Movies like 20 Dates

If you like "20 Dates" you are looking for humorous, entertaining and satirical movies about / with romance, hidden camera, filmmaking, looking for love, fall in love, lifestyle and showbiz themes of Biography, 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.
20 Dates (1998)
 5.4
 2K
20 Dates (1998)
Genre: Biography, Comedy, Romance
Country: USA
Duration: 87 min.
Story: 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?
Style: humorous, entertaining, satirical, light, clever, talky, offbeat, realistic, witty, not serious ...
Audience: date night
Plot: romance, hidden camera, filmmaking, looking for love, fall in love, lifestyle, showbiz, nothing goes right, dating, women, relationships, singleness, true love, love and romance, journalism, artists and showbiz, workplace romance, couples, media, disorder, workplace, wooing, unlikely couple, media satire, reality tv ...
Time: 90s
Place: los angeles, california, new jersey

Movie in categories

Most similar movies to 20 Dates

The list contains related movies ordered by similarity. Recommendation engine sorted out humorous, realistic, semi serious and feel good films with plots about love and romance, romance, couples, runaway, catastrophe, brutality and storytelling mostly in Comedy, Romance and Drama genres. Some movies like 20 Dates: America's Sweethearts (2001), Two Can Play That Game (2001), BachelorMan (2003), The Third Wheel (2002), A Couch in New York (1996). The matching attributes are highlighted in bold.
America's Sweethearts (2001)
Genre: Comedy, Romance
Country: USA
Duration: 102 min.
Story: In the midst of a nasty public breakup of married movie stars, a studio publicist scrambles to put a cap on the escalating situation as the couple's latest film has found it's only print kidnapped by the director.
Style: humorous, feel good, funny, satirical, light ...
Audience: date night, chick flick, girls' night, teens
Plot: hollywood, couples, paparazzi, romance, love triangle, showbiz, desire for fame, dishonesty, filmmaking, marriage crisis, lifestyle, artists and showbiz ...
Time: 21st century, contemporary
Place: los angeles, usa, california
⇓ similarity ⇓
95%
Two Can Play That Game (2001)
Genre: Comedy, Romance
Country: USA
Duration: 90 min.
Story: Vivica A. Fox sizzles as a woman scorned who plans to get her man back by any means necessary. In this comedy about players and those who "get played." As corporate overachiever and all-around fly chick Shanté Smith, Fox thinks she's ...
Style: feel good, humorous, sexy, romantic, satirical ...
Audience: date night, girls' night, teens, chick flick
Plot: battle of the sexes, romance, looking for love, ambition, mind game, buddies, contests and competitions, lifestyle, couple relations, guru, advice, mentor ...
Time: contemporary
Place: usa, new jersey, san francisco
⇓ similarity ⇓
71%
 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 ⇓
70%
The Third Wheel (2002)
Genre: Comedy, Romance
Country: USA
Duration: 91 min.
Story: 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 ...
Style: feel good, humorous, semi serious, realistic
Audience: teens, girls' night, date night
Plot: looking for love, fall in love, lifestyle, opposites attract, workplace romance, wooing, disorder, nothing goes right, hidden identity, unlikely couple, dishonesty, love and romance ...
Time: contemporary
⇓ similarity ⇓
69%
Movie in collections
A Couch in New York (1996)
Genre: Comedy, Romance
Country: France, Germany, Belgium
Duration: 108 min.
Story: 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 ...
Style: feel good, humorous, sweet, melancholic, light ...
Audience: date night, girls' night
Plot: romance, couple relations, opposites attract, unlikely couple, unfulfilled love, fall in love, love triangle, infidelity, looking for love, misfit, love and romance, nothing goes right ...
Time: 90s
Place: france, new york, paris france, europe, usa
⇓ similarity ⇓
68%
 6.4
 2K
Mr. Jealousy (1997)
Genre: Comedy, Romance
Country: USA
Duration: 103 min.
Story: 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 ...
Style: humorous, clever, talky, witty, semi serious ...
Audience: girls' night, date night
Plot: obsession, infidelity, jealousy, substitute teacher, romance, disorder, screwball, couples, goofy hero, opposites attract, lifestyle, unlikely couple ...
Time: 90s
Place: new york, usa, iowa, greenwich village manhattan new york city, manhattan new york city
⇓ similarity ⇓
68%
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 ⇓
64%
 4.9
 4K
If Lucy Fell (1996)
Genre: Comedy, Romance
Country: USA
Duration: 92 min.
Story: Joe and Lucy are roommates and best friends. Lucy, whose love life is embarrassingly dull, convinces Joe, who is infatuated with a neighbor he's never met, that if they don't have stable romances within a month, they must jump off the ...
