W2TCH

428 Classic Romantic Comedy Films

425 titles

  1. 201200 CigarettesMovie · 1999 · 101m · Comedy, Drama, RomanceIn 1981 New York City, a group of young adults experience the challenges of life, love, and finding themselves as New Year's Eve approaches. They each deal with personal anxieties while forming bonds, facing isolation, and pursuing their desires in the city. Through honest conversations, intimate moments, and chance meetings, the story examines the universal difficulties of growing up and discovering one's place, alongside relationship and personal development struggles. This moving look at human feelings and connections is portrayed through lively dialogue and vivid scenes that reflect the energy of New York City in the early 1980s.IMDb 6.0TMDB 5.8
  2. 202Sex and the City 2Movie · 2010 · 147m · Comedy, Drama, RomanceCarrie, Charlotte, and Miranda are all married, but they're looking for a break. When Samantha gets the opportunity to visit a luxurious vacation spot and invites them to join, they decide a women-only getaway is the perfect chance to forget their obligations and recapture a taste of their carefree past.IMDb 4.6TMDB 6.1
  3. 203I Want You BackMovie · 2022 · 116m · Comedy, RomancePeter and Emma believed they were about to start the next chapter: marriage, children, and suburban homes. Then, their partners ended things. Devastated to discover their former loves have moved on, Peter and Emma devise a funny scheme to win them back, with surprising outcomes.IMDb 6.5TMDB 6.3
  4. 204The Opposite Sex and How to Live with ThemMovie · 1992 · 86mDavid is immediately drawn to the intelligent and wealthy Carrie after accidentally offending her at a Boston bar. They reconnect, and despite her continued disapproval of him, David gradually wins her over.IMDb 4.9TMDB 5.1
  5. 205Music and LyricsMovie · 2007 · 104m · Comedy, Music, RomanceA former pop star from the 1980s gets a surprising opportunity when Cora Corman, the current pop superstar, asks him to co-write a duet with her. The catch? Alex hasn't written music in years and has never even written lyrics before, leaving him with just a few days to create a chart-topping hit.IMDb 6.5TMDB 6.4
  6. 206Ruby SparksMovie · 2012 · 104m · Comedy, Romance, FantasyCalvin, a novelist who found great success early on, is now battling writer's block and personal difficulties. He has a breakthrough, developing a character named Ruby who deeply inspires him. Shortly after, Ruby appears on his couch – a week later – and Calvin is stunned to discover his fictional creation has become a real person.IMDb 7.2TMDB 7.1
  7. 207The Bounty HunterMovie · 2010 · 110m · Action, Comedy, RomanceMilo Boyd, a struggling bounty hunter, believes his luck is turning when he's hired to recapture his ex-wife, Nicole, a reporter who has skipped bail. Milo expects an easy job, but Nicole quickly escapes to pursue a murder story. The pair engage in a series of competitive moves, and soon find themselves both being pursued, forced to go on the run.IMDb 5.6TMDB 5.9
  8. 208Murder MysteryMovie · 2019 · 97m · Action, Comedy, MysteryA New York City police officer and his hairdresser wife take a long-planned European vacation, but their getaway turns into a desperate race to solve a perplexing murder that occurs on a wealthy man's yacht.IMDb 6.1TMDB 6.3
  9. 209Don't Tell Her It's MeMovie · 1990 · 101m · Comedy, RomanceGus, recovering from cancer, finds comfort in his cartooning but has trouble connecting with people due to his quiet personality and bald head. His supportive sister decides to help him find romance, trying to make him more confident. As Gus develops feelings for Emily, he creates a fake biker persona from New Zealand to impress her, hiding who he really is. The film gently explores themes of finding yourself, love, and changing how you see yourself, using humor and everyday situations to look at the challenges of building relationships.IMDb 5.7TMDB 5.6
  10. 210Obvious ChildMovie · 2014 · 85m · Comedy, RomanceA young comic book artist, recently laid off and still acting childish, is forced to confront adult responsibilities when a casual relationship with a graduate student leads to an unexpected pregnancy.IMDb 6.7TMDB 6.5
  11. 211Two MuchMovie · 1995 · 118m · Comedy, RomanceArt Dodge, a former painter now working as a New York City gallery owner, is deep in debt and losing hope. To fix his finances, Art becomes involved in a complicated scheme starting with a con involving a wealthy divorcee. His life complicates further when he falls for her sister. To hide his involvement with both women, Art creates a fake twin brother. Adding to the chaos, his fiancée's ex-husband appears seeking revenge. This leads Art to navigate deceit and betrayal while struggling with love and loyalty in a world of appearances.IMDb 5.4TMDB 5.4
  12. 212LoverboyMovie · 1989 · 98m · Comedy, RomanceRandy Bodek works at Señor Pizza to pay the bills and notices something unusual about customers who order extra anchovies. He realizes it's a signal they want more than just a pizza delivery – they're looking for companionship. This changes Randy’s life as he gets drawn into the world of being a professional companion. Balancing personal feelings with his work, Randy faces the challenges of this unconventional job while still working at Señor Pizza. The film explores love, desire, and the mix of friendship and intimacy, examining what happens when an ordinary job becomes a way to connect with people.IMDb 6.1TMDB 6.1
