18 Movies Like The 40 Year Old Virgin (2005)

Staff & contributors

, 2011

It might seem like a no-brainer that trying to make a comedy movie featuring a character with cancer is not a great idea. And while there may be a good share of failed attempts in that category, 50/50 is not one of them. And then it might come as a surprise that this subtle attempt at cancer comedy comes courtesy of Superbad creators Seth Rogen and Evan Goldberg. It also stars indie cutie Joseph Gordon-Levitt as the young and fit Adam Lerner, who works as a writer for public radio before learning that he has malignant tumors all along his spine. Between his overbearing mum (Anjelica Huston), slightly obnoxious but good-hearted bestie (Seth Rogen), self-help groups, and his therapist (played by Anna Kendrick), he struggles to find a way of acquiescing to his 50/50 chance of survival. Similarly, 50/50 strikes a delicate balance between the bromance gags, the date-movie elements, and the grave subject matter at its heart. It manages to mine humor, pathos, and simple honesty from a dark situation, and is not afraid to “go there”. The result is truly compassionate comedy.

Genre: Comedy, Drama

Actor: Adrian Glynn McMorran, Amitai Marmorstein, Andrea Brooks, Andrew Airlie, Anjelica Huston, Anna Kendrick, Beatrice King, Brent Sheppard, Bryce Dallas Howard, Cameron K. Smith, Chilton Crane, Christopher De-Schuster, D.C. Douglas, Daniel Bacon, Donna Yamamoto, Jason Vaisvila, Jessica Parker Kennedy, Jonathan Levine, Joseph Gordon-Levitt, Laura Bertram, Lauren Miller, Luisa D'Oliveira, Marie Avgeropoulos, Matt Frewer, Matty Finochio, P. Lynn Johnson, Peter Kelamis, Philip Baker Hall, Sarah Smyth, Serge Houde, Seth Rogen, Stephanie Belding, Stephen Colbert, Sugar Lyn Beard, Tom MacNeill, Veena Sood, Will Reiser, William 'Big Sleeps' Stewart, Yee Jee Tso

Director: Jonathan Levine

Rating: R

This surprising documentary follows Jiro, an 85 year old Japanese chef, his Michelin-starred restaurant in the Tokyo underground, and his eager sons. While ostensibly about sushi – and believe me, you’ll learn about sushi and see absolutely gorgeous images of the raw-fish creations – the film’s dramatic impetus is carried by the weight of tradition, the beauty of a labor of love, obsession, and the relationship between father and son. Truly a must-watch.

Genre: Documentary

Actor: Daisuke Nakazama, David Gelb, Hachiro Mizutani, Harutaki Takahashi, Jiro Ono, Masuhiro Yamamoto, Yoshikazu Ono

Director: David Gelb

Rating: PG

, 2012

Goon is funny, violent, and sweet as hell. You’ll be surprised by how nasty it is but at the same time you won’t care. What you will want to do, on the other hand, is rip through the screen, and hug the main character. It is also a great example of a feel-good movie that isn’t solely focused on being a feel-good movie. It’s also great love story, with all its absurdities and highly emotional load. The story shines a light on the players who join hockey teams not for the game but for the fights that may erupt. They are called goons. Doug Glatt (Seann William Scott) is a new goon and this movie is his journey towards success both on the ice and off.

Genre: Comedy, Drama

Actor: Ali Hassan, Alison Pill, Amy Groening, Andrew Degryse, Aron Tager, Brandy Jaques, Bryan Clark, Christian Fraser, Christian Lalonde, Darren Ross, David Lawrence, David Paetkau, Don Carmody, Ellen David, Eugene Levy, Gabriel Daniels, George Tchortov, Georges Laraque, Howard Jerome, Jacob Klick, James Durham, Jay Baruchel, Jeff Strome, Jeff Wahl, Jodi Stecyk, John Paul Tremblay, Jonathan Cherry, Kalyn Bomback, Karl Graboshas, Ken St. Mars, Kim Coates, Lance Cartwright, Larry Woo, Liev Schreiber, Lorrie Papadopoulos, Marc-André Grondin, Mark Dann, Michael Dowse, Mike Bell, Mitchell Kummen, Nicholas Campbell, Richard Clarkin, Ricky Mabe, Robb Wells, Sarah Scheffer, Sean Skene, Seann William Scott, Sidney Leeder, Terry Ray, Tom Anniko

