39 Best Romantic Comedies Movies to Watch On Itunes Canada (Page 2)

Staff & contributors

Before the late 2010s push for more Asian American and lesbian cinema, there were movies already making strides toward better representation. One of the first to achieve this was Saving Face. Despite this film being the first feature for writer-director Alice Wu and actress Lynn Chen, and the first lead role for Michelle Krusiec, the three women lead the film with ease. Wu’s clear mastery of rom-com and family drama tropes directs us through some predictable moves, but with unpredictable twists. Krusiec and Chen’s Wil and Vivian are easy to root for with their striking chemistry, but at the heart of this film is Wil’s relationship with her mom Hwei-Lan (Joan Chen). Their dynamic—expressed through passive-aggression, bilingual bickering, and their need for the other’s honesty—turns this easygoing rom-com into a light yet cathartic family drama.

Genre: Comedy, Drama, Romance

Actor: Ato Essandoh, Brian Yang, Brittany Perrineau, David Shih, Hoon Lee, Jessica Hecht, Jin Wang, Joan Chen, Lynn Chen, Mao Zhao, Michelle Krusiec, Pamela Payton-Wright, Ruth Zhang, Saidah Arrika Ekulona, Twinkle Burke

Director: Alice Wu

Rating: R

John Carney, who directed the critically and commercially successful Once, may be the world’s best captor of charm. Begin Again tells the story of a broken-hearted singer who gets discovered by a failed showbiz executive. Their ideas and love for music are all they have to face their failures and bring their creativity to life. The original songs are charming and from Keira Knightley and Mark Ruffalo to Yasiin Bey (Mos Def), Adam Levine, and Cee-Lo Green, the cast generate sparkling chemistry and portray the story beautifully. Begin again is a sweet and effortless watch, yet far from being your classic rom-com.

Genre: Comedy, Drama, Music, Romance

Actor: Adam Levine, Andrew Sellon, Aya Cash, Catherine Keener, Cee Lo Green, CeeLo Green, Danielle Brisebois, David Abeles, David Pendleton, Emily Yarbourgh, Eric Burton, Hailee Steinfeld, James Corden, Jen Jacob, Jennifer Li Jackson, Jimmy Palumbo, John Carney, Karen Pittman, Keen Ruffalo, Keira Knightley, Kena Onyenjekwe, Maddie Corman, Madison Love, Marco Assante, Mark Ruffalo, Mary Catherine Garrison, Mos Def, Paul Romero, Rob Morrow, Sama Fernands, Shannon Maree Walsh, Shannon Walsh, Simon Delaney, Stacey Maltin, Terry Lewis, Yasiin Bey

Director: John Carney

Rating: R

A quirky little movie about a reporter trying to get a story about a man who posted an ad looking for someone to travel in time with. The movie's main strength is the fantastic casting of talents that usually live in the series world (Jake M. Johnson from New Girl, Aubery Plaza from Parcs and Recreation, Mark Duplass), and although it might seem a little bit slow at the beginning, it is worth every second spent watching it.

Genre: Comedy, Drama, Romance, Science Fiction

Actor: Aubrey Plaza, Basil Harris, Colin Trevorrow, Eli Borozan, Jake Johnson, Jeff Garlin, Jenica Bergere, Karan Soni, Kristen Bell, Lauren Carlos, Lynn Shelton, Mark Duplass, Mary Lynn Rajskub, Tony Doupe, William Hall Jr.

Director: Colin Trevorrow

Rating: R

Muriel is a young social outcast who spends her time obsessively planning a dream wedding without ever having been on a date. Her life is flipped upside down when she steals $15,000 from the family business to go on a tropical getaway. This brilliant comedy is memorable as much for Toni Collete’s breakout role as it is for its snarky subversion of rom-com tropes.

Muriel’s Wedding arrived in a wave of bright and brash Australian comedies of the early 90s like Priscilla Queen of the Desert and Strictly Ballroom. And like these counterparts, its heightened reality gives way to a surprising and heartbreaking emotional core. Director PJ Hogan would go on to direct My Best Friend’s Wedding - a fun but watered-down imitation of the surprising storytelling that made this a cult classic.

