100 Best Grown-Up Comedy Films

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.

Director Gianni Di Gregorio’s gorgeous debut is an understated masterpiece about a bachelor who is his mother’s caregiver. The movie takes place almost entirely in Di Gregorio’s family home in central Rome, a beautiful, big, and well-furnished apartment that his character can’t afford any longer. 

To catch a break from rent, he agrees to host the landlord’s mother while the landlord goes on holiday. The same for his and his mother’s medical bills, and the doctor shows up with yet another elderly woman.  

Di Gregorio finds himself running an impromptu elderly home, with conflicts rising about who gets to watch TV and whose dietary restrictions should be respected. But his calm demeanor, love for cooking, and a lot of white wine make him the perfect man for the job.

There are only two main characters in Good Luck to You, Leo Grande: Nancy, a retired teacher who was recently widowed, and Leo, an adept sex worker with a mysterious past. They’re almost always in one place and work on a single goal: pleasure. But despite the seeming monotony, the movie is crackling with wit and sensuality every step of the way. It doesn’t waste any time getting to the heart of the matter. Nancy and Leo go back and forth about their past, with Nancy divulging much about the stigma of aging and Leo about the stigma of sex work. They also dive into the shame attached to pleasure, ultimately revealing more than just their naked bodies to each other and to the audience.

Written and directed by Bambi from Scrubs himself, Garden State is one hell of a directorial debut. It is one of those movies that leaves you wanting to cuddle, as it is very sweet, charming and funny… the whole lot really. It’s a movie you want to date. More than that, this is the film that popularized the ‘indie dream girl’ character and the sad-sack mopey comedies of the early aughts. Absolutely it’s going to be talked about in thirty years, so you might as well watch it first.

Sunshine Cleaning is a great addition to that unidentified genre of grown-up comedies populated by other great entries like Your Sister’s Sister and Enough Said. It is however, less of a comedy than it is a heart-warming emotional tale. Powered by outstanding performances from Amy Adams and Emily Blunt, it ultimately evolves into a character study of failed potential and validation seeking. Sunshine Cleaning is enjoyable, satisfying to a fault, and provides an interesting peak into the lives of its characters.

Don’t worry.

Adam Sandler doesn’t suck here.

This is a beautiful family comedy directed by Noah Baumbach (Frances Ha, The Squid and the Whale).

Sandler plays a recently divorced man (as he tends to do) called Danny (as he’s usually called). Danny moves in with his father, played by Dustin Hoffman, who himself is dealing with feelings of failure.

Both of them are joined by other members of the family, including Danny’s half-brother, played by Ben Stiller. Their family dynamics are portrayed in a beautiful and sometimes moving way. Director Baumbach proves he’s so good, he can make even Adam Sandler sound and look genuine.

A razor-sharp script and beautiful scenery make this one of the best road movies in recent memory.

When their cynical best friend dies, Seph and Alex embark on a journey to scatter his ashes over four spots he wants to go back to. Tupperware of ashes in the glove-box, they start their big adventure.

Burn Burn Burn, an expression their friend quotes from Kerouac, is a chance for the two friends to escape their hectic city life and to discover themselves. It’s a beautiful movie.

A marvelous combination of perfect casting and a sizzling script. William Hurt, Albert Brooks, and Holly Hunter are such natural talents they could make reading a dictionary watchable, but seeing them weave through James L Brooks punchy dialogue is a delight to behold. The three form the foundation of this drama that is as much about journalistic ambition as it is about love.

Hunter and Brooks are principled workaholics at a news station juggling a platonic friendship that seems destined for more but lacks a driving spark. Enter Hurt, a charming though self-admittedly stupid news anchor, who Hunter at once resents and yet can’t help falling for. What seems like a ready-built rom-com plot, however, churns into something else entirely. It’s a delicious film crackling with wit and character and is as funny as it is astute.