Director: Michael Dowse

Rating: R

Four Lions is as black and as dark as a movie can ever get, mixing cultural relevancy with humor and ridiculousness. It is insensitive to Islam, insensitive to terrorism and insensitive to the viewer. But it is hilarious. The director spent three years talking to Imams, terrorism experts and basically everyone. The result? A legit 97 minutes that will dazzle even extremists with its knowledge of Islam and the accuracy of its lines. Needless to say that it will upset quite a few people, but that is always a good sign for black comedy movies, right?

Genre: Comedy, Crime, Drama

Actor: Adeel Akhtar, Adil Mohammed Javed, Alex MacQueen, Arsher Ali, Benedict Cumberbatch, Craig Parkinson, Darren Boyd, Jonathan Maitland, Julia Davis, Kayvan Novak, Kevin Eldon, Marcus Garvey, Nigel Lindsay, Preeya Kalidas, Riz Ahmed, Shameem Ahmad, Waleed Elgadi, Wasim Zakir, Will Adamsdale

Director: Chris Morris, Christopher Morris

Rating: R

David O. Russel (Silver Linings Playbook, American Hustle) is one of those directors who the more you dig into his past, the more you are rewarded. I Heart Huckabees is a great example of this, as is The Fighter (both are must-watch if you haven't seen them). But it is Three Kings that truly presented him as someone who can give great substance to big-budget movies. It stars George Clooney, Mark Wahlberg, Ice Cube, and even director Spike Jonze (Her, Adaptation), in other words, a festival of talent at its peak. And it follows three soldiers who want use the end of the Gulf War as an opportunity to get rich. Their journey through a devastated and uncertain Iraq is a thrilling one, as Three Kings is action-packed. But the purpose of this movie lies somewhere between political satire around American interventionism and social criticism of the main characters. However, none of that stands in the way of this movie being an entertaining and exhilarating movie.

Genre: Action, Comedy, War

Actor: Ali Afshar, Alia Shawkat, Brian Bosworth, Cliff Curtis, David O. Russell, Doug Jones, Dylan Brown, George Clooney, Holt McCallany, Ice Cube, Jamie Kennedy, Jim Gaffigan, Jon Sklaroff, Judy Greer, Liz Stauber, Mark Wahlberg, Mykelti Williamson, Nora Dunn, Rick Shuster, SaÁ¯d Taghmaoui, Saïd Taghmaoui, Sayed Badreya, Spike Jonze

Director: David O. Russell

Rating: R

Adventureland is a retro-tinged movie about teens in Pittsburgh working at a run down amusement park during the summer of 1987. It is marketed as similar to Superbad, when in fact the only thing they have in common is the Director. Adventureland is funny, but it is more sweet, tender, and intimate. Touching on themes of unrequited love, returning home, and small-town love, the film stars Jesse Eisenberg, Kristen Stewart, and the always-delightful-duo of Bill Hader and Kristen Wiig. In addition, the film’s soundtrack is a joyous blast from the past, running the gamut of all your favorite 1980’s synth-happy love songs. It is a movie that anyone can really relate to, no matter when they were born, and an amazing watch.

Genre: Comedy, Drama, Romance

Actor: Adam Kroloff, Amy Landis, Ashtin Petrella, Barret Hackney, Bill Hader, Dan Bittner, Declan Baldwin, Eric Schaeffer, Ian Harding, Jack Gilpin, Jesse Eisenberg, Josh Pais, Kelsey Ford, Kevin Breznahan, Kimisha Renee Davis, Kristen Stewart, Kristen Wiig, Lisa Lamendola, Marc Grapey, Margarita Levieva, Martin Starr, Mary Birdsong, Matt Bush, Michael Zegen, Paige Howard, Russell Steinberg, Ryan McFarland, Ryan Reynolds, Stephen Mast, Todd Cioppa, Vanessa Hope, Wendie Malick

Director: Greg Mottola

Rating: R

Man on Wire is a true technical masterpiece. You can almost feel the director telling the cameraman what angle to choose, or thinking about the questions that will generate the most resounding answers. However, this does not diminish the story this documentary tells one bit. It’s one that is glorious, riveting, and fun. It’s one where you feel like an insider to a world lived on and below wires, with high-stake risks. Hopefully the edge of your seat is comfortable, because this is where the movie will keep you till the very end.

