41 Best Romantic Comedies Movies to Watch On Itunes (Page 3)

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

This is a revelation of a movie for its simplicity in handling a pretty serious and dark subject. It's the story of a generally immature and newly unemployed stand-up comic in New York and her unplanned pregnancy with a man that was supposed to be a fling, and it's surprisingly funny and yet rather touching. I can't think of many actresses who would've fit the bill quite like Jenny Slate. Not only is she hilarious, but her treatment of a generally sensitive issue from the honest, crass point of view of a down-on-life, New York-er leaves you drowning in empathy for her. I recommend this for anyone looking to cuddle up, have a few little clever laughs and feel all tingly in the chest-al area.

Genre: Comedy, Romance

Actor: Amy Novondo, Cindy Cheung, David Cross, Elise Widerker, Emily Tremaine, Ernest Mingione, Gabe Liedman, Gaby Hoffmann, Jake Lacy, Jennifer Kim, Jenny Slate, Justin Lerner, Karen Maine, Kitty Crystal, Mary DelMarco, Michael Bonfiglio, Nicholas Cirillo, Paul Briganti, Polly Draper, Richard Kind, Sarina Roma, Stacey Sargeant, Stephen Singer, Suzanne Lenz

Director: Gillian Robespierre

Rating: R

The Best Exotic Marigold Hotel invites us to an earnest meditation on old age and change. The film centers on a group of British retirees traveling to the titular hotel in India, in hopes of a good retirement. The group cast is an excellent choice: prominent names from British movies and television line the cast, and it’s a pleasure to see them act alongside each other with equal screen time and their own detailed plotlines. Their plotlines inspire empathy towards different struggles that the elderly face: finding love again, dealing with accumulated debt, and handling loss. All of these are tough, but especially when you feel your time has run out. The best of these plotlines are the ones that acknowledge loss but still persist through accepting changing circumstances and actively going for one's desires.

Genre: Comedy, Drama

Actor: Bill Nighy, Celia Imrie, Dev Patel, Diana Hardcastle, Glen Davies, Honey Chhaya, Jay Villiers, Judi Dench, Lillete Dubey, Liza Tarbuck, Louise Brealey, Lucy Robinson, Maggie Smith, Nina Kulkarni, Patrick Pearson, Paul Bentall, Paul Bhattacharjee, Penelope Wilton, Rajendra Gupta, Ramona Marquez, Richard Cubison, Ronald Pickup, Sara Stewart, Siddharth Makkar, Simon Wilson, Tina Desai, Tom Wilkinson, Vishnu Sharma

Director: John Madden

Rating: PG-13

Ryan Bingham (George Clooney) is a corporate axman, he comes in a fires people when the managers are too afraid to do it themselves. The nature of his work requires a lot of flying, short lived meetings in transit zones and he absolutely loves it, and he has a certain goal in mind. When the company tries a new approach to corporate downsizing he has to change his way and view of life. It's full of cynicism and warmth. If you are familiar with Jason Reitman's previous work, you'll feel right at home, if you don't : Get to it!

Genre: Comedy, Drama, Romance

Actor: Adam Rose, Adhir Kalyan, Adrienne Lamping, Amy Morton, Anna Kendrick, Chris Lowell, ​Christopher Lowell, Cut Chemist, Danny McBride, Dave Engfer, George Clooney, J.K. Simmons, Jason Bateman, Jeff Witzke, Jerry Vogel, Matt O'Toole, Melanie Lynskey, Sam Elliott, Steve Eastin, Tamala Jones, Thomas M. Martilotti, Vera Farmiga, Zach Galifianakis

Director: Jason Reitman

Rating: R

With an ensemble cast featuring a young Natalie Portman and a less murderous Uma Thurman, Ted Demme's "Beautiful Girls" recreates the worries and woes that thrive in the minds of a tight knit group of working class friends stuck in their own small town Massachusetts world. Warm, quirky and filled with champagne diamonds, both metaphorical and tangible, for anybody who's ever walked the thirty something walk, it's a film that'll make you want to remember all the friends you wish you still had and actually still do.

Genre: Comedy, Drama, Romance

Actor: Adam LeFevre, Annabeth Gish, Anne Bobby, David Arquette, Frank Anello, John Carroll Lynch, John Scurti, Lauren Holly, Martha Plimpton, Matt Dillon, Max Perlich, Michael Rapaport, Mira Sorvino, Natalie Portman, Noah Emmerich, Oliver Osterberg, Pruitt Taylor Vince, Rachel Oliva, Richard Bright, Rosie O'Donnell, Sam Robards, Timothy Hutton, Tom Gibis, Tomas Settell, Uma Thurman

Director: Ted Demme

Rating: R

With a boring wedding, attended by a guarded woman and a spontaneous man, starting a series of shared recollections of past heartbreak, Which Brings Me to You has all the elements needed for an early aughts romcom, releasing at a time when Y2K is trending. The original novel’s epistolary format is interestingly translated into flashbacks told in one whole day, with Will and Jane visually popping within the sequences as the two get to know each other through their past heartbreaks. It’s a unique idea, but the execution feels lackluster, with the dialogue and direction that can’t be saved through Lucy Hale’s or Nat Wolff’s efforts. There’s certainly something here about romance being a possible avenue to open up, but Which Brings Me to You doesn’t build the chemistry to get there.

Genre: Comedy, Drama, Romance

Actor: Alexander Hodge, Avery Cole, Britne Oldford, Chase Liefeld, Genevieve Angelson, Jamie McRae, John Gallagher Jr., Laura Kai Chen, Lucy Hale, Marceline Hugot, Michael Mulheren, Mitzi Akaha, Nat Wolff, Ward Horton

Director: Peter Hutchings

Rating: PG-13

There’s no way to escape it– the plotline of One True Loves feels like the other side of Cast Away (2000), but instead of focusing on the survival aspect, it focuses on the wife trying to move on with grief. The original novel portrays Emma moving on through reclaiming her past, and learning to appreciate the roots she’s tried to forget with her lost husband. However, the film adaptation falters in depicting the personal, inner world of Emma, as it bungles through the timelines with Hallmark-esque quotes and disarranged scenes. It tries to save the film through its star-studded cast, but their decent performances can’t save the way the film is structured.

Genre: Comedy, Drama, Romance

Actor: Beth Broderick, Christina Bach, Cooper van Grootel, Gabriella Garcia, Gary Hudson, Jacinte Blankenship, Jay DeVon Johnson, Jessi Goei, Kelvin Hodge, Lauren Tom, Luke Bracey, Michael OKeefe, Michaela Conlin, Oceana Matsumoto, Oona Yaffe, Phillipa Soo, Simu Liu, Tom Everett Scott, Victoria Blade, Wil Deusner

Director: Andy Fickman

Rating: PG-13