428 Classic Romantic Comedy Films
425 titles
- 401
Something BorrowedMovie · 2011 · 112m · Comedy, Drama, RomanceRachel is a successful lawyer and a devoted friend, but she's still looking for love. At her 30th birthday party, after having too much to drink, Rachel impulsively sleeps with Dex, a longtime crush who is engaged to her best friend, Darcy. This unexpected encounter puts their close friendship at risk, and Rachel's confidant, Ethan, is hiding a secret that could make things even more complicated.IMDb 5.8TMDB 6.2 - 402
How Do You KnowMovie · 2010 · 121m · Comedy, Drama, RomanceCut from the U.S. softball team and questioning her future, Lisa re-evaluates her life while navigating a love triangle. A driven businessman facing problems challenges her relationship with her current boyfriend, who plays baseball.IMDb 5.4TMDB 5.3 - 403
What Women WantMovie · 2000 · 127m · Comedy, RomanceNick Marshall is a confident advertising executive. His life changes when he suddenly gains the ability to hear women's thoughts. After being overlooked for a promotion, Nick uses this unexpected ability to undermine Darcy, his new boss, who appears to be interested in him.IMDb 6.5TMDB 6.4 - 404
Career OpportunitiesMovie · 1991 · 83m · Romance, ComedyJosie, a young woman from a wealthy family in a small town, has always felt like an outsider among her peers. Her feelings of discontent intensify when she accidentally falls asleep in a local Target dressing room and wakes up trapped inside the store overnight with Jim, the town's enigmatic janitor known for rumors of dishonesty.
The film explores the developing relationship between Josie and Jim as they navigate the empty store. In unusual circumstances, their true personalities are revealed: Josie, who initially looks down on Jim’s background, begins to see his hidden qualities, while he challenges her views on herself and her family's power in the town.
Set in this unusual location, the story examines themes of social class, self-discovery, and connection as Josie learns important lessons that could alter her future. With gentle humor and heartfelt moments, the film offers a new look at the complexities of human relationships and the impact of breaking free from expectations.IMDb 5.9TMDB 6.9 - 405
Nick and Norah's Infinite PlaylistMovie · 2008 · 89m · Romance, Comedy, MusicHaunted by his ex-girlfriend, Tris, Nick finds himself unexpectedly drawn to Tris' friend, Norah, at a club. The night unfolds as a series of unpredictable encounters with Tris and her new boyfriend while Nick and his bandmates try to locate Norah's intoxicated friend, Caroline. As the night progresses, Nick and Norah must confront their feelings for each other and decide what they truly want.IMDb 6.6TMDB 6.4 - 406
Heart and SoulsMovie · 1993 · 104m · Fantasy, Comedy, RomanceIn 1959, four people die when their bus falls off a dangerous road. Instead of moving on, their spirits become linked to a young child born at that moment. As he grows, Thomas experiences vivid memories of these playmates, which he dismisses as imagination. Unbeknownst to him, the four ghosts have been watching over and protecting him. Realizing they can't find peace without his help, they make a rare appearance to ask for his assistance in moving on.IMDb 7.0TMDB 6.9 - 407
Born YesterdayMovie · 1993 · 100m · Comedy, RomanceA wealthy businessman hires a sharp journalist to teach his showgirl girlfriend proper etiquette. Worried her lack of social skills will reflect badly on him, he aims to transform her into a polished socialite. As they work together, the showgirl gains confidence and begins to express her own thoughts and opinions. This drama examines societal expectations, self-discovery, and the importance of speaking one's mind.IMDb 5.2TMDB 5.3 - 408
Down to EarthMovie · 2001 · 87m · Fantasy, Comedy, RomanceComic performer Lance Barton is used to feeling like he's died on stage. So when he unexpectedly finds himself in heaven, he's convinced something's wrong. He's right – an angel explains his early departure and offers a return to Earth, but in the body of an elderly, ruthless billionaire. In this unlikely new life, Lance embarks on a funny journey to achieve his dream of showbiz...and discovers a side of himself he never knew existed.IMDb 5.4TMDB 5.5 - 409
Fools Rush InMovie · 1997 · 109m · Comedy, Drama, RomanceIsabel's life changes unexpectedly after a passionate encounter with Alex. Discovering she's pregnant forces them both to re-evaluate their lives and make major decisions. Their decision to marry presents challenges, especially as they navigate cultural traditions. As they begin this new chapter, Isabel and Alex face difficult choices that will define who they are and the future of their family. The film explores love, compromise, and identity as they strive to balance their backgrounds and build a life together.IMDb 6.2TMDB 6.5 - 410
Magic in the MoonlightMovie · 2014 · 98m · Comedy, Drama, RomanceIn 1920s French Riviera, a renowned magician is hired to prove a psychic is a fake.IMDb 6.5TMDB 6.5 - 411
Six Days Seven NightsMovie · 1998 · 102m · Comedy, Action, AdventureMagazine editor Robin Monroe vacations with her boyfriend Frank on the South Pacific island of Makatea. While there, she needs to hire pilot Quinn Harris for a work trip to Tahiti – they previously met on their flight to Makatea.
