31 Best Comedy Movies to WatchMovies Like Juno (2007) (Page 2)

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Need a chuckle? We know comedy gold can be hard to come by, so we’ve scoured the depths of the streaming landscape to dig it out. From dark humor to laugh-out-loud misadventures, these are the best comedies to stream now.

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

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

The Safdie Brothers spent over a decade making films before their mainstream breakout with Good Time and Uncut Gems. Their rich backlog captures New York City in its raw vibrant glory. Daddy Longlegs is the sardonic semi-autobiographical portrait of the Safdies’ childhood spent with their father after their parents' divorce. 

Lenny (Ronald Bronstein) is an awful dad whose parenting style ranges from the wildly irresponsible to the criminally negligent. While his behavior is often detestable and has few if any redeeming traits, the Safdies’ puncture through his demeanor and craft a sensitive portrait of fatherhood imbued with affection and feeling that could only originate from the well of a child’s capacity for forgiveness and love.

 

Genre: Comedy, Drama

Actor: Abel Ferrara, Alex Greenblatt, Alex Kalman, Casey Neistat, Dakota Goldhor, Dakota O'Hara, Danny Callahan, Eléonore Hendricks, Josh Safdie, Lee Ranaldo, Marc Raybin, Ronald Bronstein, Sage Ranaldo, Salvatore Sansone, Sean Price Williams, Seth Fleischaner, Steve Davis, Van Neistat, Wayne Chin

Director: Benny Safdie, Josh Safdie

, 2012

Boy is the highest-grossing New Zealand film of all time, and a masterpiece of compassion and good humor. Set in New Zealand's rural East Coast in 1984, the film's protagonist, Boy, imagines a world outside, dreaming of meeting Michael Jackson and having adventures. These fantasies serve to distract him from the sad circumstances of his life, living with his grandmother while his father serves out a prison sentence. However, adventure comes to Boy suddenly when his ex-convict father returns to find a long hidden bag of money. Written, directed, and starring Taika Waitit and featuring the new comer James Rolleston as Boy, it's a hilarious and heartwarming tale.

Genre: Comedy, Drama

Actor: Cherilee Martin, Chris Graham, Cohen Holloway, Craig Hall, Darcy Ray Flavell-Hudson, Haze Rewiti, Hoanihuhi Takotohiwi, James Rolleston, Jarod Rawiri, Maakariini Butler, Madeleine Sami, Manaia Callaghan, Mavis Paenga, Moerangi Tihore, Ngapaki Emery, Pana Hema-Taylor, Rachel House, Rajvinder Eria, RickyLee Waipuka-Russell, Stu Rutherford, Stuart Rutherford, Taika Waititi, Te Aho Aho Eketone-Whitu, Te Aho Eketone-Whitu, Tuhoro Ranihera Christie, Waimihi Hotere

Director: Taika Waititi, Topaz Adizes

Rating: Not Rated

Cloudburst is the very funny and heartwarming story of two old ladies, Stella (played by Academy Award winner Olympia Dukakis) and Dotty (played by another Academy Award winner, Brenda Fricker) who escape their nursing home and drive to Nova Scotia, Canada to get married. Along the way, they meet Prentice, a hitchhiker on his way home to Nova Scotia as well. Cloudburst is the story of their road trip. Dotty is lascivious and loving. Expect to be shocked by Stella's potty mouth. The whole film is a great love story about devotion, acceptance and living life to the fullest.

Genre: Comedy, Drama, Romance

Actor: Brenda Fricker, Jeremy Akerman, John Dunsworth, Juanita Peters, Kevin Kincaid, Kristin Booth, Mary-Colin Chisholm, Michael McPhee, Olympia Dukakis, Randy Boliver, Ryan Doucette, Trina Corkum

Director: Thom Fitzgerald

Rating: Unrated

C.R.A.Z.Y. is crazy good, so to speak. A portrait of a French-Canadian family in 70's Quebec that will knock your socks right off, it's the story of a boy struggling with his identity and his relationship with his father. Featuring a killer soundtrack (including but not limited to Bowie, Pink Floyd, Rolling Stones), it received Best Canadian Film in 2005 at Toronto International Film Festival. There are many things I would like to say about C.R.A.Z.Y. but I fear it's one of those films you enjoy best when you go into them not knowing much.

