Sort by Popularity - Most Popular Movies and TV Shows tagged with keywords "dating", "flirting"
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1. Grease (1978)
PG | 110 min | Comedy, Musical, Romance
Good girl Sandy Olsson and greaser Danny Zuko fell in love over the summer. When they unexpectedly discover they're now in the same high school, will they be able to rekindle their romance?
Director: Randal Kleiser | Stars: John Travolta, Olivia Newton-John, Stockard Channing, Jeff Conaway
Votes: 301,076 | Gross: $188.76M
2. Taxi Driver (1976)
R | 114 min | Crime, Drama
A mentally unstable veteran works as a nighttime taxi driver in New York City, where the perceived decadence and sleaze fuels his urge for violent action.
Director: Martin Scorsese | Stars: Robert De Niro, Jodie Foster, Cybill Shepherd, Albert Brooks
Votes: 922,276 | Gross: $28.26M
3. A Beautiful Mind (2001)
PG-13 | 135 min | Biography, Drama, Mystery
A mathematical genius, John Nash made an astonishing discovery early in his career and stood on the brink of international acclaim. But the handsome and arrogant Nash soon found himself on a harrowing journey of self-discovery.
Director: Ron Howard | Stars: Russell Crowe, Ed Harris, Jennifer Connelly, Christopher Plummer
Votes: 988,294 | Gross: $170.74M
4. Bram Stoker's Dracula (1992)
R | 128 min | Fantasy, Horror, Romance
The centuries old vampire Count Dracula comes to England to seduce his barrister Jonathan Harker's fiancée Mina Murray and inflict havoc in the foreign land.
Director: Francis Ford Coppola | Stars: Gary Oldman, Winona Ryder, Anthony Hopkins, Keanu Reeves
Votes: 238,801 | Gross: $82.52M
5. The Virgin Suicides (1999)
R | 97 min | Drama, Romance
A group of male friends become obsessed with five mysterious sisters who are sheltered by their strict, religious parents in suburban Detroit in the mid 1970s.
Director: Sofia Coppola | Stars: Kirsten Dunst, Josh Hartnett, James Woods, Kathleen Turner
Votes: 169,535 | Gross: $4.86M
6. Psycho (1960)
R | 109 min | Horror, Mystery, Thriller
A Phoenix secretary embezzles $40,000 from her employer's client, goes on the run and checks into a remote motel run by a young man under the domination of his mother.
Director: Alfred Hitchcock | Stars: Anthony Perkins, Janet Leigh, Vera Miles, John Gavin
Votes: 719,296 | Gross: $32.00M
7. The 40-Year-Old Virgin (2005)
R | 116 min | Comedy, Romance
Goaded by his buddies, a nerdy guy who's never "done the deed" only finds the pressure mounting when he meets a single mother.
Director: Judd Apatow | Stars: Steve Carell, Catherine Keener, Paul Rudd, Romany Malco
Votes: 467,755 | Gross: $109.45M
8. New York, I Love You (2008)
R | 103 min | Comedy, Drama, Romance
Eleven love stories set in one of the most loved and hated cities of the world, New York City.
Directors: Fatih Akin, Yvan Attal, Randall Balsmeyer, Allen Hughes, Shunji Iwai, Wen Jiang, Shekhar Kapur, Joshua Marston, Mira Nair, Natalie Portman, Brett Ratner | Stars: Shia LaBeouf, Natalie Portman, Bradley Cooper, Hayden Christensen
Votes: 47,890 | Gross: $1.59M
9. Licorice Pizza (2021)
R | 133 min | Comedy, Drama, Romance
The story of Alana Kane and Gary Valentine growing up, running around and going through the treacherous navigation of first love in the San Fernando Valley, 1973.
Director: Paul Thomas Anderson | Stars: Alana Haim, Cooper Hoffman, Sean Penn, Tom Waits
Votes: 140,519
10. She's the Man (2006)
PG-13 | 105 min | Comedy, Romance, Sport
When her brother decides to ditch for a couple weeks, Viola heads over to his elite boarding school, disguised as him, and proceeds to fall for his school's star soccer player, and soon learns she's not the only one with romantic troubles.
Director: Andy Fickman | Stars: Amanda Bynes, Laura Ramsey, Channing Tatum, Vinnie Jones
Votes: 176,068 | Gross: $2.34M
11. Hard Candy (2005)
R | 104 min | Drama, Thriller
Hayley's a smart, charming teenage girl. Jeff's a handsome, smooth fashion photographer. An Internet chat, a coffee shop meet-up, an impromptu fashion shoot back at Jeff's place. Jeff thinks it's his lucky night. He's in for a surprise.