Style: sentimental, humorous, realistic, semi serious, romantic ...
Audience: date night, girls' night, chick flick
Plot: love, best friend, brooklyn bridge, roommate, looking for love, fall in love, unlikely couple, love and romance, couples, dull life, self discovery, singleness ...
Time: 20th century, 90s
Place: new york, usa, new jersey
⇓ similarity ⇓
62%
Movie in collections
satirical movies
1630
light movies
7588
clever movies
6549
 5.9
 967
Pipe Dream (2002)
Genre: Comedy, Romance
Country: USA
Duration: 91 min.
Story: 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.
Style: feel good, witty, humorous, realistic, clever ...
Audience: date night
Plot: hidden identity, filmmaking, couple relations, couples, love and romance, lifestyle, disorder, frame up, artists and showbiz, actor's life, dishonesty, fall in love ...
Time: 21st century, contemporary
Place: usa, new york
⇓ similarity ⇓
61%
Finding Bliss (2009)
Genre: Comedy, Romance
Country: USA
Duration: 96 min.
Story: Jody Balaban, an aspiring filmmaker, is fresh to L.A. with New York film school accolades and the dream of making her movie. Unable to get a job where she can use the skills she so finely honed, Jody must edit adult entertainment to make ends meet. ...
Style: feel good, humorous, witty, realistic, semi serious ...
Audience: date night
Plot: battle of the sexes, romance, filmmaking, sexual relations, showbiz, scantily clad female, fall in love, love and romance, workplace, lifestyle, artists and showbiz, strong sexual content ...
Time: 21st century, contemporary
Place: usa, los angeles
⇓ similarity ⇓
56%
 5.8
 5K
Speechless (1994)
Genre: Comedy, Romance
Country: USA
Duration: 99 min.
Story: A romantic comedy. Michael Keaton and Geena Davis are speechwriters for competing political campaigns. Witty and amusing for the political junkies amongst us.
Style: humorous, clever, witty, talky, semi serious ...
Audience: girls' night, date night, chick flick
Plot: politics, fall in love, campaign, opposites attract, battle of the sexes, media, rivalry, romance, contests and competitions, journalism, unlikely couple, love and romance ...
Time: 90s
Place: new mexico
⇓ similarity ⇓
53%
Breakin' All the Rules (2004)
Genre: Comedy, Romance
Country: USA
Duration: 85 min.
Story: Inspired by his fiancée (who dumped him), a man publishes a break-up handbook for men, becoming a bestselling author in the process.
Style: semi serious, humorous, realistic, feel good, witty ...
Audience: date night, girls' night, teens
Plot: romance, love triangle, comedy of errors, looking for love, friendship, breakup, love and romance, dishonesty, battle of the sexes, couple relations, male female relationship, best selling author ...
Time: 21st century, contemporary
Place: new jersey
⇓ similarity ⇓
53%
 5.2
 2K
Amy's Orgasm (2001)
Genre: Comedy, Romance
Country: USA
Duration: 87 min.
Story: Amy is a single 29 year old Jewish woman. She wrote a successful self-help book about how women can't truly be in love and experience "mental orgasm." Her parents and acquaintances always try to give her advice. Eventually, she breaks ...
Style: semi serious, humorous, sexy, ironic, witty ...
Audience: girls' night, date night, chick flick, teens
Plot: orgasm, feminism, battle of the sexes, romance, looking for love, lifestyle, opposites attract, gender, couples, sexual relations, workplace romance, looking for sex ...
Time: contemporary
Place: los angeles
⇓ similarity ⇓
51%
Everything You Want (2005)
Genre: Comedy, Romance
Country: USA
Duration: 93 min.
Story: It was at a very young age that Abby found herself experimenting with the gift of art while she practically...
Style: humorous, realistic, semi serious, captivating
Audience: girls' night, date night
Plot: college, love, love triangle, lifestyle, youth, opposites attract, couples, looking for love, wooing, fall in love, prodigy, unlikely couple ...
Time: contemporary
⇓ similarity ⇓
50%
 5.1
 1K
Sprung (1997)
Genre: Comedy, Romance
Country: USA
Duration: 105 min.
Story: Two pairs of best friends - Montel & Clyde and Brandy & Adina meet at the party, where Clyde makes Adina think he is very rich and gets her into bed the same evening. When Adina finds out that she's been fooled, she becomes ...
Style: humorous, biting, suspense, semi serious, realistic ...
Audience: date night, teens
Plot: friendship, farce, nothing goes right, lifestyle, gender, romance, love and romance, couples, friends, disorder, dishonesty, battle of the sexes ...
Time: 90s, 80s
Place: hawaii, california
⇓ similarity ⇓
49%
Overnight Delivery (1998)
Genre: Comedy, Romance
Country: USA
Duration: 87 min.
