35 Best Smart Comedy Movies to Watch On Itunes (Page 2)

As black a comedy as they come. Nick Naylor (superbly portrayed by Aaron Eckhart) is the chief spokesperson for tobacco and shows the world why smoking is as key to protect as any other liberal value. This movie is funny, smart, thoughtful and raises some good questions about the ego, the morale and what we leave behind, from unexpected sides.

Genre: Comedy, Drama

Actor: Aaron Eckhart, Aaron Lustig, Adam Brody, Aloma Wright, Brian Palermo, Bruce French, Cameron Bright, Catherine Reitman, Connie Ray, Courtney Taylor Burness, Dana E. Glauberman, Daniel Travis, David Koechner, David O. Sacks, Dennis Miller, Earl Billings, Elon Musk, Eric Haberman, Eva La Dare, J.K. Simmons, Jeff Witzke, Joan Lunden, Jordan Garrett, Katie Holmes, Kim Dickens, Marc Scizak, Maria Bello, Marianne Muellerleile, Mary Jo Smith, Melora Hardin, Michael Mantell, Nancy O'Dell, Rachel Thorp, Renée Graham, Richard Speight Jr., Rob Lowe, Robert Duvall, Robert Malina, Roy Jenkins, Sam Elliott, Sean Patrick Murphy, Spencer Garrett, Terry James, Timothy Dowling, Todd Louiso, William H. Macy

Director: Jason Reitman

Rating: R

A beautifully intertwined love story showing the ups and downs of a father, his ex-wife, and their children experiencing love. The film weaves the three love stories of the different generations seamlessly and leaves you caring deeply about the characters. It has an amazing soundtrack added to fantastic acting that will make you feel as though you are living the same experiences as the quirky, screwed up family. It's a movie for anyone in the mood for a romantic comedy with a little more substance than your average rom com.

Genre: Comedy, Drama, Romance

Actor: Alex ter Avest, Barbara Weetman, David Carzell, Glen Powell, Greg Kinnear, Jennifer Connelly, Josh Boone, Kristen Bell, Liana Liberato, Lily Collins, Logan Lerman, Michael Goodwin, Nat Wolff, Patrick Schwarzenegger, Rusty Joiner, Spencer Breslin, Stephen King, Zeeko Zaki

Director: Josh Boone

Rating: R

Break-ups aren’t the easiest thing to overcome, but how we deal with them usually doesn’t get as ludicrous as the events Pepa goes through in Women on the Verge of a Nervous Breakdown. The film makes said nervous breakdown chaotic– it includes spiked gazpacho, a frantic call to the police, and being held at gunpoint– but as Pepa and the women around her try to put off each fire, at least one of them literally, writer-director Pedro Almodóvar ensures sympathy for them, with Pepa's snappy dialogue cutting through the lies of a smooth-talking womanizer refusing to face them. And it’s all paired with a suitably dramatic score, meticulous staging, and exaggerated, colorful frames mostly occurring in the wreck of a fabulously styled penthouse.

Genre: Comedy, Drama

Actor: Agustín Almodóvar, Ana Leza, Ángel de Andrés López, Antonio Banderas, Carmen Maura, Chus Lampreave, Eduardo Calvo, Fernando Guillen, Francisca Caballero, Gabriel Latorre, Guillermo Montesinos, Imanol Uribe, Joaquín Climent, José Antonio Navarro, José Marco, Juan Lombardero, Julieta Serrano, Kiti Manver, Loles León, Lupe Barrado, María Barranco, Rossy de Palma, Yayo Calvo

Director: Pedro Almodóvar

Rating: R

Sunshine Cleaning is a great addition to that unidentified genre of grown-up comedies populated by other great entries like Your Sister's Sister and Enough Said. It is however, less of a comedy than it is a heart-warming emotional tale. Powered by outstanding performances from Amy Adams and Emily Blunt, it ultimately evolves into a character study of failed potential and validation seeking. Sunshine Cleaning is enjoyable, satisfying to a fault, and provides an interesting peak into the lives of its characters.

Genre: Comedy, Drama

Actor: Alan Arkin, Amber Midthunder, Amy Adams, Amy Redford, Angelique Midthunder, Clifton Collins Jr., Emily Blunt, Eric Christian Olsen, Ivan Brutsche, Jason Spevack, Judith Jones, Kathy Lamkin, Kevin Chapman, Lois Geary, Mary Lynn Rajskub, Paul Dooley, Steve Zahn, Susie Yip, Vic Browder

Director: Christine Jeffs

Rating: R

A razor-sharp script and beautiful scenery make this one of the best road movies in recent memory. When their cynical best friend dies, Seph and Alex embark on a journey to scatter his ashes over four spots he wants to go back to. Tupperware of ashes in the glove-box, they start their big adventure. Burn Burn Burn, an expression their friend quotes from Kerouac, is a chance for the two friends to escape their hectic city life and to discover themselves. It’s a beautiful movie.