Genre: Comedy, Drama, Romance

Actor: Annie Byron, Barry Crocker, Basil Clarke, Belinda Jarrett, Bill Hunter, Cecily Polson, Chris Haywood, Dan Wyllie, Daniel Hepner, Daniel Lapaine, Darrin Klimek, Di Smith, Frankie Davidson, Fred Rouady, Gabby Millgate, Geneviève Picot, Gennie Nevinson, Heather Mitchell, Ineke Rapp, Jacqueline Linke, Jeanie Drynan, John Gaden, John Walton, Jon-Claire Lee, Julian Garner, Kevin Copeland, Kirsty Hinchcliffe, Kuni Hashimoto, Louise Cullen, Matt Day, Nathan Kaye, Penne Hackforth-Jones, Pippa Grandison, Rachel Griffiths, Richard Carter, Richard Morecroft, Richard Sutherland, Rob Steele, Robert Alexander, Robyn Pitt Owen, Roz Hammond, Scott Hall-Watson, Sophie Lee, Susan Prior, Toni Collette, Vincent Ball

Director: P.J. Hogan

Rating: R

Heart Attack is a romantic comedy, but instead of the hijinks being caused by the usual dating, miscommunication, and wooing, Yoon’s struggle here is to finally get a hold of his overbearing schedule and figure out how to relax and recover from burnout, and it’s all inspired by wanting to impress his doctor Imm. It’s funny, but it’s also all too real. Writer-director Nawapol Thamrongrattanarit recreates the overwhelming frenzy to complete a job through a magnificent jazz soundscape and Sunny Suwanmethanon’s internalized monologue, and it’s such an effective cinematic translation that the moments of rest, the moments where Yoon and Imm finally take a break feels like a relief. Heart Attack works precisely because it empathizes and understands the experience of workers in today’s gig economy.

Genre: Comedy, Drama, Romance

Actor: Adisorn Trisirikasem, Banjong Pisanthanakun, Chatcharin Saetan, Chonlasit Upanigkit, Davika Hoorne, Morakot Liu, Natda Chawawanid, Nottapon Boonprakob, Panjavit Tangtongjit, Sunny Suwanmethanon, Sunny Suwanmethanont, Surattanavee Suviporn, Surattanawee Suviporn, Thanapob Leeratanakachorn, Torpong Chantabubpha, Vichai Matakul, Violette Wautier

Director: Nawapol Thamrongrattanarit

Rating: N/A

Eat Drink Man Woman takes place in Taipei, Taiwan in the mid-1990s. It tells the story of an aging father and his three daughters, all of whom are navigating different phases of adulthood while embracing new relationships. The family uses cooking and eating together as a way to communicate their love.

Food as a love language wasn’t a new concept in 1994, when the film was released, however it is impeccably explored in Eat Drink Man Woman. 

Genre: Comedy, Drama, Romance

Actor: Chen Chao-jung, Chi-Der Hong, Chin-Cheng Lu, Gin-Ming Hsu, Gua Ah-leh, Huel-Yi Lin, Jui Wang, Kuei-Mei Yang, Lester Chan, Lester Chit-Man Chan, Lung Hsiung, Lung Sihung, Shih-Jay Lin, Sihung Lung, Sylvia Chang, Wang Yu-wen, Winston Chao, Wu Chien-Lien, Ya-lei Kuei, Yang Kuei-Mei, Yu Chen, Yu-Wen Wang, 张艾嘉

Director: Ang Lee

Rating: Not Rated

Of the many violence-inflected black comedies that Pulp Fiction spawned, Grosse Pointe Blank ranks among the best. Though it’s patently inspired by Tarantino’s magnum opus — John Cusack plays a sardonic, amoral hitman, and the film features bursts of stylized violence and a retro soundtrack — it never feels derivative. The film finds its own identity as a quirky romcom when Cusack’s character, Martin Blank, returns to his hometown for a 10-year high-school reunion on the advice of his terrified therapist (Alan Arkin).

Martin is experiencing professional disillusionment as part of the quarter-life crisis that often takes hold when one realizes it’s been a whole decade since high school. His profession puts a darkly comic spin on that convention, but the film doesn’t treat that element entirely flippantly. Unlike Martin — and so many of the film’s Pulp Fiction-inspired brethren — Grosse Pointe Blank isn’t nihilistic, but quite sincerely romantic. Its hybrid nature and surprising heart come to the fore in Martin’s renewed relationship with the girlfriend he jilted at prom: Debi (Minnie Driver), now a ska-loving radio DJ. Cusack and Driver have sparkling chemistry, which makes the sincerity with which their characters grapple with the possibility of a second chance at happiness all the more absorbing to watch.

Genre: Action, Comedy, Drama, Romance, Thriller

Actor: Alan Arkin, Ann Cusack, Barbara Harris, Belita Moreno, Benny Urquidez, Bill Cusack, Bobby Bass, Carlos Jacott, Dan Aykroyd, David Barrett, Doug Dearth, Hank Azaria, Jenna Elfman, Jeremy Piven, Joan Cusack, John Cusack, K. Todd Freeman, Michael Cudlitz, Minnie Driver, Mitchell Ryan, Steve Pink

