Best movies like 20 Dates
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Plot Summary:
Myles is divorced in L.A. He wants a love life and a film career. So he decides to go on 20 dates and find true love in front of a camera, making his first feature. His patient agent, Richard, finds a $60,000 investor, the shadowy Elie. Myles starts his search, sometimes telling his date she's being filmed, sometimes not. Elie wants sex and titillation, Myles wants it "real." Myles regularly talks with his old film teacher, Robert McKee, who wonders if love is possible in modern life. Half-way through the 20 dates, Myles meets Elisabeth; she's everything he desires and she likes him. Can he finish the 20 dates, satisfy Elie, and complete his film without losing Elisabeth?.
IMDB Rating: 5.6
IMDB Votes: 2000
Genere: Biography, Comedy, Romance
Country: USA
Duration: 87 min
Plot tags: mockumentary, humorous, entertaining, light, satirical, independent film, clever, talky, offbeat, realistic
Best tv shows and movies like 20 Dates (1998):
Similar in 83%
Trap.com (2011)
Plot Summary:
Exposed by his girlfriend through a video on the Internet, Bruno tries to revive his reputation, but all he can do is get into a series of traps (Cilada, in Portuguese). Cilada.com is a comedy about love and betrayal that shows the power of the Internet to transform small intimacies and slips in fame and constraints globalized.
IMDB Rating: 5.2
IMDB Votes: 2000
Genere: Comedy, Romance
Country: Brazil
Duration: 95 min
Plot tags: humorous, light, captivating, entertaining, realistic, not serious
Similar in 86%
The 4th Tenor (2002)
Plot Summary:
A restaurant owner falls in love with an opera singer and, desperate to impress her, travels to Italy to learn how to sing.
IMDB Rating: 4.9
IMDB Votes: 374
Genere: Comedy, Music, Romance
Country: USA
Duration: 97 min
Plot tags: feel good, humorous, not serious, independent film, romantic comedy
Similar in 90%
Get Well Soon (2001)
Plot Summary:
After having a nervous breakdown, a popular talk-show host confronts his ex-girlfriend who is dating a cross-dresser.
IMDB Rating: 5.1
IMDB Votes: 1000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 95 min
Plot tags: talky, semi serious, humorous, realistic, witty, clever, cynical, biting, suspense
Similar in 78%
How to Lose Friends & Alienate People (2008)
Plot Summary:
A British writer struggles to fit in at a high-profile magazine in New York. Based on Toby Young's memoir "How to Lose Friends & Alienate People".
IMDB Rating: 6.4
IMDB Votes: 71000
Genere: Biography, Comedy, Drama, Romance
Country: UK
Duration: 110 min
Plot tags: funny, romantic, light, humorous, intellectual, entertaining, hilarious, feel good, romantic comedy, clever
Similar in 90%
Free Enterprise (1998)
Plot Summary:
Young filmmakers trying to hawk a movie titled "Bradykillers" about a serial killer who goes after victims Marcia, Jan, and Cindy meet their screen idol, William Shatner. The two young men, who idolize him and in their fantasies have seen him as a shadowy fairy godfather figure, are alarmed at the reality of the middle-aged non-Captain Kirk man that they meet.
IMDB Rating: 6.7
IMDB Votes: 3000
Genere: Comedy, Romance
Country: USA
Duration: 113 min
Plot tags: humorous, witty, semi serious, independent film, clever, talky, realistic, cynical, ironic, parody
Similar in 76%
Cupid (2012)
Plot Summary:
With Valentine’s Day approaching, Eve Lovett, a workaholic TV talk show host with a string of failed relationships, is worried she will never find true love. But when a mysterious stranger named Vernon Gart shows up on the set claiming to work for Cupid, Inc., Eve has no idea her love life is about to get an arrow right through the heart.
IMDB Rating: 5.0
IMDB Votes: 403
Genere: Comedy, Romance
Country: USA
Duration: 80 min
Plot tags: touching, feel good, humorous, light, captivating, realistic, semi serious, independent film, sexual, sexy
Similar in 84%
The Third Wheel (2002)
Plot Summary:
The clumsy and shy Stanley is a nice fellow, beloved by his colleagues in the office. He has a crush on the gorgeous new-hire Diana, but he has difficulties to get close to her. When Stanley finally invites Diana for a date, he hits the homeless Phil with his Taurus, and his planned night turns upside down.