Genre: Documentary

Actor: Annie Allix, David Forman, Jean François Heckel, Jean-Louis Blondeau, Mark Lewis, Philippe Petit

Director: James Marsh

Rating: PG-13

Jenna is a young woman living a rather unhappy life in a town in the American South. The highlight of her days is inventing and baking pies at the diner where she works, giving them names like the “I Hate My Husband Pie”. Her life, however, seems to have hit an unpleasant dead-end: as her pie suggests, she no longer loves her chauvinistic pig of a husband and, as if that wasn’t enough, she’s pregnant with his child.

Waitress is about one woman’s determination to dig through the sourness of life in the hopes of finding a layer of sweetness underneath. Premiering only months after lead actress Adrienne Shelly’s tragic death at the age of 40, Waitress features wonderful performances that make for a delicious film, with the right ingredients to hold everything together.

Genre: Comedy, Drama, Romance

Actor: Adrienne Shelly, Andy Griffith, Andy Ostroy, Caroline Fogarty, Cheryl Hines, Christy Taylor, Cindy Drummond, Darby Stanchfield, Eddie Jemison, Heidi Sulzman, Jeremy Sisto, Keri Russell, Lauri Johnson, Lew Temple, Nathan Dean, Nathan Fillion, Sarah Hunley

Director: Adrienne Shelly

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

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

One of the many good movies from director Edgar Wright - if you loved Shaun of the Dead, then this Buddy-Cop Homage will make you double over (and question humanity – or lack, thereof) just as much. Sandford is a small English village with the lowest crime and murder rates, so when overachieving police Nicholas Angel (Simon Pegg) gets sent there because he was so good he intimidated those around him, he just about loses it. From car-chasing, bone-thrilling, head-blowing action, he graduates to swan-calling, thrill-seeking, sleep-inducing madness. But all that’s about to change – for the worse? For the better? You decide. An obscenely funny flick that has an intriguing plot and an even greater set of characters, Hot Fuzz wasn’t named the best film of the Cornetto trilogy for nothing, clearly cementing Pegg and Nick Frost as the ultimate action duo of the genre.

Genre: Action, Comedy, Crime, Mystery

Actor: Adam Buxton, Alice Lowe, Anne Reid, Ben McKay, Bill Bailey, Bill Nighy, Billie Whitelaw, Cate Blanchett, Chris Waitt, Colin Michael Carmichael, David Bradley, David Threlfall, Edgar Wright, Edward Woodward, Eric Mason, Garth Jennings, Graham Low, Jim Broadbent, Joe Cornish, Julia Deakin, Karl Johnson, Kenneth Cranham, Kevin Eldon, Lorraine Hilton, Lucy Punch, Maria Charles, Martin Freeman, Nick Frost, Olivia Colman, Paddy Considine, Patricia Franklin, Paul Freeman, Peter Jackson, Peter Wight, Rafe Spall, Robert Popper, Ron Cook, Rory McCann, Simon Pegg, Stephen Merchant, Steve Coogan, Stuart Wilson, Tim Barlow, Timothy Dalton

Director: Edgar Wright

Rating: R

Philipp Seymour Hoffman stars in this family drama next to Laura Linney as siblings. They have to unite to support their father who after the death of his girlfriend finds himself alone. The Savages, after the family name, have dynamics that are all too common and easily recognizable. This is a beautiful and real movie.