Director: David Slade | Stars: Patrick Wilson, Elliot Page, Sandra Oh, Odessa Rae
Votes: 168,212 | Gross: $1.01M
12. Wedding Crashers (2005)
R | 119 min | Comedy, Romance
John Beckwith and Jeremy Grey, a pair of committed womanizers who sneak into weddings to take advantage of the romantic tinge in the air, find themselves at odds with one another when John meets and falls for Claire Cleary.
Director: David Dobkin | Stars: Owen Wilson, Vince Vaughn, Rachel McAdams, Christopher Walken
Votes: 376,146 | Gross: $209.22M
13. The Aviator (2004)
PG-13 | 170 min | Biography, Drama
A biopic depicting the early years of legendary director and aviator Howard Hughes' career from the late 1920s to the mid 1940s.
Director: Martin Scorsese | Stars: Leonardo DiCaprio, Cate Blanchett, Kate Beckinsale, John C. Reilly
Votes: 384,440 | Gross: $102.61M
14. Hitch (I) (2005)
PG-13 | 118 min | Comedy, Romance
A smooth-talking man falls for a hardened columnist while helping a shy accountant woo a beautiful heiress.
Director: Andy Tennant | Stars: Will Smith, Eva Mendes, Kevin James, Amber Valletta
Votes: 335,707 | Gross: $179.50M
15. Annie Hall (1977)
PG | 93 min | Comedy, Romance
Alvy Singer, a divorced Jewish comedian, reflects on his relationship with ex-lover Annie Hall, an aspiring nightclub singer, which ended abruptly just like his previous marriages.
Director: Woody Allen | Stars: Woody Allen, Diane Keaton, Tony Roberts, Carol Kane
Votes: 278,667 | Gross: $39.20M
16. In the Heights (2021)
PG-13 | 143 min | Drama, Musical, Romance
In Washington Heights, a sympathetic New York bodega owner saves every penny every day as he imagines and sings about a better life.
Director: Jon M. Chu | Stars: Anthony Ramos, Corey Hawkins, Leslie Grace, Melissa Barrera
Votes: 52,176
17. Hot Rod (2007)
PG-13 | 88 min | Comedy, Sport
Self-proclaimed stuntman Rod Kimble is preparing for the jump of his life - to clear fifteen buses to raise money for his abusive stepfather Frank's life-saving heart operation.
Director: Akiva Schaffer | Stars: Andy Samberg, Isla Fisher, Ian McShane, Jorma Taccone
Votes: 93,532 | Gross: $13.92M
18. A Streetcar Named Desire (1951)
PG | 122 min | Drama
Disturbed Blanche DuBois moves in with her sister in New Orleans and is tormented by her brutish brother-in-law while her reality crumbles around her.
Director: Elia Kazan | Stars: Vivien Leigh, Marlon Brando, Kim Hunter, Karl Malden
Votes: 114,464 | Gross: $8.00M
19. Something's Gotta Give (2003)
PG-13 | 128 min | Comedy, Drama, Romance
A swinger on the cusp of being a senior citizen with a taste for young women falls in love with an accomplished woman closer to his age.
Director: Nancy Meyers | Stars: Jack Nicholson, Diane Keaton, Keanu Reeves, Amanda Peet
Votes: 129,321 | Gross: $124.73M
20. The Sweetest Thing (2002)
R | 84 min | Comedy, Romance
Christina Walters spent years avoiding men, then suddenly met her perfect match while hanging with her best friends, Courtney and Jane. When she finds out that he has left town, she and Courtney set out on a trip.
Director: Roger Kumble | Stars: Cameron Diaz, Thomas Jane, Christina Applegate, Lillian Adams
Votes: 62,516 | Gross: $24.72M
21. Queen Bees (2021)
PG-13 | 100 min | Comedy, Drama, Romance
After reluctantly agreeing to move into a home for seniors, a woman encounters a clique of mean-spirited women and an amorous widower.
Director: Michael Lembeck | Stars: Ellen Burstyn, Jane Curtin, Loretta Devine, Ann-Margret
Votes: 3,730
22. I Love You, Man (2009)
R | 105 min | Comedy, Romance
Friendless Peter Klaven goes on a series of man-dates to find a Best Man for his wedding. But, when his insta-bond with his new B.F.F. puts a strain on his relationship with his fiancée, can the trio learn to live happily ever after?
Director: John Hamburg | Stars: Paul Rudd, Jason Segel, Rashida Jones, Sarah Burns
Votes: 216,871 | Gross: $71.44M
23. The King of Staten Island (2020)
R | 136 min | Comedy, Drama
Scott has been a case of arrested development since his firefighter dad died. He spends his days smoking weed and dreaming of being a tattoo artist until events force him to grapple with his grief and take his first steps forward in life.
Director: Judd Apatow | Stars: Pete Davidson, Bel Powley, Ricky Velez, Lou Wilson
Votes: 76,944
24. Swingers (1996)
R | 96 min | Comedy, Drama
A wannabe actor has a hard time moving on from a break-up, but he is lucky to have supportive friends.