IMDB Rating: 5.4
IMDB Votes: 5000
Genere: Comedy, Romance
Country: USA
Duration: 91 min
Plot tags: feel good, humorous, realistic, semi serious, independent film
Similar in 89%
Saturday Night Live: The Best of Christopher Walken (2004)
Plot Summary:
A collection of Christopher Walken's greatest SNL skits and hosting jobs.
IMDB Rating: 7.7
IMDB Votes: 1000
Genere: Comedy
Country: USA
Duration: 83 min
Plot tags: humorous, witty, not serious, light, sketch comedy
Similar in 78%
Love & Sex (2000)
Plot Summary:
When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.
IMDB Rating: 6.1
IMDB Votes: 6000
Genere: Comedy, Drama, Romance
Country: USA, Canada
Duration: 82 min
Plot tags: witty, sexual, intense, thought provoking, teen, independent film, sentimental, humorous, realistic, semi serious
Similar in 86%
Speechless (1994)
Plot Summary:
A romantic comedy. Michael Keaton and Geena Davis are speechwriters for competing political campaigns. Witty and amusing for the political junkies amongst us.
IMDB Rating: 5.8
IMDB Votes: 5000
Genere: Comedy, Romance
Country: USA
Duration: 99 min
Plot tags: romantic, sweet, entertaining, clever, humorous, witty, realistic, talky, semi serious, black comedy
Similar in 89%
Dead Tired (1994)
Plot Summary:
Stressed and overworked, famous French movie star Michel Blanc (Michel Blanc) is beginning to wear down, physically and mentally, from the pressure and demands of fame. Already in a fragile state of mind, strange events start to transpire all around him, and he gradually loses his grip. Taking the advice of a psychiatrist, Blanc retreats to the countryside with his friend, Carole Bouquet (Carole Bouquet), but Blanc still has not managed to escape all of his problems.
IMDB Rating: 6.4
IMDB Votes: 2000
Genere: Comedy
Country: France
Duration: 92 min
Plot tags: light, absurd, melancholic, talky, humorous, clever, witty, entertaining, offbeat, realistic
Similar in 86%
Just Write (1997)
Plot Summary:
A Hollywood tour bus driver poses as a screenwriter to romance an up-and-coming young actress.
IMDB Rating: 6.1
IMDB Votes: 1000
Genere: Comedy, Romance
Country: USA
Duration: 102 min
Plot tags: feel good, witty, humorous, semi serious, inspirational, art house, independent film, realistic
Similar in 89%
Herman U.S.A. (2001)
Plot Summary:
In this quirky romantic comedy inspired by a true story, an influx of women invade the small town of Herman, Minn., to get their hands on a surplus of bachelors yearning for female companionship. When the persuasive "cry from the heart" of Herman's lonely men becomes a big-time news story, it unwittingly attracts a swarm of single women from 38 states and four different foreign countries, adding 1,500 residents to the tiny hamlet of 485.
IMDB Rating: 6.1
IMDB Votes: 155
Genere: Comedy, Romance
Country: USA
Duration: 89 min
Plot tags: touching, humorous, semi serious, independent film, offbeat, realistic
Similar in 89%
Worth Winning (1989)
Plot Summary:
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.
IMDB Rating: 5.7
IMDB Votes: 2000
Genere: Comedy, Romance
Country: USA
Duration: 103 min
Plot tags: light, melancholic, talky, feel good, semi serious, humorous, witty, romantic comedy, realistic, sex comedy
Similar in 80%
Mr. Jealousy (1997)
Plot Summary:
After his first date at age 15 ended with the girl making out with another man at a party, aspiring writer Lester Grimm has treated all his girlfriends with jealousy and suspicion. While dating Ramona Ray, paranoia gets the best of him when he discovers that her most recent ex is successful novelist Dashiell Frank. Lester begins attending the same group therapy sessions as Dashiell to learn about Ramona's past with him.