Genre: Drama

Actor: Cara Seymour, David Zayas, Debra Monk, Erica Berg, Gbenga Akinnagbe, Guy Boyd, Jennifer Lim, Joan Jaffe, Laura Linney, Maddie Corman, Margo Martindale, Michael Blackson, Peter Frechette, Peter Friedman, Philip Bosco, Philip Seymour Hoffman, Rosemary Murphy, Sage Kirkpatrick, Salem Ludwig, Sandra Daley, Sidné Anderson, Tonye Patano, Zoe Kazan

Director: Tamara Jenkins

Rating: R

A residential dispute spirals out of control into full, xenophobia-fueled tragedy in this straightforward and elegantly made film that comes from a now-bygone era of mid-budget dramas for adults. House of Sand and Fog may come off as excessively bleak to viewers today, but it manages to capture a very particular mood of paranoia and distrust common in post-9/11 American cinema. And if nothing else, the film is worth watching for a trio of powerful performances that never resort to overacting: from Iranian actress Shohreh Aghdashloo, English screen legend Ben Kingsley, and an always compelling Jennifer Connelly, who was arguably at the peak of her career in the early 2000s.

Genre: Drama

Actor: Aaron Frazier, Aki Aleong, Al Rodrigo, Ashley Edner, Ben Kingsley, Bonita Friedericy, Brian Reed Garvin, Carlos Gómez, Cooper Thornton, David Carrera, Dennison Samaroo, Frances Fisher, Frank Gallegos, Izabella St. James, Jennifer Connelly, Joe Howard, Jonathan Ahdout, Joyce Kurtz, Karl Makinen, Ken Kerman, Kia Jam, Kim Dickens, Marco Rodriguez, Mark Chaet, Max Jansen Weinstein, Michael Papajohn, Nasser Faris, Navi Rawat, Pamela Shaddock, Ray Abruzzo, Ron Eldard, Scott Kinworthy, Scott N. Stevens, Shani Rigsbee, Shohreh Aghdashloo, Spencer Garrett, Tom Reynolds, Zoran Radanovich

Director: Vadim Perelman

Nostalgia for the Light is a documentary about Atacama desert and the two activities that go on there: astronomers in ALMA space observatory examine the sky, and the relatives of murdered people dig the ground hoping to find their loved ones. The way the director compares these seemingly totally different topics (searching the sky and searching the sand) is pure poetry. It's a serious, but not depressing nor boring movie. All the interviewed people are amazingly relevant and have great insight. They made me feel like I want to get to know them personally. If you're looking for a detailed "for dummies" introduction about Chile, ALMA observatory or Pinochet's concentration camps, this movie is not for you. It's for viewers who want to learn to appreciate the beauty of life and history, and the surprising parallels they sometimes offer us.

Genre: Documentary, Drama

Actor: Gaspar Galaz, Lautaro Núñez, Luís Henríquez

Director: Patricio Guzmán

The Sessions is drama about Mark O’Brien (John Hawkes), a quadriplegic who is forced to live in an iron lung due to complications from childhood Polio. A poet by trade, Mark longs to experience the touch of a woman, and despite his condition, to ultimately lose his virginity at the age of 38. After consultation with his parish priest (William H. Macy), Mark begins to see a professional sex surrogate (Helen Hunt), who slowly opens his mind and his body to the pleasures of sexuality. A very frank depiction of sex and sensuality, The Sessions is unflinching yet utterly tender storytelling. Hawkes and Hunt are both wonderfully real and honest in their performances. It’s the type of film that will surprise you by the ending at how much it has moved you.

Genre: Comedy, Drama, Romance

Actor: Adam Arkin, Annika Marks, B.J. Clinkscales, Blake Lindsley, Daniel Quinn, Helen Hunt, J. Teddy Garces, James Martinez, Jarrod Bailey, Jennifer Kumiyama, John Hawkes, Jonathan Hanrahan, Ming Lo, Moon Bloodgood, RayVeness, Rhea Perlman, Robin Weigert, Rusty Schwimmer, Tobias Forrest, W. Earl Brown, William H. Macy, Мун Бладгуд

Director: Ben Lewin

Rating: R