  13. 213Your Place or MineMovie · 2023 · 109m · Romance, ComedyTwo best friends, Debbie and Peter, who are complete opposites, decide to swap homes for a week. The experience gives them a glimpse into each other's worlds, potentially sparking a romantic connection.IMDb 5.7TMDB 6.3
  14. 214Kate & LeopoldMovie · 2001 · 118m · Romance, Comedy, FantasyA scientist's ex-girlfriend, Kate, is forced to show a time-traveling nobleman from the 1800s, named Leopold, the modern world. As Kate spends time with Leopold, she finds herself increasingly drawn to him. However, his failure to return to his own era could have devastating consequences for the timeline.IMDb 6.4TMDB 6.3
  15. 215Happy AnniversaryMovie · 2018 · 78m · Romance, ComedyOn their third dating anniversary, a unique couple reflects on their relationship, each considering if they should end things.IMDb 5.7TMDB 5.7
  16. 216A Cinderella StoryMovie · 2004 · 95m · Comedy, Family, RomanceSamantha Montgomery, often mistreated by her cruel stepmother, looks forward to meeting her online boyfriend at the school's Halloween dance.IMDb 6.0TMDB 6.6
  17. 217Everybody Loves SomebodyMovie · 2017 · 102m · Romance, ComedyClara Barron appears to have a perfect life: a successful career as an OB-GYN, a beautiful home in Los Angeles, and a close family. However, she struggles with finding love. To avoid family pressure at a wedding in Mexico, Clara asks a colleague to pretend to be her boyfriend for the weekend. Her plans are complicated when her ex-boyfriend, a family favorite who vanished from her life, unexpectedly appears. Torn between revisiting the past and embracing new possibilities, Clara must choose her path forward.IMDb 6.4TMDB 6.5
  18. 218Chances AreMovie · 1989 · 108m · Fantasy, Comedy, RomanceThis drama tells the story of Louie Jeffries, who dies unexpectedly on his first wedding anniversary. Twenty years later, Louie is reborn as Alex Finch, and fate leads him to Miranda, the daughter he never knew. An invitation to Louie's old home triggers memories of his past life – his wife Corinne and his best friend. Alex finds himself drawn to Miranda, who is both his daughter and the woman he loved before. As secrets are revealed, their lives become intertwined in a poignant exploration of destiny, love, and family.IMDb 6.5TMDB 6.6
  19. 219Something NewMovie · 2006 · 99m · Romance, Comedy, DramaKenya feels her career is making life monotonous, prompting her friends to arrange a blind date for her. She's surprised to find out her date is white and initially withdraws. Little does she know, romance is just around the corner.IMDb 6.6TMDB 6.4
  20. 220The PallbearerMovie · 1996 · 97m · Comedy, RomanceAspiring architect Tom Thompson's life changes dramatically when he learns his best friend, someone he's never met, has died by suicide. Disturbed and curious about the unusual details surrounding this supposed friendship, Tom attends the funeral of Bill, the deceased. There, he becomes entangled in a complicated network of relationships involving Ruth Abernathy, Bill's mysterious mother, and Julie DeMarco, a teenage crush from his past. As Tom explores this unfamiliar world, he’s compelled to face old feelings and question the people he thought he knew, in a story about identity, desire, and life's unexpected turns.IMDb 5.0TMDB 4.9
  21. 221Isn't It RomanticMovie · 2019 · 88m · Comedy, Fantasy, RomanceNatalie, an Australian architect in New York City, always thought romantic comedies were unrealistic. But after stopping a mugger at a subway station and then losing consciousness while running away, she wakes up to find her life has become a rom-com – and she's the star.IMDb 5.9TMDB 6.2
  22. 222Love Don't Co$t a ThingMovie · 2003 · 100m · Comedy, Drama, FamilyA socially awkward high school student enlists a popular cheerleader to pretend to be his girlfriend, hoping to improve his reputation among his peers.IMDb 5.3TMDB 7.5
  23. 223From Prada to NadaMovie · 2011 · 107m · Comedy, Drama, RomanceAfter their father's unexpected death, two privileged sisters from Beverly Hills find themselves without money and must relocate to East Los Angeles to live with their estranged aunt.IMDb 5.6TMDB 5.4
  24. 224Dan in Real LifeMovie · 2007 · 98m · Comedy, Romance, DramaDan Burns is a relationship advice expert, yet he finds it difficult to navigate his own family life as a brother, son, and single father to three clever daughters. His situation becomes more complicated when he discovers the woman he's falling for is his brother's new girlfriend.IMDb 6.8TMDB 6.6
  25. 225Playing It CoolMovie · 2014 · 94m · Comedy, RomanceA young man meets a woman who is already engaged, and he immediately falls in love with her.IMDb 5.9TMDB 5.8
  26. 226My Mom's New BoyfriendMovie · 2008 · 97m · Action, Comedy, CrimeFBI agent Henry Durand returns home after a long absence to find his mother, Marty, has changed significantly. Having grieved for Henry's father for years, she is now enjoying being single. During a walk with Henry and his fiancée, Emily, Marty meets Tommy, a captivating stranger with whom she begins a relationship. Henry discovers through his work that Tommy is suspected of art theft. As a new agent, Henry is tasked with a challenging mission: to secretly monitor his mother and her boyfriend, who is believed to be leading a gang of art thieves.IMDb 5.3TMDB 5.4
  27. 227Love HardMovie · 2021 · 105m · Comedy, RomanceA Los Angeles woman, having no luck with dating, connects with someone on a dating app from the East Coast. She plans a Christmas surprise for him, only to find out she's been deceived. The person she's been talking to actually lives in her town. He then proposes a deal: if she pretends to be his girlfriend for the holidays, he'll arrange a meeting between her and the real person she's interested in.IMDb 6.3TMDB 6.9