Genre: Comedy, Drama

Actor: Alice Lowe, Alison Steadman, Chloe Pirrie, Eleanor Matsuura, Hannah Arterton, Jack Farthing, Jane Asher, Joe Dempsie, Julian Rhind-Tutt, Kyle Lima, Laura Carmichael, Matthew Kelly, Melanie Walters, Nigel Planer, Owen Findlay, Sally Phillips, Susan Wokoma

Director: Chanya Button

Rating: N/A

Good movies usually aren't lengthy movies, unless we're talking about cases like Toni Erdmann. It's a supremely smart German-Austrian comedy that depicts the story of a Father-Daughter tandem in light of life’s weirdest, most inconvenient moments. Deciding to visit his daughter on a whim after his dog dies, Winfried (Peter Simonischek)—a man known for his outrageous pranks and many a disguise—flies to Bucharest. Ines (Sandra Huller), the daughter, buzzing with work to the brim in a very challenging job, to say the least, isn’t impressed. This leads to even more uncomfortable encounters as the estranged father poses as the title character, life coach to the disapproving daughter’s boss. On top of being a shrewdly observed and relevant movie, the brilliant writing by Maren Ade crafts something thoroughly enjoyable and heartfelt here, highlighting the importance of family bond in an oddly sweet way, and criticizing modern-day work ethic and the toll its taking on us. The beginning is a bit slow, but if you're a bit patient you will be surprised how much this movie will reward you.

Genre: Comedy, Drama

Actor: Alexandru Papadopol, Andrei Mateiu, Bryan Jardine, Cezara Dafinescu, Cosmin Pădureanu, Dana Marineci, Daniel Filipescu, Hadewych Minis, Hans Löw, Hartmut Stanke, Ingrid Bisu, Ingrid Burkhard, Irene Rindje, John Keogh, Julischka Eichel, Jürg Löw, Klara Höfels, Luana Stoica, Lucy Russell, Manu Sabo, Manuela Ciucur, Michael Wittenborn, Miriam Rizea, Nicolas Wackerbarth, Niels Bormann, Ozana Oancea, Peter Simonischek, Radu Bânzaru, Ruth Reinecke, Sandra Hüller, Sava Lolov, Thomas Loibl, Trystan Putter, Ursula Renneke, Valentin Popescu, Victoria Cocias, Victoria Malektorovych, Vlad Ivanov

Director: Maren Ade

Rating: R

«When comedians get a bit older they do a movie with “emotions” in it. Here’s mine.» Flight of the Conchords’ Jemaine Clement on Twitter. People Places Things is exactly that, a funny yet heartfelt comedy. Will Henry, A New York City graphic novelist walks in on his girlfriend cheating on him at their kids’ birthday party. A year later, Will is struggling to define his new life as a single parent while still getting over his breakup. Smart, honest, and led by Jemaine Clement, this film will strike you in its simplicity but will hold you with its charm.

Genre: Comedy, Drama, Romance

Actor: Aundrea Gadsby, Celia Au, Derrick Arthur, Dionne Audain, Gavin Haag, Gia Gadsby, Jemaine Clement, Jessica Williams, Matthew Maher, Michael Chernus, Nancy Eng, Paul Castro Jr., Regina Hall, Samantha Posey, Stephanie Allynne

Director: Jim Strouse

Rating: R

An absolute delight of a gem starring a young Winona Ryder as well as an amazing cast. Arguably Jim Jarmusch's best film, it tells the story of 5 different places at night from the perspective of cab drivers and their passengers: Los Angeles, New York, Paris, Rome, and Helsinki. It's really hard to pick a favorite among the stories, from a messy tomboy having to deal with a busy businesswoman, to a blind woman in Paris making a frustrated driver from Ivory Coast go insane. But look out for Helmut and Yo-Yo, from the New York story. I've rarely seen anything in film as fun as their story.

Genre: Comedy, Drama

Actor: Armin Mueller-Stahl, Béatrice Dalle, Eija Vilpas, Emile Abossolo M'bo, Gena Rowlands, Giancarlo Esposito, Gianni Schettini, Isaach De Bankolé, Jaakko Talaskivi, Kari Väänänen, Klaus Heydemann, Lisanne Falk, Matti Pellonpää, Paolo Bonacelli, Pascal N'Zonzi, Richard Boes, Roberto Benigni, Romolo Di Biasi, Rosie Perez, Sakari Kuosmanen, Stéphane Boucher, Tomi Salmela, Winona Ryder

Director: Jim Jarmusch

Rating: R

In this office comedy of errors, Javier Bardem plays Blanco, the titular boss, but whether he is actually good is what the movie wryly examines.