Director: Doug Liman | Stars: Vince Vaughn, Heather Graham, Jon Favreau, Ron Livingston
Votes: 88,204 | Gross: $4.51M
25. The Heartbreak Kid (2007)
R | 116 min | Comedy, Romance
A newly wed man who believes he's just gotten hitched to the perfect woman encounters another lady on his honeymoon.
Directors: Bobby Farrelly, Peter Farrelly | Stars: Ben Stiller, Michelle Monaghan, Malin Akerman, Jerry Stiller
Votes: 96,639 | Gross: $36.79M
26. Double Indemnity (1944)
Passed | 107 min | Crime, Drama, Film-Noir
A Los Angeles insurance representative lets an alluring housewife seduce him into a scheme of insurance fraud and murder that arouses the suspicion of his colleague, an insurance investigator.
Director: Billy Wilder | Stars: Fred MacMurray, Barbara Stanwyck, Edward G. Robinson, Byron Barr
Votes: 167,658 | Gross: $5.72M
27. Bros (I) (2022)
R | 115 min | Comedy, Romance
Two men with commitment problems attempt a relationship.
Director: Nicholas Stoller | Stars: Billy Eichner, Luke Macfarlane, Guy Branum, Miss Lawrence
Votes: 35,175
28. The Unicorn (2019–2021)
TV-PG | 22 min | Comedy, Drama, Family
A widower is eager to move on from the most difficult year of his life, only to realize he's utterly unprepared to raise his two daughters on his own and equally unprepared for the dating world where he's suddenly a hot commodity.
Stars: Walton Goggins, Rob Corddry, Omar Benson Miller, Maya Lynne Robinson
Votes: 4,672
29. A Walk on the Moon (1999)
R | 107 min | Drama, Romance
The world of a young housewife is turned upside down when she has an affair with a free-spirited blouse salesman.
Director: Tony Goldwyn | Stars: Diane Lane, Viggo Mortensen, Bobby Boriello, Anna Paquin
Votes: 9,219 | Gross: $4.74M
30. Dil Chahta Hai (2001)
Not Rated | 183 min | Comedy, Drama, Romance
Three inseparable childhood friends are just out of college. Nothing comes between them - until they each fall in love, and their wildly different approaches to relationships creates tension.
Director: Farhan Akhtar | Stars: Aamir Khan, Saif Ali Khan, Akshaye Khanna, Preity G Zinta
Votes: 75,879 | Gross: $0.30M
31. The Odd Couple (1968)
Passed | 105 min | Comedy
A New Yorker newly separated from his wife moves in with his best friend, a divorced sportswriter, but their ideas of housekeeping and lifestyles are as different as night and day.
Director: Gene Saks | Stars: Jack Lemmon, Walter Matthau, John Fiedler, Herb Edelman
Votes: 37,493 | Gross: $44.53M
32. Frankie and Johnny (1991)
R | 118 min | Comedy, Drama, Romance
Johnny has just been released from prison, and gets a job in a café beside waitress Frankie. Frankie is a bit of a loner, but Johnny is determined their romance will blossom.
Director: Garry Marshall | Stars: Al Pacino, Michelle Pfeiffer, Hector Elizondo, Nathan Lane
Votes: 34,248 | Gross: $22.77M
33. My Super Ex-Girlfriend (2006)
PG-13 | 96 min | Comedy, Romance, Sci-Fi
When a regular guy dumps a superhero for her neediness, she uses her powers to make his life a living hell.
Director: Ivan Reitman | Stars: Uma Thurman, Luke Wilson, Anna Faris, Rainn Wilson
Votes: 67,051 | Gross: $22.53M
34. I Could Never Be Your Woman (2007)
PG-13 | 97 min | Comedy, Drama, Romance
A mother falls for a younger man while her daughter falls in love for the first time. Mother Nature messes with their fates.
Director: Amy Heckerling | Stars: Michelle Pfeiffer, Paul Rudd, Saoirse Ronan, Tracey Ullman
Votes: 19,479
35. The Perfect Man (2005)
PG | 100 min | Comedy, Family, Romance
A lonely mother begins receiving romantic e-mails from a secret admirer, unaware that this perfect man is really a creation of her daughter who is trying to cheer her up.
Director: Mark Rosman | Stars: Hilary Duff, Heather Locklear, Aria Wallace, Chris Noth
Votes: 32,103 | Gross: $16.25M
36. Masculine Feminine (1966)
Not Rated | 103 min | Drama, Romance
A romance between young Parisians, shown through a series of vignettes.
Director: Jean-Luc Godard | Stars: Jean-Pierre Léaud, Chantal Goya, Marlène Jobert, Michel Debord
Votes: 17,367 | Gross: $0.20M
37. E/R (1984–1985)
TV-14 | 30 min | Comedy
The recently divorced Dr. Sheinfeld becomes an emergency room doctor at a Chicago hospital, where he soon bonds with Dr. Eve Sheridan. Situational humor mixes with tense medical crises.