  28. 228Beautiful GirlsMovie · 1996 · 112m · Comedy, Drama, RomanceIn the secluded town of Knight's Ridge, Massachusetts, a group of lifelong friends face life's challenges and changing relationships during a tough winter. As snow falls, they gather together for stories, drinks, and laughter, as they consider the growing impact of women on their lives, shaping their choices and aspirations. This film explores male friendship, personal development, and the quest for love and purpose in a world that can feel isolating. Through shared moments of humor and honesty, the story of friendship and self-discovery unfolds against the peaceful backdrop of a New England winter.IMDb 7.1TMDB 6.6
  29. 229The Other WomanMovie · 2014 · 109m · Comedy, RomanceCarly discovers her boyfriend is married and begins a complicated relationship with his wife. When a further betrayal comes to light, the two women decide to work together, planning revenge on the man who has deceived them both.IMDb 6.0TMDB 6.4
  30. 230John Tucker Must DieMovie · 2006 · 87m · Comedy, RomanceThree popular students from different social groups discover they're all seeing the same guy. They team up for revenge, recruiting a newcomer to help them sabotage his relationships and ruin his reputation.IMDb 5.8TMDB 6.1
  31. 231ManagementMovie · 2009 · 94m · Comedy, Drama, RomanceA woman who sells art on the road finds herself pursued by a persistent motel manager who develops a romantic interest in her and refuses to let her go.IMDb 5.8TMDB 5.4
  32. 232The Accidental HusbandMovie · 2008 · 90m · Comedy, RomanceEmma, a radio host, is about to marry Richard, the ideal partner. However, just before the wedding, she discovers she's already married to Patrick, a charming but irresponsible firefighter. The truth is, Patrick orchestrated this situation after Emma advised his ex-fiancée to break off their engagement. Now, Patrick may find himself caught in a surprising predicament as he unexpectedly begins to fall for the woman he initially considered his rival.IMDb 5.6TMDB 5.5
  33. 233Never Been KissedMovie · 1999 · 107m · Romance, Comedy, DramaJosie Geller, an ambitious junior copywriter at the Chicago Sun-Times, is tasked with a special assignment: going undercover as a high school student to study modern teenage culture. With her brother Rob's help, Josie enrolls in her old high school, aiming to understand the popular kids and their world. Her mission changes when she develops a romantic connection with Sam Coulson, the charming and mysterious English teacher everyone admires. As Josie adjusts to high school life and her feelings for Sam grow, she struggles to balance her work, her personal life, and the difficulties of reinventing herself at twenty-five.IMDb 6.0TMDB 6.2
  34. 234She's the OneMovie · 1996 · 96m · Romance, ComedyMickey and Francis, brothers from New York City, have always been competitive, a trait their father encouraged. Their differing lifestyles – Mickey a free-spirited cab driver, Francis a driven stockbroker – are further complicated as they both pursue love. Heather, Mickey's former fiancée, becomes the object of affection for Francis, creating a renewed sibling rivalry. Both men, married to others, are pulled into an emotional conflict stemming from their shared history with Heather. As tensions escalate, they must confront how their father shaped their views on love. The film explores themes of brotherly rivalry, the impact of family, and the challenges of relationships, all within the vibrant setting of New York City. Following Mickey and Francis reveals how past experiences continue to influence their choices and connections today.IMDb 6.0TMDB 5.4
  35. 235Romancing the StoneMovie · 1984 · 106m · Romance, Comedy, ActionNovelist Joan Wilder lives a quiet life, preferring her imagination to reality. Her routine is shattered when a mysterious package arrives, offering a chance to save her sister from kidnappers. The ransom sends Joan on a dangerous journey through South America. Poorly guided, she quickly gets lost and stranded in the jungle. Alone and facing peril, Joan must use her intelligence, bravery, and storytelling skills to survive. As she struggles to navigate the jungle, she realizes this real-life adventure might be more exciting than any story she's ever written.IMDb 6.9TMDB 6.8
  36. 236My Girlfriend's BoyfriendMovie · 2010 · 84m · Romance, ComedyEthan rushes to the airport to profess his love to his girlfriend, a moment that seems like a perfect romantic conclusion. But this scene is actually the ending of Ethan's novel, which his agent considers too idealistic. Shortly after, Ethan meets Jesse, a waitress, and falls for her, even as she becomes increasingly involved with Troy, a charismatic businessman. The distinction between Ethan's fictional world and real life begins to fade.IMDb 5.8TMDB 5.7
  37. 237Revenge of the BridesmaidsMovie · 2010 · 90m · Comedy, Romance, TV MovieTwo friends scheme to get even with a woman who is marrying their mutual friend's ex-boyfriend.IMDb 5.9TMDB 6.6
