11 Unapologetic Comedy Films from the 2000s That Aren't Concerned About Offending You

      These unapologetic comedy films from the 2000s competed to be the most outrageous. It was a different era.

      **Not Another Teen Movie (2000)**

      Credit: C/O

      A standout among 2000s comedies, *Not Another Teen Movie* expertly parodies teen films from the '80s and '90s. This film ruthlessly critiques teen flicks from *Lucas* to *She’s All That*, *Fast Times at Ridgemont High*, and *The Breakfast Club*. It's clear the creators have a deep affection for these movies and a strong understanding of the genre.

      While it contains plenty of sex, violence, and racially charged humor, these elements primarily serve to satirize the sex, violence, and racism found in typical '80s teen films. One notably shocking joke involves a pint-sized football player who, after a violent incident, proclaims, “I’m a hero!” This is a moment we frequently reflect on. We also enjoy the guest appearances from celebrities like Mr. T and Molly Ringwald.

      *Not Another Teen Movie* could easily remove every offensive joke and still remain hilarious, but it gains extra points for its audacity in keeping them.

      **White Chicks (2004)**

      Credit: Columbia

      Marlon and Shawn Wayans portray Black FBI agents who disguise themselves as affluent white socialites to infiltrate an arrogant social scene in the Hamptons and expose a conspiracy.

      Yes, the premise is quite broad. However, the film fully embraces its humorous concept when the duo learns how white individuals behave when they believe no people of other races are around — allowing them to see the world through a woman’s lens.

      If you're not offended by something in *White Chicks*, you clearly aren't paying attention. The Wayans take aim at privileged white individuals but also provide keen insights into peculiar racial and sexual issues, leaving no one unscathed.

      It's one of those 2000s comedies that has held up better than anyone anticipated, despite a few jokes that haven’t aged well.

      **America: World Police (2004)**

      Credit: Paramount

      It’s difficult to determine what this satire despises most: xenophobia, Kim Jong-Il, or Matt Damon.

      The creators of *South Park* may have flopped at the box office with this film, but they were right, and audiences were not.

      It's a masterclass in smart-dumb filmmaking, highlighted by a scene where a drunken character explains U.S. foreign policy with a grotesque metaphor involving three body parts.

      The musical segments are absolutely outstanding. This remains one of our favorite 2000s comedies and is among the most audacious comedies ever made.

      **Borat (2006)**

      Credit: 20th Century Fox

      Easily the best film on this list — and there are many excellent 2000s comedies — *Borat* tells the story of a sexist, anti-Semitic, and largely ignorant Kazakh journalist whose foolishness allows everyday Americans to feel comfortable enough to express some truly appalling sentiments.

      Sacha Baron Cohen’s remarkably good, largely improvised performance elicits laughter while simultaneously making us mourn the blatant prejudice he encounters. His feigned innocence reveals the darker side of human nature and prompts reflection on how we might act in similar situations.

      Strangely, we end up feeling sympathy for Borat but even more pity for the state of the world. The 2020 sequel, *Borat Subsequent Moviefilm*, is also excellent.

      **Tropic Thunder (2008)**

      Credit: Paramount

      *Tropic Thunder* sharply and hilariously critiques Hollywood's self-importance, particularly through Ben Stiller’s character Simple Jack and Robert Downey Jr.’s portrayal of Kirk Lazarus, an Australian actor who fully immerses himself in playing a Black character.

      Although some have accused the film of insensitivity, Stiller has commendably defended it.

      “I make no apologies for *Tropic Thunder*,” Stiller tweeted in response to someone mistakenly claiming he had apologized for the movie. “This film has always sparked controversy since its release. I’m proud of it and the work everyone contributed.”

      **John Tucker Must Die (2006)**

      20th Century Studios – Credit: C/O

      *John Tucker Must Die* critiques the womanizing habits of its main character (Jesse Metcalfe) while still managing to make him seem… rather cool.

      The film presents a narrative of female empowerment as a group of girls John Tucker has wronged unite for revenge, all while simultaneously sexualizing its young characters in a way typical of the Maxim-era comedies of the 2000s. A classic instance of Hollywood attempting to have it both ways.

      Their indifferent attitude toward the movie's aging can be seen in their plan for a sequel, even a generation later.

      **Wedding Crashers (2005)**

      New Line Cinema –