A violent storm forces Quinn to make an emergency landing on a deserted island. Robin and Quinn initially clash due to their different personalities in the difficult situation. But they must learn to work together to survive, escape the island, and avoid pirates who are watching them closely.
The adventure explores themes of adapting to hardship, resilience, and teamwork. The characters' contrasting viewpoints highlight the human spirit’s ability to change when facing extreme circumstances.IMDb 5.9TMDB 6.1 - 412
Seeking a Friend for the End of the WorldMovie · 2012 · 101m · Comedy, Drama, RomanceWhen an asteroid threatens Earth, a man is left isolated after his wife flees. He sets out on a road trip to find his high school sweetheart, but a neighbor unexpectedly complicates his journey.IMDb 6.7TMDB 6.6 - 413
He's Just Not That Into YouMovie · 2009 · 129m · Comedy, Romance, DramaEver feel like you're waiting for a call that never comes, or struggling to understand a changing romantic connection, or unsure why a relationship isn't progressing? These stories explore the feeling of being unwanted. Gigi desires a man who follows through on his promises. Alex encourages her to let go of waiting. Beth seeks a proposal from her long-term boyfriend, Neil, who is content with their current arrangement. Janine questions her husband Ben's trustworthiness, especially concerning Anna. Anna is torn between an unavailable married man and a dependable, unexciting partner who can't move on from her. And Mary, surrounded by supportive men, simply wants to find someone who is attracted to women.IMDb 6.4TMDB 6.6 - 414
The Best of MeMovie · 2014 · 117m · Drama, RomanceTwo people who were once in a relationship during high school meet again after a long time apart. They go back to visit the town where they grew up together.IMDb 6.7TMDB 7.5 - 415
Yes ManMovie · 2008 · 104m · Comedy, RomanceCarl Allen is at a dead end in life. He joins a self-help program with a single rule: agree to anything and everything that's asked of him.IMDb 6.8TMDB 6.7 - 416
Home FriesMovie · 1998 · 93m · Comedy, Drama, RomanceThis darkly comedic story explores complicated family relationships as Dorian and Angus pursue their womanizing stepfather, leading to unforeseen consequences. Their chase in a helicopter forces the brothers to confront their own lives.
After his stepfather's death, Dorian becomes intensely curious about Sally, his stepfather's mistress. He discovers her vulnerability and pregnancy, sparking a protective instinct. A romantic connection forms between Dorian and Sally, but their manipulative mother creates a dangerous situation, viewing Sally as an obstacle.