  38. 238One Fine DayMovie · 1996 · 108m · Romance, ComedyArchitect Melanie Parker and newspaper columnist Jack Taylor are both single parents. A hectic morning unexpectedly brings Melanie and Jack together with each other's children, Maggie and Sammy. Navigating chaotic schedules and unplanned adventures, they challenge their assumptions about each other as former spouses. As funny moments arise from Sammy’s playful antics and Maggie’s adventurous spirit, Melanie and Jack discover they need each other to succeed in their careers. Overcoming initial conflicts, they develop an unexpected friendship, realizing how much they have in common. This heartwarming and humorous story examines the realities of modern family life and the power of forgiveness, understanding, and laughter.IMDb 6.5TMDB 6.4
  39. 239Maid in ManhattanMovie · 2002 · 105m · Comedy, Drama, RomanceMarisa Ventura, a single mother working at a luxury hotel in Manhattan, hopes for a brighter future for herself and her son. While serving a guest, she meets Christopher Marshall, a senator running for office, who assumes she is a wealthy socialite. They spend a wonderful evening together and quickly fall in love. However, when Marisa's real life is revealed, their differing social backgrounds create obstacles. Will they be able to bridge the gap between their worlds and find happiness together?IMDb 5.4TMDB 6.1
  40. 240A Christmas Wedding DateMovie · 2012 · 82m · Comedy, Romance, TV MovieFired from her job, Rebecca returns to her hometown for a friend's Christmas Eve wedding and to see her mother. However, upon trying to leave, she discovers she's trapped reliving Christmas Eve repeatedly until she gets something right.IMDb 5.3TMDB 5.2
  41. 241Kissing a FoolMovie · 1998 · 93m · Comedy, RomanceThis comedy follows a self-absorbed TV star who believes his fiancée is cheating on him. He asks his best friend to help him devise a plan to find out the truth. The film uses flashbacks to offer a new perspective on the classic love triangle story, with a surprising turn. The seemingly perfect bride becomes desirable to two men, raising questions about her choice. As suspicion grows and friendships are strained, the movie explores themes of trust, love, and relationship challenges.IMDb 5.6TMDB 5.5
  42. 242JunoMovie · 2007 · 96m · Comedy, Drama, RomanceWhen a teenage girl, Juno MacGuff, unexpectedly becomes pregnant at sixteen, she decides on an unconventional path for her baby.IMDb 7.4TMDB 7.1
  43. 243When We First MetMovie · 2018 · 97m · Comedy, Romance, FantasyA magical photo booth gives Noah the chance to relive the night he first met Avery, again and again. He uses this power to try and win her heart.IMDb 6.4TMDB 6.6
  44. 244Win a Date with Tad Hamilton!Movie · 2004 · 95m · Comedy, RomanceA young woman from a small town wins a date with a famous Hollywood actor in a contest. The date turns out to be more wonderful than she imagined, sparking a romantic rivalry between her, the actor, and her closest friend.IMDb 5.6TMDB 5.7
  45. 245When in RomeMovie · 2010 · 91m · Comedy, Fantasy, RomanceJaded about love, ambitious New Yorker Beth goes to Rome for her sister's wedding and finds magic coins at the Trevi Fountain. These coins draw the attention of a quirky group of admirers: a sausage vendor, a street magician, an artist, and a model. But when Nick, the wedding's best man and a persistent reporter, starts pursuing her, Beth questions whether his feelings are genuine.IMDb 5.5TMDB 5.9
  46. 246Fever PitchMovie · 2005 · 104m · Romance, ComedyYoung teacher Ben Wrightman and businesswoman Lindsey Meeks begin a relationship despite their differing interests. They fall in love, but their happiness is tested when baseball season starts. Lindsey discovers Ben's intense devotion to the Boston Red Sox, and his passion for the team begins to jeopardize their relationship.IMDb 6.3TMDB 6.2
  47. 247Jerry MaguireMovie · 1996 · 139m · Comedy, Drama, RomanceJerry Maguire was a high-powered sports agent who believed winning was everything. However, a turning point in his life makes him question his career and his clients. Suddenly unemployed and isolated, Jerry's only remaining client is Rod Tidwell, a gifted but demanding football star. As Jerry struggles to find his way back, he reconnects with old friends and discovers that true success isn't just about winning – it's about loyalty, honesty, and genuine connection in the demanding world of professional sports.IMDb 7.3TMDB 7.0
  48. 248Someone GreatMovie · 2019 · 92m · Comedy, RomanceA young music journalist gets her dream job and is preparing to relocate to San Francisco when her nine-year relationship ends. To cope with heartbreak, she and her two closest friends embark on a wild final adventure in New York City.IMDb 6.2TMDB 6.4
  49. 249Welcome Home Roscoe JenkinsMovie · 2008 · 114m · Comedy, Drama, FamilyA famous television personality goes back to his Southern hometown, only to find his family makes it clear that a visit isn't going to be easy.IMDb 5.6TMDB 6.0
  50. 250Going the DistanceMovie · 2010 · 102m · Comedy, Drama, RomanceErin and Garrett are deeply in love. Erin moves to San Francisco for her journalism degree, while Garrett remains in New York to pursue his music career. They work hard to maintain their relationship using technology and travel. However, as their careers take off, both unexpectedly achieve major successes that threaten to pull them apart permanently.IMDb 6.3TMDB 6.1
  51. 251That Old FeelingMovie · 1997 · 105m · Comedy, Drama, RomanceDuring her wedding reception, a bride's divorced parents unexpectedly reconnect romantically. As they rediscover their feelings for each other, the consequences of their renewed love threaten the couple's new marriage. The film explores second chances, family dynamics, and life's unexpected changes amidst a joyful family event. The parents’ romance creates poignant moments and disrupts the newlyweds' honeymoon. It's a story about love, family, and the complexities of both new beginnings and cherished old connections.IMDb 6.1TMDB 6.2
