100 Best Grown-Up Comedy Films

100 Best Grown-Up Comedy Films

September 21, 2024

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Step into the world of hilarious wit, sharp satire, and clever comedic timing. These cinematic gems cater to the mature palette, delivering comedy that tickles the intellect and touches the heart. From witty banter to relatable situations and biting social commentary, these grown-up comedy films will have you rolling on the floor with laughter. So enjoy the best comedic offerings that celebrate the joys and absurdities of adulthood.

21. Walk Hard: The Dewey Cox Story (2007)

best

8.3

Country

United States of America

Director

Jake Kasdan

Actors

Adam Herschman, Amber Hay, Angela Little, Cheryl Ladd

Moods

Easy, Funny, Grown-up Comedy

If you’ve never seen Walk Hard before but still get déjà vu from just its first 10 minutes, that’s the point. This riotous pastiche parodies every musician biopic ever made — and even many that came after it. Its ability to predict the future is thanks to its sharp observation of all the clichés that are typically wheeled out when a musical artist’s life story gets the big screen treatment. Walk Hard skewers everything from the tropes of preternatural musical abilities and galvanizing childhood trauma to the formulaic three-act structure that follows the musician’s rise, inevitable fall, and triumphant rise again.

Absolutely no chances are left unseized to lampoon the genre: the film is told in an incredibly long flashback, for example, and features multiple groan-including moments in which characters say the movie’s title out loud, all but winking at the camera. The danger with a parody is that the joke can get old quickly, but Walk Hard is blessedly full of laughs that would stand up even outside of the spoof framework, displaying incredible devotion to even the most throwaway of jokes (as when The Temptations make a cameo for one five-second gag). Not just a brilliant satire, then, but a terrific comedy of its own.

22. Win Win (2011)

best

8.2

Country

United States of America

Director

Tom McCarthy

Actors

Alex Shaffer, Amy Ryan, Bobby Cannavale, Burt Young

Moods

Dramatic, Easy, Funny

Paul Giamatti knocks in out of the park in Win Win. The movie has so much humanity in it as well as a fantastic story that’s rooted in normalcy. At last a movie about second chances that is anything but cheesy. The rhythm of the humor in this movie helps you move through the serious themes unscathed (for the most part). In sum, the jokes are spot-on and the acting is excellent.

23. Your Sister’s Sister (2012)

best

8.2

Country

United States of America

Director

Female director, Lynn Shelton

Actors

Emily Blunt, Jeanette Maus, John Lavin, Kate Bayley

Moods

Dramatic, Easy, Feel-Good

The acting… oh the acting! Your Sister’s Sister is a fantastic comedy which makes great use of the amazing talents and suitability of its cast, including the criminally underused Emily Blunt. Far smarter, quicker and grown-up than most other Rom-Coms, it’s a film built on secrets, lies and, yes, love, sex and family.

24. St. Vincent (2014)

best

8.2

Country

United States of America

Director

Theodore Melfi

Actors

Alexandra Fong, Amber Clayton, Ann Dowd, Bill Murray

Moods

Easy, Feel-Good, Grown-up Comedy

In this comedy/drama, Bill Murray plays an aged, dispirited war veteran named Vincent who openly disdains most people and gives little attention to anything beyond alcohol and horse racing. Living a life of solitude in Brooklyn, everything takes a turn when a young single mother (Melissa McCarthy) and her son Oliver move in next door. Vincent eventually takes on the responsibility of watching over Oliver when Maggie is at work. Murray is perfectly unpleasant in his darkly comedic role, as his relationship with Oliver evolves despite his own misgivings, providing young Oliver (Jaeden Lieberher) with the fatherly/grandfatherly presence he desperately needs. Though somewhat formulaic, St. Vincent rises above expectations by way of great dialogue, favourable performances from all of the leads, and an unbelievably touching finale that will melt your heart. Much better than you probably expect—definitely check this one out.