IMDB Rating: 6.3
IMDB Votes: 3000
Genere: Comedy, Romance
Country: USA
Duration: 103 min
Plot tags: independent film, clever, humorous, witty, talky, realistic, semi serious, funny, romantic, sexy
Similar in 87%
Real Life (1979)
Plot Summary:
A pushy, narcissistic filmmaker persuades a Phoenix family to let him and his crew film their everyday lives, in the manner of the ground-breaking PBS series "An American Family".
IMDB Rating: 7.0
IMDB Votes: 4000
Genere: Comedy
Country: USA
Duration: 99 min
Plot tags: mockumentary, funny, satirical, humorous, witty, comedy drama, clever, realistic, not serious, biting
Similar in 83%
Fish Without a Bicycle (2003)
Plot Summary:
Comedy - Julianna (Jenna Mattison) is a struggling actress in a dead end relationship with Danny (Brad Rowe), a fireman who no longer lights her fire. When she decides to leave him and go "find herself" she ends up falling in love with an egotistical director, Michael (Bryan Callen), who can barely fit her in between Pilates classes.
IMDB Rating: 4.3
IMDB Votes: 256
Genere: Comedy, Drama, Romance
Country: USA
Duration: 97 min
Plot tags: humorous, captivating, light, emotional, clever, realistic, witty, talky, semi serious, sexual
Similar in 79%
The Night We Never Met (1993)
Plot Summary:
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 flat: he gets two nights a week, the owner (a sleazy frat-boy yuppie named Brian, soon to be married) and Ellen (a would-be painter seeking relief from her boring marriage) each get their seperate nights in the flat. Things go extremely well until Sam and Brian swap nights without telling Ellen, who attributes the "nice" things that happen around the place to the slob Brian, while berating the responsible Sam for his hedonistic lifestyle.
IMDB Rating: 6.0
IMDB Votes: 3000
Genere: Comedy, Romance
Country: USA
Duration: 99 min
Plot tags: offbeat, clever, feel good, humorous, realistic, witty, semi serious, independent film
Similar in 90%
Matters of Life & Dating (2007)
Plot Summary:
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.
IMDB Rating: 4.8
IMDB Votes: 129
Genere: Biography, Comedy, Drama, Romance
Country: Canada, USA
Duration: 90 min
Plot tags: sentimental, touching, humorous, realistic, witty, semi serious
Similar in 84%
How to Go Out on a Date in Queens (2006)
Plot Summary:
A self-proclaimed dating expert tries to get his best friend, who lost his wife two years earlier, back into the dating scene, with disastrous results.
IMDB Rating: 4.3
IMDB Votes: 416
Genere: Comedy, Romance
Country: USA
Duration: 90 min
Plot tags: humorous, light, captivating, entertaining, independent film, realistic, semi serious
Similar in 89%
Born Yesterday (1993)
Plot Summary:
A businessman shows up in Washington to lobby agendas that are friendly to his construction plans. His ditsy ex-showgirl bimbo proves to be an embarrassment in social situations, so he hires a reporter to teach her how to appear more intelligent. Soon it becomes apparent to the reporter that she isn't so stupid after all, and things become more complicated as she begins questioning the papers her sugar daddy keeps getting her to sign, and the reporter begins falling in love with her.
IMDB Rating: 5.2
IMDB Votes: 4000
Genere: Comedy, Romance
Country: USA
Duration: 100 min
Plot tags: humorous, satirical, semi serious, witty, clever, talky, feel good, realistic, scary, sexy
Similar in 86%
BachelorMan (2003)
Plot Summary:
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 is a man's man, a ladies man, a super-hero: He's Ted Davis: "BachelorMan".
IMDB Rating: 4.6
IMDB Votes: 466
Genere: Comedy, Romance
Country: USA
Duration: 90 min
Plot tags: feel good, humorous, realistic, semi serious
Similar in 77%
In the Weeds (2000)
Plot Summary:
It's Martha's first night as a waitress in an upscale New York restaurant. Veteran Chloe shows her the ropes and introduces her to the lives of the restaurant staff. Adam, a hopeful playwright, suffers for his art while dealing with a very indecisive (ex-?)girlfriend. Marlon is a cocky young actor, certain that his big break is just around the corner. When the restaurant's obnoxious owner, Simon, brings a special client in for dinner, pressures mount until an explosion seems inevitable.