  52. 252About FateMovie · 2022 · 100m · Romance, ComedyTwo people who believe in love struggle to understand what it truly means. On a chaotic New Year's Eve, fate unexpectedly brings them together.IMDb 6.4TMDB 7.5
  53. 253Picture PerfectMovie · 1997 · 105m · Romance, Comedy, DramaIn the competitive advertising world, a young professional desperate to succeed fabricates an engagement to a charming stranger. She creates a complex lie to impress her demanding boss and secure her career. As the deception unfolds, she struggles to maintain the charade while navigating increasing pressure from her boss and unexpected intimacy with her fake fiancé. The film explores identity, honesty, and the lengths people will go to achieve their goals. It’s a story about the complexities of relationships and the consequences of trying to meet societal expectations, blending humor, drama, and self-discovery to examine modern life, love, ambition, and deception.IMDb 5.6TMDB 5.9
  54. 254America's SweetheartsMovie · 2001 · 102m · Comedy, RomanceAmidst a messy public split between two famous actors, a studio publicist struggles to control the fallout. Adding to the chaos, the director of the couple's newest movie has stolen the film's sole print.IMDb 5.7TMDB 5.7
  55. 255Nine MonthsMovie · 1995 · 103m · Romance, ComedyA man who avoids commitment has his life changed when his girlfriend reveals she's pregnant. Suddenly facing fatherhood, he must confront his fear of close relationships and consider how this new responsibility will disrupt his easygoing life. The film uses humor and thoughtful moments to explore love and personal growth as he prepares for a child and adjusts to a different lifestyle. Ultimately, the couple’s journey is a touching look at how parenthood can transform a relationship and the need to accept change.IMDb 5.5TMDB 5.7
  56. 256Long ShotMovie · 2019 · 125m · Comedy, RomanceJournalist Fred Flarsky reconnects with his childhood crush, Charlotte Field, who has become a powerful figure globally. When Charlotte begins her campaign for the Presidency, she unexpectedly hires Fred as her speechwriter, a decision met with concern by her inner circle.IMDb 6.8TMDB 6.7
  57. 257Grosse Pointe BlankMovie · 1997 · 107m · Action, Comedy, Thriller"Grosse Pointe Blank" tells the story of Martin Blank, a professional assassin who begins to question his life's path as his conscience grows stronger. Once highly skilled, Blank starts making errors on jobs due to his changing moral outlook. Seeking to escape his troubled past and find direction from his secretary and psychiatrist, Blank attends his ten-year high school reunion in Grosse Pointe, Michigan, hoping for a new beginning. The film blends dark humor, action, and drama as it explores identity, redemption, and the complexities of human nature. At the reunion, Blank is confronted by nostalgic memories and unresolved feelings, forcing him to face old friends, former lovers, and buried moments from his past. As he navigates this personal journey, Blank also struggles with his professional life, creating a suspenseful story that balances the worlds of violence and familiar faces. "Grosse Pointe Blank" is a humorous and thoughtful look at a hitman grappling with his past, searching for redemption, and ultimately deciding who he wants to be.IMDb 7.3TMDB 7.0
  58. 258She's Out of My LeagueMovie · 2010 · 104m · Romance, ComedyInsecure airport security agent Kirk is stunned when he begins dating Molly, a strikingly beautiful woman. As his friends and family express concerns about the relationship's future, Kirk desperately tries to hold onto her.IMDb 6.4TMDB 6.5
  59. 259Bad TeacherMovie · 2011 · 92m · ComedyA disengaged middle school teacher, deeply unhappy with her career and students, reluctantly returns to the classroom. Her motivation? Financial desperation following a breakup with her wealthy fiancé, and the need to save for a cosmetic surgery procedure.IMDb 5.7TMDB 5.6
  60. 260Because I Said SoMovie · 2007 · 102m · Romance, ComedyDetermined to avoid repeating past mistakes, the overbearing mother Daphne Wilder tries to arrange a relationship for her youngest daughter, Milly. Her other daughters attempt to manage their mother's well-meaning but intrusive efforts.IMDb 5.6TMDB 5.9
  61. 261EverAfterMovie · 1998 · 121m · Drama, Romance, ComedyDanielle, a lively young woman, is forced into servitude after her father's death. Her cruel stepmother, Rodmilla, makes Danielle do all the housework and pushes her eldest daughter to marry a prince. But everything changes when Danielle meets Prince Henry, who is pretending to be an ordinary person. They fall in love, offering a chance for happiness despite her difficult circumstances.IMDb 7.1TMDB 7.4
  62. 262HolidateMovie · 2020 · 104m · Comedy, RomanceTwo people who are tired of being single on vacations decide to be each other's travel companions for a whole year. As they journey together, they unexpectedly develop romantic feelings.IMDb 6.2TMDB 7.0
  63. 263On the LineMovie · 2001 · 81m · Comedy, Family, RomanceKevin seems to have it all, but his persistent lack of self-assurance prevents him from seeing love and happiness – even when it’s right in front of him. When he meets Abbey on the Chicago L train, they instantly click, but he misses his chance to ask her name and number. Unable to find her, or stop thinking about her, Kevin and his friends start an extensive search to track down Abbey.IMDb 4.2TMDB 4.8
