100 Best Grown-Up Comedy Films

Being an awkward comic is a very difficult trick to pull off; even self-deprecating humor and long, quiet beats in between jokes can’t just be used over and over. But while Ralph Barbosa’s incredibly chilled-out personality might not be for people who like their comedians loud and animated, his matter-of-fact punchlines and willingness to make himself sound like a bit of a wimp work like a charm. Cowabunga doesn’t touch on any hot-button topics, but it doesn’t have to. Throughout this hour-long special, Barbosa gives us a strong, frequently very funny view from the point of view of a guy who doesn’t want any trouble, but feels no pressure just being himself—a relatable dude if ever there was one.

A truly bizarre comedy that shoots far beyond the boundaries of what should probably be considered good taste, The Twentieth Century stands as one of the strangest movies ever made based on a historical figure. Adapted from the real Mackenzie King’s (Canada’s longest-serving prime minister) diaries, the film replaces any traces of reality with psychological projection and almost nonsensical stoner humor. It functions as a satire of the way Canadian society is often depicted as polite (when, according to writer/director Matthew Rankin, it’s anything but) and as a portrait of how even the most powerful politicians are just little boys seeking approval and indulging in fetishes to compensate for the love they can never receive.

Cheerfully outrageous yet heartwarmingly tender, the Adventures of Priscilla, Queen of the Desert was ahead of its time, daring to dive into drag and transexuality, when the rest of the world was still coming around to accepting homosexuality. On the bus which the title is named after, two drag queens and a trans woman have a road trip, that does have some difficult moments, when they drive through intolerant towns, but overall, becomes quite lovely, as the three forge a bond through drag, witty, sarcastic quips and sharing vulnerable moments. While all three leads are portrayed by cis men, and the role of Bob’s Filipino wife feels slightly stereotypical, overall, The Adventures of Priscilla is a grand ol’ time, a joyful film about finding family in a world where tolerance wasn’t a guarantee.

Since we live in a society, interacting with authority is inescapable. Terrestrial Verses depict fairly mundane day-to-day interactions– getting a birth certificate, settling a traffic violation, or attending a job interview– but through nine vignettes framed with a static camera, aimed at a person trying to negotiate with someone more powerful just outside the frame, these mundane interactions become satirically absurd. For those unfamiliar with the ideology behind the regime, these interactions are just so annoying. But for those in the know, the doublespeak in the dialogue reflects how finicky and arbitrary the rules set by the authoritarian regime are, and celebrates the wit and ingenuity of the ordinary people that have to navigate them. Terrestrial Verses seems utterly mundane at first, but it proves to be smart, incisive, and deeply insightful.

Frances (Greta Gerwig) lives in New York – but not the glamorous NYC of Woody Allen movies. Taking place primarily in the gritty and rapidly gentrifying North Brooklyn, the black and white film paints a picture of an extended adolescence. Focusing on the goofy and carefree Frances, who loses her boyfriend, her best friend and her dream of being a dancer. She moves in with two guys, both of whom are more successful than her, and becomes even more determined to fulfil her goals, impractical as they may be. Fans of HBO’s Girls and other odes to not being a “real person” yet will love this film.

Rarely do we get horror movies that are as dedicated to toying with audience expectations as Barbarian. Even rarer is a horror movie that pays so much attention to setting, and how men and women approach and interact with physical spaces in different ways. It’s a film that’s ultimately about entitlement—except it’s delivered to us with jet-black humor and manic energy, shifting from romantic to ridiculous to raving mad. But with instantly charming performances from Georgina Campbell and Bill Skarsgård—and Justin Long doing a brilliant job playing an absolute jerk—Barbarian never leaves you grasping in the dark, even if it leads you deeper into hell.

