100 Best Grown-Up Comedy Films

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.

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.

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.

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.

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.

Not everybody holds a good relationship with their sisters, but ideally, we get to reunite and repair things in a good time. Unfortunately, for some families, the only time they reunite is due to a parent nearly dying. This is the case in His Three Daughters, where the three sisters meet after years living apart. It’s a common plotline, mostly depicted in the feel-good, family friendly variation, but writer-director Azazel Jacobs makes the three sisters distinct by taking the easy assumptions many people would make about them, and naturally push them to reveal the opposite. Carrie Coon, Natasha Lyonne, and Elizabeth Olsen form a great trio, delivering equally excellent performances under the same roof.

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.

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.

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.

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.