  64. 264Love WreckedMovie · 2005 · 87m · Romance, ComedyEighteen-year-old Jenny Taylor is thrilled to learn that Jason Masters, her favorite rock star, is vacationing at the tropical resort where she works that summer. During a Caribbean cruise, they both fall overboard and end up stranded together on a deserted beach. Enchanted by the prospect of being alone with him, Jenny keeps their proximity to the resort a secret.IMDb 4.9TMDB 5.1
  65. 265Pretty in PinkMovie · 1986 · 97m · Romance, DramaA teenage romantic drama about high school cliques and first loves, blending elements of "Sixteen Candles" and "Pretty in Pink." Andie, an introverted girl, finds comfort with her unusual friends: her older boss at the record store and a classmate who secretly likes her. When she unexpectedly attracts the attention of Blane, a popular student, Andie explores the difficulties of crossing social lines and embracing a new romance. The film gently examines themes of finding yourself, being accepted, and the struggles of building relationships in a society with clear divisions.IMDb 6.7TMDB 6.7
  66. 266Sweet Home AlabamaMovie · 2002 · 108m · Comedy, RomanceNew York fashion designer Melanie Carmichael is unexpectedly engaged to the city's most desirable man. However, her past complicates things, particularly Jake, the man she married in high school who won't let her go. Determined to finally end their difficult relationship, Melanie secretly returns to Alabama to confront her history.IMDb 6.2TMDB 6.4
  67. 267You've Got MailMovie · 1998 · 119m · Comedy, RomanceThis romantic comedy tells the story of Joe Fox, a successful bookseller, and Kathleen Kelly, who owns a small, independent bookstore. They unexpectedly connect on an online dating site. As they begin to fall for each other, it becomes clear that Joe's business could put Kathleen's bookstore out of business. The film explores their growing feelings and the conflict between their personal lives and professional ambitions in a modern world. It examines themes of self-discovery, community spirit, and finding understanding even when people disagree.IMDb 6.7TMDB 6.7
  68. 268Five Feet ApartMovie · 2019 · 116m · Romance, DramaStella, a seventeen-year-old with cystic fibrosis, spends much of her life in the hospital, living a carefully controlled existence. Everything changes when she meets Will, another teenager with the same condition. They are immediately drawn to each other, but medical restrictions require them to keep apart. As their feelings grow stronger, they struggle with the desire to break the rules and pursue their connection.IMDb 7.2TMDB 8.2
  69. 269My Best Friend's GirlMovie · 2008 · 101m · Romance, ComedyDustin is happily dating Alexis, the girl of his dreams, until she breaks up with him, saying he's too intense. Determined to win her back, Dustin enlists his best friend Tank to set up a disastrous date for Alexis – his work as a… well, a peculiar side gig. Tank reluctantly agrees, hoping to make her regret her decision. But Alexis proves surprisingly resilient to Tank’s antics, and he finds himself unexpectedly drawn to her, struggling with loyalty to Dustin and a growing attraction to Alexis.IMDb 5.8TMDB 5.6
  70. 270Kissing Jessica SteinMovie · 2002 · 97m · ComedyJessica, a Jewish copy editor in New York City, is having trouble with dating and responds to a personal ad in the newspaper. The ad was placed by Helen Cooper, a thirty-something art gallerist who identifies as "lesbian-curious."IMDb 6.5TMDB 6.0
  71. 271The Perfect ManMovie · 2005 · 100m · Comedy, Drama, FamilyHolly is frustrated with her mother Jean's constant dating drama – each breakup means another move. To cheer her mom up after a disappointing relationship, Holly creates a plan: to invent a secret admirer for Jean, hoping this will boost her confidence and bring her happiness.IMDb 5.5TMDB 6.1
  72. 272Sleeping with Other PeopleMovie · 2015 · 100m · Comedy, RomanceCan two people who frequently cheat find love again? Lainey and Jake, New Yorkers who had a one-night stand in college, reconnect twelve years later and realize they both struggle with commitment. Because of their difficulty staying faithful, neither can maintain a relationship. They decide to remain friends, despite their undeniable attraction, but keeping their connection platonic proves surprisingly difficult.IMDb 6.5TMDB 6.3
  73. 273Coming SoonMovie · 1999 · 96m · Romance, ComedyThis coming-of-age comedy follows three close teenage friends – Jenny, Nell, and Stream – as they navigate their final year of high school and explore their sexuality. Stream decides her goal is to have her first orgasm, and the trio makes achieving this a central focus. Their attempts to reach this milestone involve a series of funny and awkward experiences with different boys. As they go through this, Nell and Jenny realize they've also never experienced an orgasm. This shared discovery brings them closer and strengthens their friendship. The film humorously examines themes of friendship, self-discovery, and sexual exploration as the young women challenge societal expectations about sex and intimacy. Through a series of mishaps and honest conversations, they learn that being open and communicating is important to understanding female pleasure.IMDb 4.4TMDB 5.7
