The Best Comedies Of The 21st Century (So Far), Ranked

Summary

Contemporary comedies are returning to the raunchy, subversive style of the 1980s.
Satire and parody are as popular as ever in modern comedy, with a focus on superheroes and remakes.
International markets and new movements pioneered by directors like Judd Apatow are shaping the evolution of comedy.

As a film enthusiast with a soft spot for comedies that strike a balance between laughter and heartfelt moments, I find myself deeply captivated by this list. Each of these films has left an indelible mark on me, much like the stains on my favorite couch after a marathon movie night.

As a gaming enthusiast diving into the world of cinematic humor, I’ve seen how it has evolved over time, from the timeless slapstick of Charlie Chaplin and Buster Keaton to the absurd genius of Mel Brooks and the Zucker brothers. Fast forward to today, we’ve got satirical wonders like Elaine May and Albert Brooks adding their unique touch. The dawn of the 21st century introduced a fresh wave in Hollywood comedy, spearheaded by Judd Apatow and Adam McKay.

Modern comedies appear to be revisiting the bold and frequently satirical style of comedy that was popular in the 1980s, with films like “Caddyshack” and “Revenge of the Nerds” creating a stir due to their provocative dialogue and absurd scenarios. Today’s comic talent spans across various genres, from aviation to superheroes, and it’s not just limited to American production companies; the global market also plays a significant role in shaping the comedy landscape.

13. Team America: World Police

A Musical From The Makers Of South Park

Director: Trey Parker
Distributor: Paramount Pictures
Starring: Trey Parker, Matt Stone, Kristen Miller, Masasa Moyo
Release Date: October 15, 2004

Trey Parker and Matt Stone’s “Team America: World Police” is a brilliant work. Much like their renowned animated series “South Park,” “Team America” uses satire to mock the mindless violence, simplistic storylines, and trite emotional moments found in action films of the Bayhem genre. It does so by narrating its tale using puppets reminiscent of “Thunderbirds.

Additionally, it shares in the unquestioning patriotism displayed in those films, as the main group, known as “Team America,” serves as global enforcers for the U.S. administration, frequently faltering in their assignments and causing unnecessary destruction in their wake. To top it off, this movie features a plethora of amusing (and memorable) original tunes.

12. Step Brothers

Ferrell And McKay’s Best Team-up

Director: Adam McKay
Distributor: Sony Pictures Releasing
Starring: Will Ferrell, John C. Reilly, Richard Jenkins, Mary Steenburgen
Release Date: July 25, 2008

Despite the popularity of “Anchorman” that catapulted Adam McKay and Will Ferrell into prominence, arguably their most impactful collaboration is the 2008 film “Step Brothers”. This project was designed to showcase Ferrell’s on-screen synergy with John C. Reilly, which peaked in this production. Interestingly, “Step Brothers” turned out to be a brilliant satire reflecting the societal climate of Bush-era America.

As a gaming enthusiast, I’d put it this way: “In this flick, the storyline is straightforward, reminiscent of a chuckle-worthy sitcom episode. Characters Brennan Huff and Dale Doback, both grown adults, are still under their parents’ roof. When those parents decide to tie the knot, these two become stepbrothers, a twist that leads to a rollercoaster of laughter.

11. In Bruges

Black Humor And Hitmen

Director: Martin McDonagh
Distributor: Focus Features, Universal Pictures
Starring: Colin Farrell, Brendan Gleeson, Ralph Fiennes, Clémence Poésy
Release Date: February 8, 2008

Martin McDonagh’s first directorial venture, “In Bruges“, delves into profound contemplations about morality and destiny, seasoned with dark wit throughout. In this story, Colin Farrell and Brendan Gleeson portray two assassins who find themselves in the eponymous Belgian town following a botched assignment.

In the climax of the film, Ralph Fiennes delivers a captivating performance as the superior, Harry Waters, leaving an indelible impression. Meanwhile, Martin McDonagh skillfully preserves his signature humorous style amidst intense story developments.