Genre: Comedy, Drama

Actor: Alex Gravel, Anik Vermette, Claude Gagnon, Danielle Proulx, Denis Trudel, Élizabeth Adam, Francis Ducharme, Hélène Grégoire, Isabelle Pagé, Jean-Alexandre Létourneau, Jean-Louis Roux, Jean-Marc Vallée, Joël LeMay, Marc-André Grondin, Marie-Michelle Duchesne, Marie-Yong Godbout-Turgeon, Mariloup Wolfe, Maxime Le Flaguais, Maxime Tremblay, Michel Côté, Michel Laperrière, Mohamed Majd, Natasha Thompson, Pierre-Luc Brillant

Director: Jean-Marc Vallée

Rating: Not Rated

The title says it all: this is a story of love and basketball, one where the two intertwine and excitedly inform one another. Two childhood friends with a passion for ball develop deep feelings for one another. They have ambitions to go pro, but as Monica discovers how uneven the playing field really is for female athletes, and as Quincy grapples with his own needs and career, they reconsider their relationship both to each other and to the game they so love. 

Love & Basketball is a beautiful and sensitive movie that breaks stereotypes about Black love, which exists here as soft and nuanced as any other expertly drawn pairings in movies, and about Black women; Monica gets angry, but also vulnerable, hardworking, and loving. The sports component of the movie is just as finely detailed, with the energy of the matches bouncing off the screen walls. Clearly ahead of its time, Love & Basketball gets at the core of the game without losing sight of its talented players. 

 

Genre: Action, Comedy, Drama, Romance

Actor: Al Foster, Alfre Woodard, Boris Kodjoe, Chick Hearn, Chris Warren, Christine Dunford, Debbi Morgan, Dennis Haysbert, Erika Ringor, Gabrielle Union, Glenndon Chatman, Harry Lennix, Kyla Pratt, Monica Calhoun, Naykia Harris, Omar Epps, Regina Hall, Sanaa Lathan, Tyra Banks

Director: Gina Prince-Bythewood

Rating: PG-13

Based on the comic book by Daniel Clowes, Ghost World is a dark comedy that follows the exploits of teenage outcasts Enid and Rebecca (Thora Birch and Scarlett Johansson) as they navigate the many complexities of burgeoning adulthood. Central to the story is the unlikely friendship that Enid strikes up with a lonesome older man (played by Steve Buscemi), a curious relationship that drifts through various humorous and melancholy situations. It’s an original and often poignant look at alienation and identity, with Birch delivering a wonderfully deadpan and often hilarious performance, despite her entirely pessimistic attitude. It’s the type of film that’s just right when you’re in the mood for something just a little bit different.

Genre: Comedy, Drama

Actor: Alex Solowitz, Anna Berger, Ashley Peldon, Bob Balaban, Brad Renfro, Brett Gilbert, Brian George, Brian Jacobs, Bruce Glover, Chachi Pittman, Charles C. Stevenson Jr., Charles Schneider, Daniel Graves, Danny Allen, Dave Sheridan, David Cross, Debi Derryberry, Debra Azar, Diane Salinger, Dylan Jones, Ezra Buzzington, Illeana Douglas, Jake La Botz, James Sie, Jerry Rector, Joan Blair, Joel Michaely, John Bunnell, Joseph Sikora, Joshua Wheeler, Joy Bisco, Kaileigh Brielle Martin, Lauren Bowles, Lindsey Girardot, Lorna Scott, Marc Vann, Martin Grey, Mary Bogue, Matt Doherty, Pat Healy, Patrick Fischler, Paul Keith, Rini Bell, Scarlett Johansson, Sid Hillman, Stacey Travis, Steve Buscemi, T. J. Thyne, Teri Garr, Thora Birch, Tom McGowan, Tony Ketcham, Venus DeMilo Thomas, Will Forte

Director: Terry Zwigoff

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

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

Madeleine (Embeth Davidtz) runs a high-brow art gallery in Chicago and has to take a trip to North Carolina to meet with an artist she wants to sign. She uses this opportunity to also meet her husband’s family, who is originally from there.

She is introduced into the small world of rural North Carolina, personified in Ashley (Amy Adams), the wife of her husband’s brother. Ashley is a wide-eyed but good-hearted person who has never left her town and who is in a bad relationship but pregnant with her first child. 