IMDB Rating: 6.0
IMDB Votes: 441
Genere: Comedy, Romance
Country: USA
Duration: 91 min
Plot tags: feel good, humorous, witty, semi serious, sex comedy, independent film, offbeat, realistic
Similar in 84%
Perfect Combination (2010)
Plot Summary:
This is the story of a fairly successful young black man, just shy of 30 years old, who decided he needs to be less of a workaholic and meet and date women, with marriage and family as a goal.
IMDB Rating: 3.7
IMDB Votes: 302
Genere: Comedy, Romance
Country: USA
Duration: 92 min
Plot tags: humorous, semi serious, light, captivating, touching, realistic, sexual
Similar in 85%
Pipe Dream (2002)
Plot Summary:
A lonely plumber poses as a movie director to meet women, and the writer whose script he's stolen builds on his ruse to get her movie made.
IMDB Rating: 6.0
IMDB Votes: 1000
Genere: Comedy, Romance
Country: USA
Duration: 91 min
Plot tags: feel good, humorous, realistic, witty, clever, semi serious, independent film
Similar in 90%
Three Can Play That Game (2007)
Plot Summary:
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 "The Apprentice." Shanté initiates a five-step program for Tiffany while Byron seeks advice from his best friend, Gizzard. The five steps include her meeting his family and her offering and withholding sex; Byron and Gizzard respond with their own strategies. Then, Bryon consults Shanté: has the Love Doctor switched sides? And, what happens if Byron finds out that Tiffany's playing games? Can true love run without a play book?.
IMDB Rating: 4.6
IMDB Votes: 886
Genere: Comedy, Romance
Country: USA
Duration: 90 min
Plot tags: sentimental, semi serious, humorous, realistic, witty, black comedy, clever
Similar in 85%
The Truth About Cats & Dogs (1996)
Plot Summary:
A successful veterinarian and radio show host with low self-esteem asks her model friend to impersonate her when a handsome man wants to see her.
IMDB Rating: 6.3
IMDB Votes: 29000
Genere: Comedy, Romance
Country: USA
Duration: 97 min
Plot tags: entertaining, touching, romantic, funny, light, sweet, romantic comedy, sentimental, feel good, humorous
Similar in 83%
A Couch in New York (1996)
Plot Summary:
Dr. Henry Harriston is a successful psychoanalyst in New York City. When he is near a nervous breakdown, he arranges to change his flat with Beatrice Saulnier from France for a while. Both don't know each other and both find themselves deeply involved into the social settings of the other, because the decision to change their flats is made overnight. Could be the perfect amusement, but suddenly Henry finds himself beaten up by Beatrice' lover and Beatrice is considered to be Dr. Harriston's substitute by his clients.
IMDB Rating: 5.9
IMDB Votes: 2000
Genere: Comedy, Romance
Country: France, Germany, Belgium
Duration: 108 min
Plot tags: sweet, melancholic, light, feel good, humorous, clever, witty, offbeat, realistic, semi serious
Similar in 86%
He Said, She Said (1991)
Plot Summary:
Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.
IMDB Rating: 5.7
IMDB Votes: 7000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 115 min
Plot tags: entertaining, emotional, sentimental, humorous, realistic, semi serious, romantic, sweet, clever, talky
Similar in 79%
How to Lose a Guy in 10 Days (2003)
Plot Summary:
An advice columnist, Andie Anderson (Kate Hudson), tries pushing the boundaries of what she can write about in her new piece about how to get a man to leave you in 10 days. Her editor, Lana (Bebe Neuwirth), loves it, and Andie goes off to find a man she can use for the experiment. Enter executive Ben Berry (Matthew McConaughey), who is so confident in his romantic prowess that he thinks he can make any woman fall in love with him in 10 days. When Andie and Ben meet, their plans backfire.
IMDB Rating: 6.5
IMDB Votes: 262000
Genere: Comedy, Romance
Country: USA, Germany
Duration: 116 min
Plot tags: romantic, feel good, light, humorous, romantic comedy, entertaining, sweet, cute, teen, funny