10. Booksmart

A Classic Teen Comedy

Director: Olivia Wilde
Distributor: United Artists Releasing
Starring: Kaitlyn Dever, Beanie Feldstein, Jessica Williams, Lisa Kudrow
Release Date: May 24, 2019

Since her directorial debut with “Booksmart” was released in theaters, Olivia Wilde has been inundated with job offers. By recreating the nostalgic feel of John Hughes’ high school comedies while addressing their more questionable aspects, Wilde brought a new twist to an outdated comedy subgenre that is relevant today. However, her main focus was telling a sincere story about friendship, including its flaws, which resonates emotionally with viewers.

The reason why “Booksmart” is so effective lies in the strong bond portrayed by leads Beanie Feldstein and Kaitlyn Dever on screen. They convincingly embody the roles of long-time best friends, making their performances authentic.

9. Deadpool

The Merc With The Mouth

Director: Tim Miller
Distributor: 20th Century Fox
Starring: Ryan Reynolds, Morena Baccarin, Gina Carano, Brianna Hildebrand
Release Date: February 12, 2016

It’s easy to forget that this movie almost didn’t get made. But thanks to the efforts of Ryan Renolds, some daring writers, and some suspiciously-timed leaked footage, there’s a whole Deadpool franchise that just released another blockbuster. Deadpool & Wolverineis the first movie featuring the superhero after the copyright moved to Disney, but now that raunch sells, there’s nothing Deadpool can’t do.

Producers and film studios had grown wary of R-rated comedies, but the audience seemed to have a different opinion. When Deadpool eventually hit the screens, it became an instant success and recouped its production costs in just a few days. Deadpool is a unique comedy that pokes fun at superhero movie cliches while also integrating them into its narrative, serving as both a parody and satire.

8. The Nice Guys

A Neo-Noir Comedy Thriller

Director: Shane Black
Distributor: Warner Bros. Pictures, Bloom
Starring: Russell Crowe, Ryan Gosling, Angourie Rice, Matt Bomer
Release Date: May 20, 2016

Shane Black’s witty blend of neo-noir and comedy in the movie “The Nice Guys” didn’t get as much attention at the box office as “Captain America: Civil War” or “Me Before You.” It’s unfortunate, because “The Nice Guys” had the potential to launch a fantastic series of “partner detective” action-comedy films.

In their leading roles, Ryan Gosling and Russell Crowe displayed an exceptional rapport. As both writer and director, Black’s handling of the narrative and characters was, once again, remarkably precise.

7. Tropic Thunder

The Best Of Ben Stiller

Director: Ben Stiller
Distributor: DreamWorks Pictures, Red Hour Productions
Starring: Jack Black, Robert Downey Jr., Steve Coogan, Jay Baruchel
Release Date: August 13, 2008

Ben Stiller spent much of his childhood on film sets since both his parents worked as actors. Observing the actors from war films returning from set with a mindset reminiscent of those coming back from real battle zones, sparked the idea for his satirical comedy masterpiece, “Tropic Thunder.” This movie showcases exceptional parody, writing, and comic delivery.

Not only is the main cast, featuring the director playing a leading role, outstanding, but it’s bolstered by side-splitting performances from Robert Downey Jr., who earned an Academy Award nomination, and Jack Black. The film Tropic Thunder is a spot-on satire that cleverly pokes fun at the self-absorbed world of Tinseltown celebrities.

6. What We Do In The Shadows

Vampire Life In New Zealand

Directors: Jemaine Clement, Taika Waititi
Distributor: Madman Entertainment, Unison/Paladin
Starring: Jonathan Brugh, Cori Gonzalez-Macuer, Stu Rutherford
Release Date: February 13, 2015

In their exceptional mockumentary, “What We Do in the Shadows“, Jemaine Clement and Taika Waititi delve into the ordinary challenges faced by vampires.

The movie offers a humorous portrayal of several vampires residing in the suburbs of New Zealand over a brief period. By skillfully blending various elements from vampire literature for comedic effect, What We Do in the Shadows stands out as the ultimate comic reinterpretation of the vampire legend.