Director: George Armitage

It’s always tricky translating literature to screen. In Shortcomings’ case, it struggles to make its Berkeley and New York settings appear more lived-in than just a few postcard-like frames. You could also tell that the conversations it stirs up about things like representation and mixed-race relationships began in the early aughts, when the novel it was adapted from was first released. But those lapses are small and forgivable in the face of a lovely ensemble cast and a whipsmart script. It also takes a special kind of skill to make a character as fiercely unlikeable as Ben (Min) watchable, to hold up a mirror to the audience and make them stay. Thankfully, it's a skill that Tomine and first-time director Randall Park display with such grace. Ben, Alice (Sherry Cola), and Miko (Ally Maki) are flawed and often pathetic, but they’re also honest reflections of who we become when the demands of self-preservation and romantic openness clash. It’s a little unnerving to hear them verbalize what we've always feared about ourselves, but it’s also exhilarating, not to mention comforting, knowing that we're not alone in feeling this way. Shortcomings works because it doesn't confine itself to genre: it's a character study first, and a romantic comedy second.

Genre: Comedy, Drama, Romance

Actor: Adam Enright, Adrian Tomine, Ally Maki, Boran Anh, Debby Ryan, George Deihl Jr., Jacob Batalon, Jess Nahikian, Justin H. Min, Melanie J. Newby, Mike Cabellon, Nikhaar Kishnani, Randall Park, Ronny Chieng, Scott Seiss, Sheldon Best, Sherry Cola, Sonoya Mizuno, Stephanie Hsu, Tavi Gevinson, Theo Iyer, Timothy Simons

Director: Randall Park

Rating: R

When falling in love with another, or when another person falls in love with you, the relationship is formed by the ideas in your and their heads, specifically about your dynamic, your respective personalities, and the potential outcome of this love. Law of Desire is centered on this idea, unfolding through a chaotic gay love triangle that demonstrates the ways the ideas and fantasies can differ. And as the characters inevitably go through fairly melodramatic reactions when they realize the desires of another person, in the most colorful fashion (literally and figuratively), Pedro Almodóvar creates an amusing and daring examination of the genre it’s inspired by.

Genre: Comedy, Drama, Romance, Thriller

Actor: Agustín Almodóvar, Alfonso Vallejo, Antonio Banderas, Bibiana Fernandez, Carmen Maura, Eusebio Poncela, Fernando Guillén, Fernando Guillen, Fernando Guillén Cuervo, Germán Cobos, Germán Cobos, Helga Line, Lupe Barrado, Manuela Velasco, Marta Fernandez Muro, Miguel Molina, Nacho Martinez, Pedro Almodóvar, Rossy de Palma, Victoria Abril

Director: Pedro Almodóvar

Rating: NC-17

Elisabeth Moss is in it. Calling The One I Love a romantic-comedy, looking it up, or trusting anyone else about it -- especially my review, will ruin this film for you. Just watch it. If one's penchant is typically opposed to titles with 'love' in them, then it's for you. Just hit 'play', or 'start', or whatever. The initial wtf-ness that attracted me to it is compelled further by excellent acting. And Elisabeth Moss is in it.

Genre: Comedy, Drama, Romance

Actor: Charlie McDowell, Elisabeth Moss, Jennifer Spriggs, Kiana Cason, Mark Duplass, Marlee Matlin, Mary Steenburgen, Mel Eslyn, Sean O'Malley, Ted Danson

Director: Charlie McDowell

Rating: R

Lee Holloway (Maggie Gyllenhaal) is compassionate and diminutive, but her social awkwardness hinders her as she attempts to navigate young adulthood. After recently being hospitalized for self-harm, Lee is determined to prove she is capable of autonomously taking care of herself. She begins working as a secretary for E. Edward Grey (James Spader), a meticulous attorney.

It’s not long before both Lee and Edward realize they’re attracted to one another’s opposite natures: Lee’s obedience and Edward’s dominance. They begin a mutually consensual BDSM relationship, with both experiencing a sexual and emotional awakening. 

The premise may sound familiar: 50 Shades of Grey is widely acknowledged as, at the very least, owing its title to Secretary. But while 50 Shades of Grey portrays an unhealthy, toxic, and superficial idea of a BDSM affair, Secretary maintains that consent must be at the core of any relationship. And ultimately for Lee and Edward, BDSM becomes a way for them to communicate and overcome their individual pain, and unite stronger as a vulnerable, loving whole.

Genre: Comedy, Drama, Romance

Actor: Alison Tatlock, Amy Locane, Christina Gray, David Wiater, Diane McGee, Erin Cressida Wilson, Ezra Buzzington, Herbert Russell, James Spader, Jeremy Davies, Jessica Tuck, Julene Renee, Kyle Colerider-Krugh, Lacey Kohl, Lauren Cohn, Lesley Ann Warren, Lily Knight, Maggie Gyllenhaal, Mary Joy, Michael Mantell, Osgood Perkins, Oz Perkins, Patrick Bauchau, Sabrina Grdevich, Shannon Convery, Stephen McHattie, Steven Fierberg, Steven Shainberg

Director: Steven Shainberg

Rating: R

Far from feeling like English literature homework, this version of Shakespeare’s romantic comedy of errors fizzes with vitality and wit. Kenneth Branagh directs and stars in his own sumptuous adaptation, which also features a banquet of dashing talent in their prime, including Emma Thompson and a winning Denzel Washington.

