming out, looking for love, opposites attract, culture clash, friendship, fall in love, romance, couples, society, best friends, youth, love and romance ...
Time: contemporary
Place: los angeles, usa, latin america, cuba
⇓ similarity ⇓
30%
Movie in collections
My Boyfriends' Dogs (2014)
Genre: Comedy, Family, Romance
Country: USA
Duration: 84 min.
Story: The owners of a small diner are surprised one rainy evening when, just after close, a young woman wearing a wedding dress with three dogs in tow begs to come into their restaurant. What follows is the young woman's retelling of how she arrived ...
Style: humorous, feel good, touching, semi serious, light ...
Audience: date night, girls' night
Plot: looking for love, love and romance, couples, pets, couple relations, unfulfillment, romance, singleness
Time: 21st century, contemporary
Place: usa
⇓ similarity ⇓
30%
Worth Winning (1989)
Genre: Comedy, Romance
Country: USA
Duration: 103 min.
Story: Taylor is a man who has no problems with women. So confident is he that he accepts a challenge from his friends: he has to secure proposals of marriage from three women of their choice.
Style: feel good, semi serious, humorous, witty, talky ...
Audience: date night, girls' night, teens, chick flick
Plot: womanizer, battle of the sexes, infidelity, romance, looking for sex, looking for love, love triangle, unlikely couple, couples, wooing, true love, betrayal ...
Time: 80s
Place: san francisco
⇓ similarity ⇓
30%
 4.7
 422
Mango Kiss (2004)
Genre: Comedy, Romance
Country: USA
Duration: 84 min.
Story: "Mango Kiss" is a story about Lou whose world turns upside-down when she falls in love with her best friend Sassafras. They journey to San Francisco and stumble into the wild world of role-playing and non-monogamous S/M dykes. Comedy ...
Style: semi serious, realistic, sexy, humorous, sexual
Audience: date night, girls' night
Plot: lesbian relationship, dominatrix, fall in love, love and romance, romance, couples, friends, wooing, sexual relations, looking for love, lifestyle, gender ...
Time: contemporary
Place: usa, san francisco
⇓ similarity ⇓
29%
Perfect Romance (2004)
Genre: Romance, Comedy
Country: Canada, USA
Duration: 90 min.
Story: The mother of a young divorcee places an ad on her daughter's behalf on a lonely hearts internet website but the person who responds fits her own ideal of a suitable partner. The daughter is still hung up on her musician ex-husband.
Style: semi serious, feel good, humorous, realistic
Audience: date night, girls' night
Plot: love and romance, unlikely couple, couples, couple relations, looking for love, romance, dating, male female relationship, internet chat, profanity, single parent, lifestyle ...
Time: contemporary, 21st century
Place: canada
⇓ similarity ⇓
29%
 6.6
 199
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, feel good, semi serious, light, captivating ...
Audience: date night
Plot: love triangle, love affair, romance, social worker, looking for love, self discovery, couples, fall in love, wooing, lifestyle, battle of the sexes, photographer ...
Time: 21st century, contemporary
Place: usa
⇓ similarity ⇓
29%
Boynton Beach Club (2005)
Genre: Comedy, Romance
Country: USA
Duration: 105 min.
Story: A handful of men and women of a certain age pick up the pieces of their lives and look for new love after the loss of their mates in this comedy drama from writer-director Susan Seidelman.
Style: touching, semi serious, feel good, humorous, realistic
Audience: date night
Plot: elderly, friendship, looking for love, midlife crisis, lifestyle, love and romance, couples, family relations, parents and children, single parent, family problems, support group ...
Time: contemporary
Place: florida, usa
⇓ similarity ⇓
29%
 3.9
 828
Textuality (2011)
Genre: Comedy, Romance
Country: Canada
Duration: 95 min.
Story: Two people attempt to get into a relationship, while exiting the multiple relationships they were each managing through their Blackberries before they met.
Style: sentimental, humorous, realistic, semi serious, feel good ...
Audience: date night, girls' night
Plot: romance, battle of the sexes, couples, fall in love, looking for love, sexual relations, best friends, buddies, love and romance, sexual content, dating, nudity (full frontal - brief) ...
Time: 21st century, contemporary
Place: canada
⇓ similarity ⇓
28%