Stars: Elliott Gould, Conchata Ferrell, Lynne Moody, Shuko Akune
Votes: 696
38. The Long Weekend (2005)
R | 90 min | Comedy
A comedy about two brothers, uptight Ed and playboy Cooper. Ed has a weekend to save his career, but Cooper has other plans for the weekend; to help his stressed out brother get lucky with the ladies.
Director: Pat Holden | Stars: Chris Klein, Brendan Fehr, Chandra West, Craig Fairbrass
Votes: 8,166
39. To Our Loves (1983)
R | 99 min | Drama, Romance
An erratic young woman's family desperately tries to prevent her increasingly erotic ways.
Director: Maurice Pialat | Stars: Sandrine Bonnaire, Maurice Pialat, Christophe Odent, Dominique Besnehard
Votes: 7,274
40. Play It Again, Sam (1972)
PG | 85 min | Comedy, Romance
A neurotic film critic obsessed with the movie Casablanca (1942) attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphrey Bogart.
Director: Herbert Ross | Stars: Woody Allen, Diane Keaton, Tony Roberts, Jerry Lacy
Votes: 28,026 | Gross: $2.30M
41. The Loneliness of the Long Distance Runner (1962)
Not Rated | 104 min | Drama, Sport
A young thief takes up long-distance running when he is sent to a borstal.
Director: Tony Richardson | Stars: Michael Redgrave, Tom Courtenay, Avis Bunnage, Alec McCowen
Votes: 9,389
42. Melinda and Melinda (2004)
PG-13 | 99 min | Comedy, Drama, Romance
Two alternating stories, one comedy and the other tragedy, about Melinda's attempts to straighten out her life.
Director: Woody Allen | Stars: Will Ferrell, Vinessa Shaw, Chiwetel Ejiofor, Wallace Shawn
Votes: 33,222 | Gross: $3.83M
43. The More the Merrier (1943)
Passed | 104 min | Comedy
During the World War II housing shortage in Washington, two men and a woman share a single apartment and the older man plays Cupid to the other two.
Director: George Stevens | Stars: Jean Arthur, Joel McCrea, Charles Coburn, Richard Gaines
Votes: 7,484
44. Happy Campers (2001)
R | 94 min | Comedy
When a summer camp director gets injured, the diverse group of college freshmen counselors take charge and spice up the everyday routine of the camp.
Director: Daniel Waters | Stars: Brad Renfro, Dominique Swain, Keram Malicki-Sánchez, Emily Bergl
Votes: 2,847
45. Bang Bang (I) (2014)
Not Rated | 153 min | Action, Adventure, Comedy
A young bank receptionist gets mixed up with Rajveer Nanda, a man who has a mysterious background.
Director: Siddharth Anand | Stars: Hrithik Roshan, Katrina Kaif, Pawan Malhotra, Danny Denzongpa
Votes: 26,124 | Gross: $2.55M
46. Please Give (2010)
R | 87 min | Comedy, Drama
In New York City, a husband and wife butt heads with the granddaughters of the elderly woman who lives in the apartment the couple owns.
Director: Nicole Holofcener | Stars: Catherine Keener, Oliver Platt, Rebecca Hall, Elizabeth Keener
Votes: 11,587 | Gross: $4.03M
47. The Tao of Steve (2000)
R | 87 min | Comedy, Drama, Romance
Underachieving, overweight kindergarten teacher Dex finds a woman who forces him to reexamine his Zen-like system of seduction.
Director: Jenniphr Goodman | Stars: Donal Logue, Ayelet Kaznelson, John Hines, John Harrington Bland
Votes: 7,788 | Gross: $4.34M
48. Sidewalks of New York (2001)
R | 108 min | Comedy, Romance
The interlocking lives and loves of six New Yorkers.
Director: Edward Burns | Stars: Edward Burns, Heather Graham, Penny Balfour, Michael Leydon Campbell
Votes: 6,923 | Gross: $2.40M
49. Lethal Love (2021 TV Movie)
87 min | Thriller
When a handsome man manipulates a mother and daughter into falling in love with him, the daughter must expose his scheme before her mother becomes his next victim.
Director: Avi Federgreen | Stars: Joelle Farrow, David Pinard, Torri Higginson, Tommie-Amber Pirie
Votes: 289
50. Dinner Date (2010–2023)
60 min | Reality-TV
Dinner Date is the show where people hope to find true love through their love of good food. One lucky person gets the chance to find romance as they enjoy three very special meals, cooked for them by three very special blind dates.
Stars: Charlotte Hudson, Natalie Casey, Katie Norville, Robert Ince
Votes: 216