Even amongst the film’s superlative ensemble (which also features a melodramatically villainous Keanu Reeves and Michael Keaton as a farcically inept policeman), Thompson stands out for her instinctive grasp of Shakespeare’s genius and easy ability to lift it off the page and give it sparkling life. As Beatrice, she deals out wry cut-downs of Branagh’s vain Benedick, all while trying to suppress the roiling romantic tension that nevertheless persists between them. It might not be set to the music of ABBA, but with Patrick Doyle’s radiant score, an intoxicatingly beautiful Tuscan setting, and an infectious, non-stop party vibe, the joyous Much Ado About Nothing feels more akin to Mamma Mia than any of cinema’s other Shakespeare adaptations.

Genre: Comedy, Drama, Romance

Actor: Alex Lowe, Andy Hockley, Ben Elton, Brian Blessed, Chris Barnes, Conrad Nelson, Denzel Washington, Edward Jewesbury, Emma Thompson, Gerard Horan, Imelda Staunton, Jimmy Yuill, Kate Beckinsale, Keanu Reeves, Kenneth Branagh, Michael Keaton, Patrick Doyle, Phyllida Law, Richard Briers, Richard Clifford, Robert Sean Leonard

Director: Kenneth Branagh

Pee Mak is a hilarious and heartwarming comedy that blends horror, romance, and slapstick humor with Thai folklore. The story follows a group of friends who return from war to a remote village, only to realize the village folks now fear Mak’s beautiful wife, believing she is now a ghost. The film's clever and witty dialogue and its eerie and suspenseful moments create a unique and memorable experience. Even with all of its cliche horror-comedy tropes, it’ll be hard not to enjoy all the heartfelt ridiculousness pulled off so well.

Genre: Comedy, Drama, Horror, Romance

Actor: Attharut Kongrasri, Chatpong Nattapong, Davika Hoorne, Jongruay Somjinna, Kantapat Permpoonpatcharasuk, Mai Davika Hoorne, Mario Maurer, Nattapong Chartpong, Nimit Luksameepong, Pongsatorn Jongwilak, Pongsatorn Jongwilas, Sean Jindachot, Sirinuch Petchurai, Wiwat Kongrasri

Director: Banjong Pisanthanakun

Rating: N/A

Romantically pairing up AI with humans is hardly new, and I'm Your Man is aware of that. Instead of spending way too much time explaining the advanced tech that makes the perfect mate possible, the movie zeroes in on its charismatic leads Tom the robot (Dan Stevens) and Alma the indifferent academic (Maren Eggert). Tom is the curious, humanoid automaton who is designed to worship Alma, and Alma is the disillusioned human who is conflicted with the authenticity of her growing feelings for Tom. I'm Your Man is smart and empathetic enough to stay afloat amidst its swirling genres and ethical dilemmas, but it is mostly the chemistry between Tom and Alma that anchors it to the love story that it actually is. 

Genre: Comedy, Drama, Romance, Science Fiction

Actor: Annika Meier, Christoph Glaubacker, Dan Stevens, Falilou Seck, Hans Löw, Henriette Richter-Röhl, Inga Busch, Jürgen Tarrach, Karolin Oesterling, Maren Eggert, Mignon Remé, Monika Oschek, Sandra Hüller, Sebastian Schwarz, Victor Pape-Thies, Wolfgang Hübsch

Director: Maria Schrader

Rating: R

Sophia Castuera's first feature after two indie shorts seems like a low-key affair, but it fits neatly into a canon of post-mumblecore, or a Gen Z mumblecore. It features a fumbling protagonist named Cal and played by Ali Edwards (who also wrote the script), a wanna-be actress fresh out of college who finds herself stuck between two people. Not just any people, but her childhood best friend Jay and his long-term girlfriend Emily. August at Twenty Two queers the love triangle trope and makes the most of the characters' anxieties, their hopes, and awkward daily sacrifices to climb up into each other's good books. Appearances are key, of course, since everyone's delightfully immature. The good thing is that the film knows all this very well and even sneaks a post-ironic hint or two. That said, its self-assurance is also its Achilles heel: you cannot convince me that twenty two year olds would call each other often enough to have voicemail. 

Genre: Drama, Romance

Actor: Adrian Burke, Ali Edwards, Clay Singer, Jorge Felipe Guevara, Lilli Kay, Mia Rose Kavensky

Director: Sophia Castuera