25. The Big Sick (2017)

best

8.2

Country

United States of America

Director

Michael Showalter

Actors

Adeel Akhtar, Aidy Bryant, Alison Cimmet, Andrew Pang

Moods

Easy, Feel-Good, Funny

A revelation of a movie, both in filmmaking and commercial success. While little-known abroad, it has made more than $42 million in US Box Office revenue out of a tiny $5 million budget. Kumail Nanjiani, stand-up comedian and star of the show Silicon Valley, tells his own story of romance with his now-wife Emily V. Gordon (who co-wrote the movie). Because it is based on a true story, and because it is the product of the love of both its writers and stars, this movie is incredibly heartfelt. It is also timely, addressing heavy themes such as identity, immigration, and family relationships. Not to mention it is absolutely hilarious. And it’s produced by Judd Apatow. Trust me and go watch it.

26. Paddleton (2019)

best

8.2

Country

United States of America

Director

Alex Lehmann, Alexandre Lehmann

Actors

Alana Carithers, Alexandra Billings, Bjorn Johnson, Carlos A. Salazar

Moods

Character-driven, Depressing, Dramatic

There are three big reasons to watch Paddleton. The first two are Ray Romano and Mark Duplass, who play the two neighbors at the center of the story. And the third is Alexandre Lehmann, the director, who also is responsible for Blue Jay (on Netflix as well).

These two misfit neighbors find themselves together when one of them is diagnosed with cancer. They embark on a trip to the nearest pharmacy (a six-hour drive) which turns into an adventure.

This premise gives Paddleton a lot to play on: it’s a comedy, but it’s also a drama about a fatal disease. It’s a bromance, but it’s about a fragile friendship. All these contradictions make Paddleton a great slice-of-life movie. And again, both actors are amazing. Watching it just for them is worth it.

27. Thank You for Smoking (2005)

best

8.1

Country

United Kingdom, United States of America

Director

Jason Reitman

Actors

Aaron Eckhart, Aaron Lustig, Adam Brody, Aloma Wright

Moods

Funny, Grown-up Comedy, Smart

As black a comedy as they come. Nick Naylor (superbly portrayed by Aaron Eckhart) is the chief spokesperson for tobacco and shows the world why smoking is as key to protect as any other liberal value. This movie is funny, smart, thoughtful and raises some good questions about the ego, the morale and what we leave behind, from unexpected sides.

28. Stuck in Love (2012)

best

8.1

Country

United States of America

Director

Josh Boone

Actors

Alex ter Avest, Barbara Weetman, David Carzell, Glen Powell

Moods

Grown-up Comedy, Lovely, Romantic

A beautifully intertwined love story showing the ups and downs of a father, his ex-wife, and their children experiencing love. The film weaves the three love stories of the different generations seamlessly and leaves you caring deeply about the characters. It has an amazing soundtrack added to fantastic acting that will make you feel as though you are living the same experiences as the quirky, screwed up family. It’s a movie for anyone in the mood for a romantic comedy with a little more substance than your average rom com.

29. Private Life (2018)

best

8.1

Country

United States of America

Director

Female director, Tamara Jenkins

Actors

Alyssa Cheatham, Amaya Press, Caroline Martin, Danny Deferrari

Moods

Grown-up Comedy, Romantic, Slice-of-Life

Paul Giamatti, man. Ever watched Win/Win? What a performance. I didn’t think he could do any better than that. But here he did.

This movie is now on Netflix. It’s about a couple that is trying to have a kid but can’t. Their frustration grows, but so does their willingness to do whatever it takes to become parents. They try to adopt, go to fertility clinics and ultimately ask their niece to donate her eggs. To really work, such a plot requires well-written, multifaceted characters one can relate to. I did, and it really worked.

30. The Death of Stalin (2017)

best

8.1

Country

Belgium, Canada, France

Director

Armando Iannucci

Actors

Adam Ewan, Adam Shaw, Adrian McLoughlin, Alla Binieieva

Moods

A-list actors, Discussion-sparking, Funny

This is a hilarious political comedy starring the ever-great Steve Buscemi. Set in the last days before Stalin’s death and the chaos that followed, it portrays the lack of trust and the random assassinations that characterized the Stalinist Soviet Union. Think of it as Veep meets Sacha Baron Cohen’s The Dictator. Although to be fair, its dark comedy props are very different from the comedy that comes out today: where there are jokes they’re really smart, but what’s actually funny is the atmosphere and absurd situations that end up developing.

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