Ashley is the true main character of this movie (even if all Adams accolades were for ‘best supporting’ awards). Her joyfulness, her pregnancy, and her interactions with Madeliene are studied closely in this subtle but touching family drama.

Genre: Comedy, Drama

Actor: Alessandro Nivola, Alicia Van Couvering, Amy Adams, Ben McKenzie, Bobby Tisdale, Celia Weston, David Kuhn, Embeth Davidtz, Frank Hoyt Taylor, Jerry Minor, Jill Wagner, Joanne Pankow, Matt Besser, R. Keith Harris, Scott Wilson, Will Oldham

Director: Phil Morrison

Rating: R

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

Bree (Felicity Huffman) is an uptight transwoman who gets a phone call from her long lost son who is in trouble. She does not tell him she is his father but bails him out of jail and they end up on a long road trip to LA. Bree's high strung conservative personality intersecting with a wild young man and people they meet along the way leads to some comical situations. Felicity Huffman's performance is excellent. It is enjoyable to watch the characters develop over the film.

Genre: Comedy, Drama

Actor: Amy Povich, Andrea James, Bianca Leigh, Burt Young, Calpernia Addams, Carrie Preston, Craig Bockhorn, Danny Burstein, Elizabeth Peña, Elizabeth Peña, Felicity Huffman, Fionnula Flanagan, Forrie J. Smith, Graham Greene, Grant Monohon, Jim Frangione, Jon Budinoff, Kevin Zegers, Maurice Orozco, Paul Borghese, Raynor Scheine, Richard Poe, Stella Maeve, Steve Hurwitz, Teala Dunn, Venida Evans

Director: Duncan Tucker

Rating: R

In “The Way”, an American doctor, Tom (Martin Sheen), travels to Spain to identify the remains of his deceased son (Emilio Estevez, also writer/director) who has died while traveling "El Camino de Santiago”, the famous pilgrimage across Northern Spain. Once there, Tom unexpectedly finds himself inspired to continue his son’s journey, sprinkling his ashes along the lengthy expedition to the Cathedral of Santiago de Compostela in Galicia, home to the shrine of the apostle St. James the Great. Along the way Tom gains several unlikely traveling companions: a Dutchman (Yorick van Wageningen), a Canadian (Deborah Kara Unger) and an Irishman (James Nesbitt), each of whom has his/her own personal reasons for making the pilgrimage, with each adding various degrees of drama and humor to the proceedings as well. A touching and inspiring film marred a bit by some unnecessarily roughly-hewn characterizations, but overall a pleasant experience with a warm feeling of adventure and camaraderie throughout.

Genre: Adventure, Comedy, Drama

Actor: Ángela Molina, Alfonso Delgado, Ángela Molina, Antonio Gil, Carlos Leal, David Alexanian, Deborah Kara Unger, Emilio Estevez, Eusebio Lázaro, James Nesbitt, Martin Sheen, Matt Clark, Omar Muñoz, Ramon Estevez, Renée Estevez, Romy Baskerville, Santi Prego, Simón Andreu, Simón Andreu, Spencer Garrett, Stéphane Dausse, Tchéky Karyo, Tchéky Karyo, Víctor Molero, Yorick van Wageningen

Director: Emilio Estevez

Rating: PG-13

Starring a sad-sack Steve Carrell and an ensemble cast with brilliant timing and real heart, Little Miss Sunshine is a rare understated comedy that brings laughter and tears. As a dysfunctional family's youngest member gets chosen to be in a pageant in California, the family must come together and support her through her journey. Along the path that they take, they learn and cope with each other. A great movie filled with phenomenal acting and writing with a real heart that will leave you breathless.

Genre: Comedy, Drama

Actor: Abigail Breslin, Alan Arkin, Beth Grant, Brenda Canela, Bryan Cranston, Dean Norris, Geoff Meed, Gordon Thomson, Greg Kinnear, Jerry Giles, Jill Talley, Joan Scheckel, John Walcutt, Julio Oscar Mechoso, Justin Shilton, Lauren Shiohama, Marc Turtletaub, Mary Lynn Rajskub, Matt Winston, Mel Rodriguez, Paul Dano, Paula Newsome, Steve Carell, Steven Christopher Parker, Terry Bolo, Toni Collette, Wallace Langham

Director: Jonathan Dayton, Valerie Faris

Rating: R