273 Best Grown-up Comedy Movies to Watch (Page 9)

You don’t have to have seen a single game of tennis to enjoy this mockumentary about the longest match that (n)ever took place in the sport’s history. Andy Samberg plays Aaron Williams, the mullet-sporting adopted brother of Serena and Venus (whose family “reverse Blind-Sided” him) made immortal by his record-smashing, week-long battle with posh, dim-witted English prodigy Charles Poole (Kit Harington) at Wimbledon. Things only get more riotously ridiculous from the premise: the team behind sports spoof Tour de Pharmacy chronicle the winding journeys the rivals took to that climactic seven-day showdown, from forays into the world of innovative underwear design to stints in Swedish jails, by way of a surreal tangent into the storied faux-history of courtroom sketch art. Suffice it to say: the tennis isn’t really the point here.

Real-life figures from the sport (including Serena Williams and John McEnroe) ground the spoof in enough reality to make the zany humor pop, with the comedy coming from a very game Fred Armisen, Michael Sheen, Lena Dunham, Will Forte, and Howie Mandel. With eccentric humor in spades — from the puerile to the surreal — and a lean runtime, 7 Days in Hell packs in as many dizzying jokes as Aaron and Charles do volleys in their absurd history-making rally.

Genre: Comedy, TV Movie

Actor: Andy Samberg, Chris Evert, Chris Romano, David Copperfield, Destiny Soria, Dolph Lundgren, Filip Hammar, Fred Armisen, Henrik Rutgersson, Howie Mandel, Jerry Gregorio, Jim Lampley, John McEnroe, Jon Hamm, June Squibb, Karen Gillan, Kit Harington, Lena Dunham, Lori Morkunas Jones, Ludwig Manukian, Lyssa Roberts, Mary Steenburgen, Michael Sheen, Serena Williams, Soledad O'Brien, Will Forte

Director: Jake Szymanski

Before he was Jim Morrison, Iceman, or Batman, Val Kilmer made his big screen debut as Nick Rivers, the doltish American rock 'n' roll idol who is unwittingly embroiled in an East German underground resistance plot in Top Secret!. Skewering everything from WWII romances and Cold War spy thrillers to ‘60s popstar musicals, this delightfully silly spoof from the team behind Airplane! is jampacked with sight gags, double entendres, and multi-layered setpieces delivered at such a manic pace that you’ll need several rewatches to exhaust all of its comedy. Its lowbrow style means that some jokes are undoubtedly dated, but there’s a lot of timeless wit on display here, including zinging one-liners, tongue-in-cheek lampooning of cinematic clichés, and slapstick gags in the vein of masters of the form like Jacques Tati and Buster Keaton. Top Secret! is blessedly under no illusions as to what we want from a movie like this, so the fact that there’s no comprehensible plot in sight only adds to the enjoyment here.

Genre: Comedy, Drama

Actor: Alan Harris, Andrew Hawkins, Billy J. Mitchell, Billy Mitchell, Burton Zucker, Charlotte Zucker, Chas Bryer, Christopher Villiers, David Zucker, Derek Lyons, Dimitri Andreas, Eddie Powell, Eddie Tagoe, Gertan Klauber, Guy Standeven, Harry Ditson, Harry Fielder, Ian McNeice, Jack Cooper, Janos Kurucz, Jeremy Kemp, Jerry Zucker, Jim Abrahams, Jim Carter, Jim Dowdall, John J. Carney, John Sharp, Kathryn Mullen, Lee Sheward, Louise Yaffe, Lucy Gutteridge, Mac McDonald, Marc Boyle, Marcus Powell, Martin Grace, Michael Gough, Nancy Abrahams, Nicola Wright, Omar Sharif, Orla Pederson, Paul Weston, Peter Cushing, Richard Bonehill, Richard Mayes, Steve Ubels, Stuart Fell, Susan Breslau, Sydney Arnold, Tina Simmons, Tristram Jellinek, Val Kilmer, Warren Clarke