As head of a small manufacturing company, Blanco treats his employees intimately, going so far as make their problems his own. He believes this is why his company is nominated for an excellence certification, but as he waits for the possible award, cracks start to appear in his “work is family” facade as everything that could go wrong, starts going wrong. The Good Boss is an anxiety fest for Blanco to be sure, but a winning tragicomedy for us all.

Genre: Comedy, Drama

Actor: Almudena Amor, Celso Bugallo, Daniel Chamorro, Fernando Albizu, Francesc Orella, Javier Bardem, Manolo Solo, Mara Guil, María de Nati, Nao Albet, Óscar de la Fuente, Rafa Castejón, Sonia Almarcha, Tarik Rmili, Yaël Belicha

Director: Fernando León de Aranoa

Rating: Not Rated

Starring Ryan Gosling, Emily Mortimer, Paul Schneider, Kelli Garner and Patricia Clarkson. Lars and the Real Girl is a funny and thought-provoking look at the psychology of loneliness and the healing power of love. I rented this a few years back because of Ryan Gosling - he had just blown me away in Fracture so I was trying to catch up on his other movies. It was an unexpected gem. One of the sweetest movies I have ever seen - it was kind of like a fairy tale. With a blow-up doll. Yes, that's right.

Genre: Comedy, Drama, Romance

Actor: Alec McClure, Angela Vint, Annabelle Torsein, Arnold Pinnock, Aurora Browne, Billy Parrott, Boyd Banks, Doug Lennox, Emily Mortimer, Joe Bostick, Joshua Peace, Karen Robinson, Kelli Garner, Lauren Ash, Liisa Repo-Martell, Lindsey Connell, Liz Gordon, Maxwell McCabe-Lokos, Nancy Beatty, Nicky Guadagni, Patricia Clarkson, Paul Schneider, R.D. Reid, Ryan Gosling, Sally Cahill, Tannis Burnett, Tommy Chang, Torquil Colbo

Director: Craig Gillespie

Rating: PG-13

Before “burnout,” “bullshit jobs,” and “quiet quitting” became part of our everyday lexicon, there was a film in the ‘90s that prophesied the rise of these workplace problems. Office Space follows three co-workers who, having had enough of their dreary low-paying jobs, fight back against their company via an embezzlement scheme. 

Office Space makes the most out of its indie budget as it mostly takes place in the cramped quarters of a company, effectively bottling us into the cubicled windowless world of the characters. But the real beauty of the film is in the details, from its quick zingers and thoughtful takes on the essence of work down to its elaborate “planning to plan” scheme in the background and the employees’ forced politeness singing happy birthday to their boss. Modern viewers will notice that Office Space sits right in between the dystopian thriller Severance and the beloved sitcom The Office—a dark comedy that highlights the necessity of humanity in everyday work. 

Genre: Comedy, Drama

Actor: Ajay Naidu, Alexandra Wentworth, Ali Wentworth, Barbara George-Reiss, Charissa Allen, David Herman, Diedrich Bader, Gabriel Folse, Gary Cole, Greg Pitts, Jack Betts, Jackie Belvin, Jennifer Aniston, Jennifer Jane Emerson, Jesse De Luna, Joe Bays, John C. McGinley, Kinna McInroe, Kyle Scott Jackson, Michael McShane, Mike Judge, Orlando Jones, Paul Willson, Richard Riehle, Ron Livingston, Rupert Reyes, Spencer Kayden, Stephen Root, Todd Duffey, Tom Schuster

Director: Mike Judge

Rating: R

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

A black and white movie, A Coffee in Berlin is an early Woody Allen reminiscent film with a great emphasis on the emotions it handles.  It flows naturally, telling the story of Niko, a young college dropout in a period of his life where he has to face loneliness and lack of money and success. He goes from observing the people of Berlin to first realizing he is becoming a stranger to them and then lastly deciding to do something about his life. It's a whimsical German film with a lot of heart, as much of a tribute to youth as it is a tribute to the city of Berlin.

Genre: Comedy, Drama

Actor: Alexander Altomirianos, Andreas Schroders, Annika Ernst, Arnd Klawitter, Ellen Schlootz, Fred Aaron Blake, Frederick Lau, Friederike Kempter, Inga Birkenfeld, Jakob Bieber, Justus von Dohnányi, Katharina Hauck, Katharina Schüttler, Katharina Schüttler, Leander Modersohn, Lis Böttner, Marc Hosemann, Martin Brambach, Michael Gwisdek, Robert Hofmann, Rolf Peter Kahl, Sanne Schnapp, Steffen Jürgens, Theo Trebs, Tim Williams, Tim Wustrack, Tom Schilling, Ulrich Noethen

Director: Jan-Ole Gerster

Rating: Not Rated, Unrated