  74. 274Love at First SightMovie · 2023 · 91m · Romance, DramaWhile flying from New York to London, Hadley and Oliver start to develop feelings for each other. However, they get separated at customs, and the story follows their attempts to find each other despite the challenges.IMDb 6.8TMDB 7.2
  75. 275Love Is All You NeedMovie · 2012 · 116m · Comedy, Romance, DramaIda, a Danish hairdresser who has lost her hair to cancer, returns home from the hospital to find her husband is unfaithful. She travels to Italy alone for her daughter's wedding, only to discover the celebration will bring unexpected difficulties.IMDb 6.5TMDB 6.0
  76. 276Two If by SeaMovie · 1996 · 96m · Comedy, RomanceFrank O'Brien, a petty thief, wants a stable life with his girlfriend Roz, who has supported him for seven years through their criminal life. Hoping for a fresh start, he plans one last heist: stealing a valuable painting. Frank brings Roz with him to a remote island off the coast of New England, believing the money from the job will allow them to escape their past and improve their relationship. But unexpected problems and lies complicate their plans, suggesting that finding redemption will be harder than they thought.IMDb 5.3TMDB 4.9
  77. 277Wedding CrashersMovie · 2005 · 119m · Comedy, RomanceJohn and his friend Jeremy are criminals who exploit people's desires for personal pleasure, often targeting weddings. They typically seek casual encounters with guests celebrating a romantic occasion. However, John's encounter with Claire leads him to experience genuine love and the pain of heartbreak.IMDb 7.0TMDB 6.5
  78. 278And So It GoesMovie · 2014 · 94m · Comedy, Drama, RomanceOren Little is a notoriously unpleasant real estate agent focused solely on closing one last deal before retirement. He intentionally pushes people away, but his carefully constructed life is disrupted when his estranged son leaves a granddaughter with him – a granddaughter Oren never knew existed. Unprepared for childcare, Oren tries to find someone else to care for her, but he gradually learns to connect with the child and rediscover his capacity for love.IMDb 5.9TMDB 6.0
  79. 279RoxanneMovie · 1987 · 107m · Comedy, RomanceThis modern take on "Cyrano de Bergerac" follows C. D. Bales, a brilliant but self-conscious fire chief in a Pacific Northwest town. He's drawn to the beautiful Roxanne Kowalski, but worries his own appearance will prevent him from winning her heart. When his shy colleague, Chris McConnell, develops feelings for Roxanne, Bales finds an unusual way to help: he secretly writes love letters for Chris, allowing their affection to grow in secret. The film is a sincere exploration of self-doubt and the strength of love, showing how even the biggest challenges can be overcome with resilience.IMDb 6.6TMDB 6.4
  80. 280Jersey GirlMovie · 2004 · 102m · Comedy, Romance, DramaOllie Trinke is a successful music publicist with a promising future: a new wife and a baby on the way. However, his life takes an unexpected turn when he becomes a single father, loses his job, and has to move back in with his father. To rebuild his life, Ollie finds love again and discovers strength through his daughter.IMDb 6.2TMDB 6.2
  81. 281Book of LoveMovie · 1990 · 82mJohn Twiller discovers his old high school yearbook and is reminded of his arrival in the neighborhood in 1956. As a teenager named Jack, he is captivated by Lily, a popular girl. Her relationship with Angelo, a bully, stands in the way. With his friends Crutch, Floyd, and Spider, Jack tries everything he can to win her over.IMDb 6.2TMDB 5.4
  82. 282Labor PainsMovie · 2009 · 89m · ComedyA young woman fakes a pregnancy to keep her job. The deception earns her preferential treatment from everyone around her, and she must maintain the charade for the entire nine months.IMDb 4.9TMDB 5.4
  83. 283Serious MoonlightMovie · 2009 · 84m · Comedy, RomanceWhen a successful lawyer's husband requests a divorce, she takes him hostage, demanding he commit to marriage counseling before she lets him go. The situation escalates with the arrival of his impatient mistress and a calculating gardener, leading to increasingly complicated circumstances.IMDb 5.3TMDB 5.0
  84. 284The Last KissMovie · 2006 · 115m · Comedy, Drama, RomanceAt thirty, Michael enjoys a good job, close friendships with his four best friends, and a loving relationship with Jenna. His life feels stable and comfortable until a new person appears. Suddenly, it seems everyone around him is facing difficulties in their relationships.IMDb 6.4TMDB 6.0
  85. 285ArthurMovie · 1981 · 97m · Comedy, Drama, RomanceThis drama centers on Arthur, a 30-year-old man struggling to find his place between his own desires and his wealthy family's expectations. He's childlike in spirit but burdened by a $750 million inheritance tied to a single condition: marrying a woman chosen by his family. The film examines family duty and personal development through Arthur’s relationships with his family and the woman he is expected to marry. As he deals with this difficult situation, the story explores love, sacrifice, and self-discovery. It questions whether personal happiness can be achieved alongside family obligations and financial pressures.IMDb 6.9TMDB 6.5
  86. 286Stuck in LoveMovie · 2013 · 97m · Drama, Comedy, RomanceA celebrated author, his former wife, and their teenage children navigate the intricacies of love – in various forms – throughout a challenging year.IMDb 7.2TMDB 7.4
  87. 287Catch and ReleaseMovie · 2006 · 111m · Comedy, Drama, RomanceA woman struggling with the loss of her fiancée finds herself unexpectedly drawn to the support of his three closest friends, as she begins to consider the possibility of opening her heart to love once more.IMDb 5.9TMDB 5.9