5. 21 Jump Street

Everyone’s Favorite SitCom Remake

Directors: Phil Lord, Christopher Miller
Distributor: Columbia Pictures, Metro-Goldwyn-Mayer
Starring: Jonah Hill, Channing Tatum, Brie Larson, Dave Franco
Release Date: March 16, 2012

21 Jump Street, originally inspired by an ’80s sitcom, cleverly disguises its dark humor within witty dialogue and fresh takes on familiar scenarios. It seems like a modern writer aimed to reimagine the ’80s cop-buddy series with gritty realism, resulting in a side-splitting satire that pokes fun at both teenage coming-of-age and police movies.

The central friendship in this narrative unfolds when the primary figures, Morton Schmidt and Greg Jenko, cross paths at the police academy following a long-standing rivalry during their high school years. Over time, they are assigned to work undercover within a school setting, on a mission to locate a hazardous substance – a plot device frequently seen in stories that dates back to ancient times.

4. Napoleon Dynamite

Offbeat, Quirky, And Hysterically Funny

Director: Jared Hess
Distributor: Fox Searchlight Pictures, Paramount Pictures, MTV Films
Starring: Jon Heder, Jon Gries, Aaron Ruell, Efren Ramirez
Release Date: June 11, 2004

Jared Hess, following the unexpected triumph of Napoleon Dynamite, provided every independent comedy director with minimal funds and ambition, hoping their peculiar productions might become blockbusters. The film’s eccentricity surpasses even Wes Anderson’s mainstream works.

There’s something about Jon Heder’s career-defining portrayal of the titular moody, geeky teenager that makes Napolean’s unlikable traits hilarious and strangely endearing. He’s supported by many equally lovable and unique characters.

3. Borat

The Mockumentary Of The Century

Director: Larry Charles
Distributor: 20th Century Fox
Starring: Sacha Baron Cohen
Release Date: November 3, 2006

Although Borat’s humor may seem unyielding to some, it doesn’t appear dated compared to many comedies from its time. Its satire remains as sharp, timely, and enlightening today as it was back in 2006 when it caused a stir in cinemas worldwide.

In simpler terms, Sacha Baron Cohen once again played Borat in a follow-up film, similar to the first one which reflected the mood of its time and made Americans face some tough realities during a crucial political moment. The new movie, titled “Borat Subsequent Moviefilm,” was an uncommon sequel that delivered fresh humor instead of repeating old gags, although it didn’t quite reach the iconic status of the original film in shaping culture.

2. Shaun Of The Dead

One Of The “Three Flavours Cornetto” Movie Trilogy

Director: Edgar Wright
Distributor: Universal Pictures, Rogue Pictures, Mars Distribution
Starring: Simon Pegg, Kate Ashfield, Lucy Davis, Nick Frost, Dylan Moran
Release Date: September 24, 2004

The exceptional quality of “Shaun of the Dead” lies in its clever blend of a typical romantic comedy narrative with a zombie apocalypse storyline. Initially, it follows a familiar Richard Curtis rom-com structure, where an unlucky protagonist experiences a breakup and sets out to reorganize his life. However, an unexpected twist occurs when the dead rise and begin feasting on people. Essentially, this is a character-driven film that uses the undead as a flavorful backdrop.

In “Shaun of the Dead,” Edgar Wright showcased his dynamic, creative filmmaking approach, while the genuine camaraderie between Simon Pegg and Nick Frost resulted in a delightful on-screen chemistry – a trait they had previously demonstrated in “Spaced” and would further exhibit in their future collaborative projects.

1. Bridesmaids

The Oscar-Nominated Comedy

Director: Paul Feig
Distributor: Universal Pictures
Starring: Kristen Wiig, Maya Rudolph, Rose Byrne, Wendi McLendon-Covey
Release Date: May 13, 2011

The Apatow-crafted comedy collection boasts hits such as “The 40-Year-Old Virgin,” “Superbad,” “Knocked Up,” and “Forgetting Sarah Marshall,” to name just a few. Among these gems, “Bridesmaids” stands out as the epitome of balance, blending realism, absurdity, and genuine character growth to perfection.

The film garnered two Oscar nominations: one for the exceptional screenplay of Kristen Wiig and Annie Mumolo, which skillfully balanced structure with ample room for improvisation; and another for Melissa McCarthy’s outstanding portrayal of Megan, a supporting role that left a lasting impact.

2024-12-12 20:56