100 Best Grown-Up Comedy Films

The Romanian New Wave’s predilection for bleakness gets a tongue-in-cheek dig in this buddy comedy from the same country: “Romanians are bad at making movies,” Pompiliu (Alexandru Papadopol) complains. “They only show doom and gloom.” Indeed, the premise here could easily make for a miserable movie: three hapless working-class pals win a multimillion lottery jackpot but lose their ticket — and, with it, the chance for Dinel (Pedro Pascal-lookalike Dorian Boguță) to pay off the mafia don that’s holding his wife hostage in Italy.

But Two Lottery Tickets takes a decidedly droll view of their predicament. Part of that approach is achieved via the trio’s characterizations: they’re all goofy in different ways, from the ridiculous conspiracy theory-spouting Pompiliu and the gullible Dinel to sleazy chancer Sile (Dragoș Bucur). The rest of the film’s breezy comic tone comes thanks to their amusingly convoluted journey to retrieve the ticket, which they believe is in a bag that was stolen when Dinel was mugged by two thugs. These many segues implicate a cross-section of Romanian society into the film, making it a wry social commentary in places. Mostly, though, Two Lottery Tickets has modest ambitions — to be, simply, an enjoyable comedy — a goal it surpasses thanks to its absurdist humor and pitch-perfect performances.

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.

Generation-centric comedy is often of the “kids these days” variety — in which comedians make uninspired jibes about the youth of today while spectacularly lacking self-awareness of their own — but twenty-something stand-up Leo Reich thankfully upends that trend with his self-lampooning debut show. Reich takes a risk by unabashedly casting himself as a self-absorbed nepo baby in the opening — narcissism as a bit can become grating pretty quickly — but his perceptive abilities and readiness to both embody and commentate on Gen Z stereotypes are the saviors of this hour-long comedy special.

Stand-up isn’t the only medium he makes use of: the show is also part-musical, as Reich belts out wry musings on the contradictions of his generation — at once self-loathing but tending towards narcissism, cripplingly self-aware but no more enlightened for it — at intervals throughout. If there’s anything to lament here, it’s that Reich’s main character syndrome is so effectively paired with the doom-and-gloom context he paints (as he puts it, he’s spent way too much of his youth Googling “death toll”) that the show’s aftertaste is a little too bitter — but then again, nihilism is another characteristic typically associated with zoomers, so you could argue this is simply supreme commitment to the bit.

Demonstrating that a great stand-up routine should always stem from strong writing first and foremost, Brian Simpson makes common subjects for ridicule feel fresh again—just through how clever his writing is. Simpson seems to position himself from the same place where more controversial comedians punch down at women and at queerness. But he manages to push against expectations by keeping his focus on those who normally don’t get the brunt of the criticism, or by drawing us toward broader cultural problems that make people act the way that they do. None of this is all that novel, of course, and Simpson does end up dwelling on certain subjects for too long. But every line he speaks feels considered and is deployed with the perfect matter-of-factness, keeping the laughs consistent without ever complaining or intentionally trying to provoke.

As the title suggests, Saturday Night takes place in all of one night, during the very first airing of the titular NBC show. Everyone’s naturally nervous, not least of all Lorne Michaels (Gabriel LaBelle), who runs the entire circus. The suits are keeping eye, the cast clashes egos, no one knows where the lighting director is or if costume change can happen just in time. The guests are unhappy, there are too many sketches, and to top it all off, Lorne’s wife Rosie doesn’t know if she wants to use his last name in the credits. The stakes are high. But are they, really? Saturday Night often feels arrogant and self-important in how it assumes we’d care how things went down that fateful night. Still, it tempers that with a humorous self-awareness, some fine performances, an infectious buzzing energy, and well-timed reminders that SNL is, in fact, that show. It changed the trajectory of comedy in TV, and so that arrogance is earned (though still admittedly annoying at times). And lest you think it’s all laughs and nerves, Saturday Night also harbors some surprising sweet stuff in the center. The film doubles as a love letter to New York City, specifically the NYC of the late 20th century. Though that expression can be overloaded too, it’s endearing and enjoyable nonetheless.

The three leads residing in the Edinburgh flat of Shallow Grave are terrible people. They’re obnoxious snobs that like to lord over potential roommates simply because they can. So you can imagine that it’s rather hilarious to see them get torn apart– not just because of themselves generally, but precisely because their snobbish roommate selection process chose the absolute wrong person to room with. Director Danny Boyle captures that meltdown with excellent shots and an electronic soundtrack, with compelling performances that balances the dark humor with the thrill, pairing the seemingly silly contempt they have for others with the real mistrust that lays between them even before money enters their lives. There are certain moments that do feel familiar, but on the whole, Shallow Grave digs deeper than expected.

Better known through its original Spanish name El Infierno, Hell is an underrated crime thriller that satirizes Mexico at the time of the Drug War. It follows an immigrant, Benjamin Garcia, who subsequently dives into a life of crime, though it’s not as lucrative as he expects. What ensues ends up becoming a darkly humorous, Western-inspired take on the issue, flipping from funny to dramatic at a turn of a hat, and smartly pointing out the absurd in the violence that still grips the country today. While underseen abroad due to its NC-17 rating, it’s a fitting installment for director Luis Estrada’s penchant for bold political satires, garnering a cult following in the country itself.

Robin Hood might be a centuries old folk hero, but his reincarnations seem to pop up in real life, including the true story behind Dying to Survive. Alternatively translated as I’m Not A Medicine God, the modern day Chinese iteration is initially less concerned over the common good and more concerned with money. It makes for a much more humorous take, as the ordinary peddler bribes, smuggles, and asserts his desire for profit, but it also sets up the real desperation created by a medical drug industry that hopes to incentivize research and protect consumers, but inadvertently blocks the very people that needs said drugs. Dying to Survive might focus more on the smuggler than critiquing this conundrum, but nonetheless it understands the real recurring tragedy that modern life can’t seem to completely solve.

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.

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.