Story: A man suspects his girlfriend of being unfaithful. So he sends her a letter, but than finds out that he was wrong. He has 24 hours to stop the package, prevent a disaster, and fall in love. The only problem is the delivery man will not stop until ...
Style: humorous, feel good, romantic, sexy, talky ...
Audience: date night, teens, chick flick, girls' night
Plot: on the road, college, romance, youth, partners, infidelity, looking for love, buddies, nothing goes right, goofy hero, unlikely couple, unfaithful girlfriend ...
Time: 90s
Place: minnesota, usa, minneapolis minnesota, new jersey, california
⇓ similarity ⇓
45%
A Smile Like Yours (1997)
Genre: Comedy, Romance
Country: USA
Duration: 98 min.
Story: A comedy about a couple who cannot conceive a baby
Style: feel good, touching, melancholic, intense, semi serious ...
Audience: girls' night, date night, chick flick
Plot: pregnancy, family relations, romance, crumbling marriage, unfulfillment, workplace romance, infertility, dialogue, women, secrets, singleness, fall in love ...
Time: 90s
Place: san francisco, california, usa
⇓ similarity ⇓
45%
Smiling Fish & Goat on Fire (1999)
Genre: Comedy, Romance
Country: USA
Duration: 90 min.
Story: Two brothers share a house in LA's Fairfax district: Tony's a feckless actor, Chris is an accountant. Both are in relationships on rocky ground. As these emotions swirl, Tony meets his US Postal Service letter carrier, a single mom named ...
Style: feel good, semi serious, realistic, offbeat, humorous ...
Audience: date night, teens
Plot: accountant, friendship, romance, singleness, filmmaking, actor's life, musician's life, lifestyle, artists and showbiz, love and romance, family relations, friends ...
Time: 90s
Place: los angeles, california, usa, new jersey
⇓ similarity ⇓
45%
Movie in collections
talky movies
5992
offbeat movies
4588
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6293
The Lonely Guy (1984)
Genre: Comedy, Romance
Country: USA
Duration: 90 min.
Story: A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
Style: humorous, realistic, sentimental, talky, feel good ...
Audience: date night
Plot: breakup, loneliness, singleness, starting over, couple relations, looking for love, love and romance, traffic jam, cruise, honeymoon, adaptation, urban ...
Time: 80s, 20th century
Place: new york, manhattan new york city, usa, manhattan, new york city, new jersey
⇓ similarity ⇓
45%
Paris When It Sizzles (1964)
Genre: Comedy, Romance
Country: USA
Duration: 110 min.
Story: Hollywood producer Alexander Meyerheimer has hired drunken writer Richard Benson to write his latest movie. Benson has been holed up in a Paris apartment supposedly working on the script for months, but instead has spent the time living it up. ...
Style: clever, witty, humorous, feel good, semi serious ...
Audience: date night, girls' night, chick flick
Plot: vampire, writer's life, romance, alcohol abuse, human spirit, fall in love, supernatural, lifestyle, unlikely couple, artists and showbiz, love and romance, hollywood ...
Time: 60s, 20th century, 1930s, 1960s, 1950s ...
Place: paris france, france, usa, europe, england
⇓ similarity ⇓
44%
He Said, She Said (1991)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 115 min.
Story: 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 ...
Style: sentimental, humorous, realistic, semi serious, entertaining ...
Audience: date night, girls' night, chick flick
Plot: journalism, workplace romance, battle of the sexes, romance, couple relations, workplace, couples, unlikely couple, media, love, opposites attract, manipulative woman ...
Time: 20th century, 90s, 80s
Place: australia
⇓ similarity ⇓
44%
 5.0
 6K
Lost & Found (1999)
Genre: Comedy, Romance
Country: USA
Duration: 100 min.
Story: A comedy about finding your true love at any price. Dylan Ramsey resorts to snatching his beautiful neighbor's dog so he can spend time with her while they go on a phantom dog hunt. Succeeding in his plan, Dylan goes to return the pooch, only ...
Style: humorous, feel good, sentimental, witty, realistic ...
Audience: date night, girls' night, chick flick, teens
Plot: restaurant, neighbor, romance, dog, love and romance, buddies, opposites attract, friendship, unfulfilled love, looking for love, nothing goes right, disorder ...
Time: 90s
Place: california, usa, los angeles
⇓ similarity ⇓
43%
 5.4
 5K
Two Much (1995)
Genre: Comedy, Romance
Country: Spain, USA
Duration: 118 min.
Story: A young gallerist is in love with two sisters at the same time. In order to solve the problem he decides to invent his own twin-brother.
Style: humorous, feel good, witty, light, realistic ...