Director: David Zucker, Jerry Zucker, Jim Abrahams

Rating: PG

Surprisingly heartwarming and enjoyable, The Unbearable Weight of Massive Talent turns its over-the-top premise into a tribute to the one and only Nicolas Cage. Playing an unfulfilled and broke version of himself, Cage’s next gig is an appearance at eccentric billionaire Javi Gutierrez’s (Pedro Pascal) birthday party. They strike up an instant bond over their love of film. However, the CIA suspects Gutierrez’s involvement in a political kidnapping, forcing Cage to investigate his friend. The film brilliantly employs those 90s-esque action tropes that Cage’s movies are known for - the car chases, the sunglasses, and the eccentric characters. Cage himself fully commits to the premise, but Pedro Pascal adeptly matches his energy with his easy-going charm. Their moments together and their shared love for cinema makes this a great watch.

Genre: Action, Comedy, Crime, Drama

Actor: Alessandra Mastronardi, Anna MacDonald, Björn Freiberg, Caroline Boulton, Cesare Taurasi, David Gordon Green, Demi Moore, Eli Jane, Enrique Martínez, Ike Barinholtz, Jacob Scipio, Jaime Ordóñez, Joanna Bobin, Katrin Vankova, Kristian Flores, Kristian Ventura, Lily Mo Sheen, Manuel Tallafé, Mario Perez, Neil Patrick Harris, Nicholas Wittman, Nicolas Cage, Paco León, Pedro Pascal, Rebecca Finch, Ricard Balada, Sharon Horgan, Tiffany Haddish

Director: Tom Gormican

Rating: R

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, Daniel Hank, 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

This fun comedy-drama is about Bridget, a 34-year-old who hasn't quite got it all figured out, but at least she’s trying: after terminating an accidental pregnancy, she gets herself a summer gig as a nanny for a fearless six-year-old by the name of Frances. 

Tackling a myriad of "taboo" topics including abortion, menstruation, and depression, the movie visually normalizes human experiences that remain underrepresented in mainstream cinema. And writer Kelly O’Sullivan, who also plays Bridget, has a screenplay that manages to do it all without feeling didactic.

Genre: Comedy, Drama

Actor: Bradley Grant Smith, Charin Alvarez, Chris Coats, Courtney Rioux, Danny Catlow, Francis Guinan, H.B. Ward, Hanna Dworkin, Jackson Evans, Jim True-Frost, Kelly O'Sullivan, Lily Mojekwu, Mary Beth Fisher, Max Lipchitz, Meighan Gerachis, Noah Williams, Ramona Edith Williams, Rebecca Buller, Rebecca Spence, Rebekah Ward, Roger Welp, Sophia Rubin

Director: Alex Thompson

Rating: N/A

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

This is an inexplicably and philosophically dark comedy.

Its protagonist, Larry, is a lackluster professor at a dull university. Then his life starts to unravel: his wife decides to leave him for one of his more successful colleagues; his unemployed brother moves in to stay on his couch.

So Larry ventures on a quest for meaning and clarity within his Jewish community.

All Cohen Brothers fans will appreciate the movie's aesthetics and comedic strength. The protagonist’s struggle will resonate with anyone who has had a religious upbringing: guilt is a big theme here.

I felt like I had to rewatch it to understand it. But I also enjoyed that weird sense of not understanding everything that's going on. Much like life itself.

The film rightfully earned itself two nominations for the Oscars, including Best Picture.

Genre: Comedy, Drama

Actor: Aaron Wolff, Adam Arkin, Alan Mandell, Allen Lewis Rickman, Amanda Day, Amy Landecker, Brent Braunschweig, Claudia Wilkens, David Kang, Fred Melamed, Fyvush Finkel, George Wyner, James Cada, Jane Hammill, Jessica McManus, Joel Thingvall, Katherine Borowitz, Landyn Banx, Michael Lerner, Michael Stuhlbarg, Michael Tezla, Peter Breitmayer, Punnavith Koy, Raye Birk, Richard Kind, Sari Lennick, Scott Thompson Baker, Simon Helberg, Stephen Park, Steve Park, Tim Russell, Tyson Bidner, Warren Keith, Wayne A. Evenson, Yelena Shmulenson

Director: Ethan Coen, Joel Coen

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