At 80 minutes, Smoking Causes Coughing is another slice of perfectly paced absurdist fun from Quentin Dupieux, the zany mind behind Rubber (in which a car tire turns serial killer) and Deerskin, the tale of a motorcycle jacket that wants to rule the world. This time around, the protagonists aren’t inanimate objects: they’re Tobacco Force, a Power Rangers-style band of lightly idiotic superheroes who harness the toxic power of cigarettes to defeat Earth’s enemies, and are each named after one of their harmful components (Benzene, Nicotine, Mercury, Ammonia, and Methanol). They’re led by Chief Didier, a rat who inexplicably dribbles green goo — and, even more inexplicably, casts an intense erotic spell over Tobacco Force’s female members.

Smoking Causes Coughing leans deliriously, hilariously far into its absurdist premise. Citing a lack of “group cohesion,” Chief Didier sends the Force to the woods on a team-building retreat. While they swap “scary” stories over a campfire, however, a reptilian galactic supervillain plots to put Earth “out of its misery” because it’s a “sick planet” (can’t really argue with that). Full of insane plot twists and without a tired trope in sight, Smoking Causes Coughing never approaches the realm of predictability — no small achievement in this era of superhero fatigue.

This HBO mockumentary is part-pastiche of the mythologising sports documentary, part-zany comic creation of its own. Tour de Pharmacy tells the incredible untrue story of the 1982 Tour de France, the most chaotic iteration of the race that never happened. Of the original 170 cyclists, all but five were disqualified for bribing the deep-in-debt president of cycling’s governing body (Kevin Bacon), leaving only Italian-a sensation-a JuJu Peppi (Orlando Bloom); secret female racer Adrian Baton (Julia Ormond and Freddie Highmore); frustrated nephew of Jackie Robinson, Slim (Daveed Diggs); a roided-out Austrian (John Cena); and Marty Hass (Andy Samberg), a Nigerian cyclist despised by his country.

Tragedy, scandal, and surprising romance unfold across the documentary’s chronicling of the race’s 21 stages, with plenty of digressions along the way — from a riotous interview with the head of the sport’s anti-doping agency (played by Nathan Fielder) to an animated explanation of red and white cells that devolves into a surreally bloody civil war. The humor zooms between the high-brow (French New Wave references delivered by JJ Abrams) and the R-rated from scene to scene, making this breezy mockumentary a wild ride of its own.

Of the many violence-inflected black comedies that Pulp Fiction spawned, Grosse Pointe Blank ranks among the best. Though it’s patently inspired by Tarantino’s magnum opus — John Cusack plays a sardonic, amoral hitman, and the film features bursts of stylized violence and a retro soundtrack — it never feels derivative. The film finds its own identity as a quirky romcom when Cusack’s character, Martin Blank, returns to his hometown for a 10-year high-school reunion on the advice of his terrified therapist (Alan Arkin).

Martin is experiencing professional disillusionment as part of the quarter-life crisis that often takes hold when one realizes it’s been a whole decade since high school. His profession puts a darkly comic spin on that convention, but the film doesn’t treat that element entirely flippantly. Unlike Martin — and so many of the film’s Pulp Fiction-inspired brethren — Grosse Pointe Blank isn’t nihilistic, but quite sincerely romantic. Its hybrid nature and surprising heart come to the fore in Martin’s renewed relationship with the girlfriend he jilted at prom: Debi (Minnie Driver), now a ska-loving radio DJ. Cusack and Driver have sparkling chemistry, which makes the sincerity with which their characters grapple with the possibility of a second chance at happiness all the more absorbing to watch.

After Jackie and Spencer, the dark satire El Conde is a surprise new entry in Pablo Larraín’s stacked filmography. Already, the film has prominent differences– it’s shot in black and white, starting with narration from an unseen and posh Englishwoman that makes the film’s events feel like entries in Bridgerton’s scandalous newsletter. The subject is far from the beloved wives of presidents and princes– it’s centered around a notorious Chilean dictator who remains unpunished for his crimes. However, as his fictional vampire version deals with his rightfully ruined legacy, El Conde proves to be a witty satiric twist to Larraín’s usual themes. Through familial squabbles over ill-gotten wealth, confessions and exorcism conducted by a nun, and certain foreign interventions, El Conde paints an everlasting greed that continues to haunt Larraín’s homeland.