Audience: date night, chick flick, girls' night
Plot: twins, love triangle, switching roles, dishonesty, dangerous attraction, wooing, hidden identity, nothing goes right, screwball, adaptation, art, greed ...
Time: 90s
Place: miami
⇓ similarity ⇓
43%
Movie in collections
Two Weeks Notice (2002)
Genre: Comedy, Romance
Country: USA, Australia
Duration: 101 min.
Story: Dedicated environmental lawyer Lucy Kelson goes to work for billionaire George Wade as part of a deal to preserve a community center. Indecisive and weak-willed George grows dependent on Lucy's guidance on everything from legal matters to ...
Style: romantic, light, funny, sweet, humorous ...
Audience: chick flick, date night, girls' night, teens
Plot: romance, unlikely couple, fall in love, boss and employee, looking for love, workplace romance, billionaire, opposites attract, uninhibited rivalry, workplace situations, eligible bachelor, rivalry ...
Time: 21st century, contemporary, 2000s
Place: new york, usa, coney island brooklyn new york city, manhattan new york city, new jersey ...
⇓ similarity ⇓
42%
How to Go Out on a Date in Queens (2006)
Genre: Comedy, Romance
Country: USA
Duration: 90 min.
Story: 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.
Style: humorous, captivating, light, entertaining, realistic ...
Audience: date night
Plot: gambling, restaurant, bookies, looking for love, romance, couples, crimes, womanizer, unlikely couple, fall in love, disorder, dating ...
Time: contemporary
Place: new york, usa
⇓ similarity ⇓
42%
 6.5
 43K
One Fine Day (1996)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 108 min.
Story: Melanie Parker, an architect and mother of Sammy, and Jack Taylor, a newspaper columnist and father of Maggie, are both divorced. They meet one morning when overwhelmed Jack is left unexpectedly with Maggie and forgets that Melanie was to take her ...
Style: light, feel good, humorous, entertaining, touching ...
Audience: date night, chick flick, kids, girls' night, teens
Plot: single parent, opposites attract, screwball, single father, one day, parents and children, looking for love, disorder, nothing goes right, fall in love, love and romance, romance ...
Time: 20th century, 90s
Place: new york, usa, united states
⇓ similarity ⇓
40%
Forces of Nature (1999)
Genre: Comedy, Romance
Country: USA
Duration: 105 min.
Story: Ben Holmes, a professional book-jacket blurbologist, is trying to get to Savannah for his wedding. He just barely catches the last plane, but a seagull flies into the engine as the plane is taking off. All later flights are cancelled because of an ...
Style: feel good, humorous, semi serious, road movie, light ...
Audience: date night, girls' night, chick flick
Plot: wedding, destiny, unlikely couple, looking for love, opposites attract, travel, nothing goes right, infidelity, fall in love, disorder, on the road, storm ...
Time: 90s, 1990s
Place: new york, usa, united states, miami, mexico ...
⇓ similarity ⇓
40%
Sex Sells: The Making of 'Touch?' (2005)
Genre: Comedy, Romance
Country: USA
Duration: 96 min.
Story: A world record orgy, wild sex scenes, ninjas... just a typical day at the office when you happen to work on a porn set. Director Chuck Steak is making his last film and wants to go out with a bang. With the help of veteran actress Roxy Free and the ...
Style: witty, humorous, realistic, not serious, sexy ...
Plot: filmmaking, nothing goes right, sex aid, showbiz, celebrity culture, lifestyle, artists and showbiz, sexual relations, porn industry, media satire, misfit, couples ...
Time: contemporary
⇓ similarity ⇓
40%
 5.7
 797
Pie in the Sky (1995)
Genre: Comedy, Romance
Country: USA
Duration: 95 min.
Story: Pie in the Sky is a 1996 American romantic comedy film about a young man obsessed with traffic gridlock who falls in love with an avant-garde dancer.
Style: feel good, humorous, experimental, realistic, semi serious ...
Audience: date night, girls' night
Plot: romance, obsession, self discovery, lovers reunited, looking for love, college, true love, journalism, youth, young lovers, obsessive quest, unlikely couple ...
Time: 90s, 80s, 70s
Place: usa, los angeles
⇓ similarity ⇓
39%
The Real Blonde (1997)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 105 min.
Story: An aspiring actor and his girlfriend handle life's frustrations, while his friend seeks fulfillment with a blonde.
Style: humorous, satirical, light, melancholic, clever ...
Audience: girls' night, date night
Plot: satire, actor's life, showbiz, romance, artists and showbiz, workplace situations, workplace, lifestyle, fashion, unsuccessful, sexual dysfunction, workplace romance ...
Time: 90s
Place: new york, usa, manhattan, new york city, manhattan new york city, new jersey
⇓ similarity ⇓
39%