  88. 288Blast from the PastMovie · 1999 · 112m · Drama, Romance, ComedyThirty-five years ago, a disturbing event forced Adam Weber into a bomb shelter. Now, he ventures into present-day Los Angeles to find supplies for his family and a partner who hasn't been affected by the mutations that have occurred during their underground existence. The film explores adaptation, connection, and survival as Adam struggles to adjust to life outside the shelter, examining the effects of isolation on people.IMDb 6.7TMDB 6.8
  89. 289TrainwreckMovie · 2015 · 125m · Comedy, RomanceA career-driven woman who believes she's incapable of monogamy might be challenged to confront her anxieties when she connects with someone she likes.IMDb 6.2TMDB 5.8
  90. 290You Hurt My FeelingsMovie · 2023 · 93m · Comedy, Drama, RomanceA novelist's marriage is thrown into turmoil when she accidentally hears her husband's candid assessment of her newest book.IMDb 6.5TMDB 6.4
  91. 291Friends with BenefitsMovie · 2011 · 109m · Romance, ComedyDylan is finished with dating. Jamie resolves to reject the predictable Hollywood ideas about finding true love. As they develop a friendship, they decide to explore their shared attraction without pursuing a romantic connection.IMDb 6.5TMDB 6.7
  92. 292Just Go with ItMovie · 2011 · 117m · Comedy, RomancePlastic surgeon Danny Maccabee is having an affair with a young schoolteacher, Palmer. To hide a mistake, he asks his assistant Katherine to pose as his soon-to-be ex-wife. But more lies create problems, drawing Katherine's children into the situation. The group then goes on a weekend trip to Hawaii, an experience that will profoundly alter their lives.IMDb 6.4TMDB 6.7
  93. 293New Year's EveMovie · 2011 · 118m · Comedy, RomanceOn New Year's Eve, the lives of various couples and individuals in New York City become connected.IMDb 5.6TMDB 5.9
  94. 294Bridget Jones's BabyMovie · 2016 · 123m · Drama, Comedy, RomanceBridget Jones' post-breakup life isn't quite the fairytale she imagined. Now in her forties and single, she prioritizes work and reconnects with friends while embracing new ones. For the first time, Bridget feels truly in control. But her carefully constructed world is disrupted when she meets Jack, and a week later, unexpectedly encounters Mark. Soon after, she discovers she's pregnant, facing a dilemma: she doesn't know whether Mark or Jack is the father.IMDb 6.4TMDB 6.4
  95. 295I Love You, Beth CooperMovie · 2009 · 102m · Comedy, RomanceAt their graduation, the top student confesses his feelings to a cheerleader, sparking a night of celebration, introspection, and budding romance among the graduating class.IMDb 5.4TMDB 6.0
  96. 296Must Love DogsMovie · 2005 · 98m · Romance, ComedyNewly divorced Sarah Nolan tentatively explores romance with the eager, though frequently misguided, support of her family. Through a series of funny and awkward dates, Sarah starts to reconnect with her own judgment and discovers that finding love requires perseverance.IMDb 6.0TMDB 5.9
  97. 297Coming to AmericaMovie · 1988 · 117m · Comedy, RomancePrince Jide, a Nigerian royal, travels to Queens, New York, to find a princess and experience life as an ordinary person. He and his friend Kelechi disguise themselves and take jobs at a local restaurant, where they befriend a diverse group of coworkers. Navigating a new life and unexpected challenges, Jide discovers that his royal identity creates complications. Balancing his friendships with his family's expectations threatens to derail his quest. This heartwarming story explores friendship, personal growth, and love, showing how the search for happiness can lead to profound discoveries.IMDb 7.1TMDB 6.9
  98. 298CluelessMovie · 1995 · 97m · Comedy, RomanceCher is a popular, wealthy high school student in Beverly Hills who enjoys manipulating the social lives of her teachers. When she tries to makeover the new, unpolished student Tai, she unexpectedly finds her own world changing. As Tai gains popularity, Cher questions her own friendships and relationships. She reflects on past criticisms from her ex-stepbrother about her self-centeredness. Amidst the superficiality of her life, Cher discovers that genuine happiness comes from real connections, not from status or possessions. This comedy explores themes of vanity and personal growth, prompting viewers to consider the value of empathy and transformation in a society that often prioritizes appearances.IMDb 6.9TMDB 7.3
  99. 299Romy and Michele's High School ReunionMovie · 1997 · 92m · ComedyRomy and Michele, high school rejects, plan to wow everyone at their reunion. They borrow confidence and a car to pretend they're wildly successful inventors of Post-It notes. Arriving at their old school, dressed to the nines and with elaborate stories, their charade begins to fall apart. The comedic pair navigates awkward situations, trying to keep up their act while dealing with the realities of past friendships, dreams, and figuring out who they are in this funny movie.IMDb 6.4TMDB 6.2
  100. 300This Is 40Movie · 2012 · 134m · ComedyPete and Debbie are both approaching their 40th birthday, and their family life is crumbling. Their children are constantly at each other's throats, their careers are in jeopardy, they face potential foreclosure on their home, and their marriage is on the brink of collapse.IMDb 6.2TMDB 5.9

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