Sally’s uncertain feelings about having a child with both Dorian and Angus add to the chaos. The film examines family bonds, love, deception, and the lengths people will go to protect those they care about, questioning whether their actions are motivated by love or something more sinister.IMDb 5.2TMDB 5.1 - 417
The Wedding PlannerMovie · 2001 · 103m · Comedy, RomanceMary Fiore, San Francisco's top wedding planner, is saved from an accident by Steve Edison, a pediatrician she's always dreamed of meeting. The catch? Steve is engaged to be married to her newest client. As Mary works to plan their wedding, she and Steve keep finding themselves in awkward situations, making it impossible to ignore the growing attraction between them.IMDb 5.4TMDB 5.9 - 418
Just One of the GuysMovie · 1985 · 100m · Comedy, RomanceDriven by a strong desire to succeed as a writer, Terry Griffith decides to defy expectations at her high school. Believing her gender has held her back, she secretly enrolls in a new school pretending to be a boy, with her brother Buddy's assistance. She successfully forms close friendships, especially with Rick, and begins to develop romantic feelings for him. But as their relationship deepens, Terry must grapple with the consequences of her deception: can love exist beyond gender, or will her secret destroy everything?IMDb 6.5TMDB 6.4 - 419
Mr. DeedsMovie · 2002 · 96m · Comedy, RomanceLongfellow Deeds, a humble pizzeria owner and poet, unexpectedly inherits $40 billion from his uncle. Suddenly wealthy, Deeds relocates to the city and is quickly overwhelmed by people seeking to exploit his fortune. Babe, a television reporter, pretends to be a naive local to investigate Deeds for a story.IMDb 5.8TMDB 5.9 - 420
Sliding DoorsMovie · 1998 · 99m · Comedy, Drama, FantasyHelen, a London publicist, faces a pivotal moment when deciding whether to catch her train home. This simple choice creates two very different realities. In one, she misses a chance encounter and has a predictable evening with friends and romance. In the other, she connects with the stranger and finds herself in a world of secrets and danger. The film explores love, trust, and friendship as these storylines intertwine, showing how a single decision can dramatically alter the course of life, all with a touch of humor.IMDb 6.7TMDB 6.6 - 421
Summer CatchMovie · 2001 · 104m · Comedy, RomanceRyan Dunne, a college baseball pitcher for Boston College, meets Tenley Parrish, the daughter of a wealthy family vacationing on Cape Cod. They fall in love, but their families disapprove. Meanwhile, Ryan holds onto the hope of being drafted into professional baseball.IMDb 5.1TMDB 5.4 - 422
Say Anything...Movie · 1989 · 100m · Romance, Comedy, DramaLloyd, an optimistic high school student, tries to win the affection of Diane, a quiet and brilliant classmate. Surprisingly, Diane returns his feelings, and they begin a romance. But Diane's father, who is divorced, strongly disapproves and tries to control her life. Lloyd and Diane must overcome their father's opposition to see if their love can endure.IMDb 7.3TMDB 7.0 - 423
The Back-Up PlanMovie · 2010 · 106m · Comedy, RomanceZoe gives up searching for a partner and decides to become a single mother. However, on the day of her artificial insemination, she meets Stan, who appears to be everything she's ever wanted. Zoe must now navigate how to reconcile her desire for motherhood with the possibility of a lifelong relationship.IMDb 5.3TMDB 6.1 - 424
MoonstruckMovie · 1987 · 102m · Comedy, Drama, RomanceLoretta Castorini, a 37-year-old Italian-American widow, feels she's always been unlucky in love. She accepts a marriage proposal from her boyfriend, Johnny, even though she doesn't love him. Her life changes when she meets Johnny's younger brother, Ronny, a passionate and emotionally intense man. Loretta tries to avoid Ronny, but he persists, especially since Johnny is away. As Loretta finds herself drawn to Ronny, she discovers that complicated relationships aren't unique to her; her own family has secrets and hidden romances. This story explores themes of love, self-doubt, and the impact of choices made based on perceived limitations.IMDb 7.2TMDB 6.8 - 425
Trojan WarMovie · 1997 · 85m · Comedy, RomanceBrad's night takes a comical turn when he's on a desperate quest for a condom right before meeting the woman he's been hoping to connect with. His search leads him through a series of funny and strange situations. Meanwhile, Brad's best friend Leah is dealing with her own secret feelings for him. This warm and funny film looks at friendship, love, and the often-absurd challenges we face when trying to achieve what we want.IMDb 5.7TMDB 6.0
