100 Best Grown-Up Comedy Films

Harold and Maude may ostensibly be about death—so much so, that by Harold’s 10th fake suicide attempt, you’ll be rolling your eyes—but it’s also a sweet tale that celebrates life’s small joys and everyday people. The film’s two sides are personified by the titular characters. Harold seems tired of life, while Maude is all about it. And yet, Harold comes from privilege, while Maude hides a dark past. They learn about and from each other, but ultimately it’s the kindness they show one another, in a society that treats them as outsiders, that gives the film its heart. It sounds simple on paper, but Harold and Maude is packed with the kind of style, sound, and deadpan wit that dominates modern independent cinema (see: The Submarine, or Rushmore). It didn’t make waves back in 1971 when it premiered, but decades later, it remains a cult favorite for these reasons.

Miso may be living day to day on her meager earnings as a cleaner, but she is decidedly content. She insists that all she needs to get by are cigarettes, whiskey, and time with her boyfriend, so when a spike in rent and prices invites her to reassess her priorities, she doesn’t budge. Instead of forgoing these luxuries, she gives up her tiny place and couch surfs with her old bandmates. What follows is a reunion of sorts, where darkly humorous epiphanies are had on both ends about adulthood, responsibilities, and what it really means to be happy in an increasingly indifferent, profit-oriented world.  

Microhabitat treads on very grave themes, and the images it conjures can be unsettling. But it is also surprisingly light on its feet, displaying sharp satire and sweet empathy for its unyielding protagonist. Miso is portrayed with a smartness and softness that evades rational judgment, and this endearment makes the story, especially the ending, all the more painfulul, poignant, and impactful.

Dear Ex is a family drama that explores LGBT+ issues in contemporary Taiwan. As much as it is a movie about how people cope with loss, it’s a powerful, heartwarming, and intimate portrait of the relationship between Jay and Song Zhengyuan and all the obstacles they face.

While the themes of Dear Ex are heavy, the director makes the viewing experience easier for the audience thanks to humorous and witty dialogue. Meanwhile, the history between Jay and Song Zhengyuan’s relationship unfolds in a very beautiful, almost poetic way, and by the end of the movie, we understand that everyone gets their own kind of forgiveness. The way the characters effortlessly show that love is something beyond genders is admirable, and it is great to see how everyone gets their own kind of forgiveness whether it’s from themselves or from others by the end of the movie.

If you’re a fan of musical theater of any kind, Topsy-Turvy pays tribute to that notoriously tricky art form with a stunning attention to detail and a dedication to telling its story without any unnecessary drama whatsoever. It’s hard not to get swept up in the humor, entertainment, and simple joy found in the writing process and in rehearsals of entire scenes. Come for the Oscar-winning costumes and makeup, stay for the wonderfully old-timey musical numbers, the brilliantly grounded performance from Jim Broadbent, and the sense of satisfaction of just watching everything finally come together to thunderous applause.

“Imagine a nightmare when you had to relive your adolescence,” says Cecilia Aldarondo at the beginning of her third film, You Were My First Boyfriend. Indeed, the scene recalls a teen prom that could easily be yours (if you were one of the unpopular girls): neon lights, prettier dresses that are never yours, disapproving looks, and the impression that everyone around you is having the time of their lives, while you sit awkwardly in a corner. This image sets the tone for a self-exploration in documentary form that relies on a simple, yet imaginative premise, what if you could re-enact the formative events from back then, but do so today, by directing actors to step in for your past selves. Aldarondo approaches the topic sincerely and with curiosity. Not a pang of nostalgia there, but the heartfelt doc manages to reflect on the pasts that shape us in a witty way to promote self-acceptance and, ultimately, healing.

When forming a connection with someone, sometimes it doesn’t go the way you plan to– it’s a familiar romcom thread, something from the classics, but it’s a story that works. Trick is a witty comedy of errors with a similar thread, but through the various obstacles shy gay man Gabriel has in trying to get a one night stand, the romcom neatly introduces him, and us, to Greenwich Village’s gay community of the 1990s: the casual piano bars, the vibrant nightclubs, and the fun drag shows. It’s charming, it’s sweet, it’s humorous, and it has a lighthearted relatable struggle, one that focuses on the joys and pleasures of falling in love as a gay man.

At first glance, The Madness of King George seemed like a history lesson about King George III. Like plenty of British royalty dramas, the film has all the opulent trappings in its sets and costumes, as well as some of the best actors from the British isles. However, unlike other depictions of the monarchy, the film depicts the king not as a benevolent ruler or oppressive tyrant– instead, King George III is terribly human, with his memory failing, being unsettled by loss, and concern over his health, which involves having to look at his urine. But the historical satire, based on the 1991 stage play, still manages to have the same mockery towards the opportunistic court, while still retaining sympathy for the very nobility it mocks, through original playwright Alan Bennett’s adept writing, as well as the excellent performance of the stacked ensemble cast.

As a comedy made in the 80’s all about a gay couple, viewers not familiar with this indie film might expect something tragic, raunchy, or insensitive, but Parting Glances is surprisingly understated. The main relationship is refreshingly treated with the same domesticity as a straight couple would, and the main conflict isn’t concerned with acceptance– after all, Michael and Robert were already accepted by their urban Manhattan community. In writing this, first-time director Bill Sherwood is able to focus on the upcoming long-distance relationship, Michael realizing Robert wants the distance, while Robert feels uncertain over Michael’s feelings for his ex dying from AIDS. The film doesn’t shy away from the touching, but even with the difficult pain of losing parts of the community, it’s still straightforward, unsentimental, and so funny with the witty repartee between the well-written characters. Parting Glances is a true gem.

Generally, most people would like foreigners to like their country, but most people can’t control what their fellow countrymen have done abroad, good or otherwise. And while now these opinions are relegated to most only on online spaces, there are some incidents when this actually affects real world crises. California Dreamin’ is based on the real life delay of NATO forces during the Kosovo War, but it’s less concerned with the actual war, and more concerned about the village itself, and their perspective on the NATO troops intruding in their way of life. Co-writer and director Cristian Nemescu depicts this event with a slice-of-life approach, with the culture clash between American soldiers and Romanian village folk forming most of the comedy, but it never forgets the way American aid was once requested but denied in black-and-white memories of World War II. While the length and editing wasn’t completed due to the death of Nemescu, Nesfârșit still keeps its edge, slicing through satire the difficult dynamic between the two countries.

When a film is about a person, most depictions would be presented in the best possible light, all to present them as a person to be admired. That being said, Barney’s Version does not do that. The novel does give the adaptation some trouble– after all, Barney is a guy that fell in love with a woman other than his wife on his wedding night– but while Barney isn’t exactly the best person you’d like to meet, the way the story is structured, Paul Giamatti’s sympathetic performance and the way Barney remains honest with himself and his desires all throughout life makes the title character easy to root for, even with all his blunt ways. Barney’s Version does take plenty of familiar tropes, sometimes stereotypical, but it handles this life drama with subtle comedy and excellent performances.