11 Unapologetic 2000s Comedies That Are Indifferent to Your Offense

      These unabashed comedies from the 2000s aimed to outdo each other in outrageousness. It was truly a different era.

      Not Another Teen Movie (2000)

      One of our top 2000s comedies is the perfectly executed parody of ’80s and ’90s teen films: Not Another Teen Movie. It offers a scathing critique of teen movies ranging from Lucas to She’s All That, Fast Times at Ridgemont High, and The Breakfast Club, showcasing that its creators have a deep appreciation for the genre.

      While it includes plenty of sex, violence, and racial humor, these elements are primarily used to satirize the sex, violence, and racism prevalent in ’80s teen films. There’s a notably brutal joke featuring a tiny bisected football player proclaiming, “I’m a hero!” that often comes to mind. We also enjoy the cameos from personalities like Mr. T and Molly Ringwald.

      Not Another Teen Movie could remove every offensive joke and still be very entertaining, but it gains extra credit for the boldness of keeping them in.

      White Chicks (2004)

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

      It’s a broad premise, but the film fully exploits its humorous setup when the duo begins to understand how white individuals behave when they believe no one else is around—allowing them to glimpse the world from a woman’s viewpoint.

      If you aren’t offended by something in White Chicks, you’re likely not paying attention. The Wayans critique entitled white individuals while also making incisive comments on peculiar racial and sexual issues, leaving no one untouched.

      It’s a 2000s comedy that has aged better than anticipated, with a few exceptions.

      America: World Police (2004)

      It’s tough to determine if this comedy expresses more disdain for xenophobia, Kim Jong-Il, or Matt Damon.

      The creators of South Park didn’t succeed at the box office with this one, but they were correct, and audiences were mistaken.

      It exemplifies smart-dumb filmmaking, particularly in a scene where a drunken character explains U.S. foreign policy using a revolting metaphor involving three body parts.

      The musical numbers are exceptionally well done. This is among our favorite 2000s comedies and one of the most audacious films ever created.

      Borat (2006)

      Easily the standout film on this list — and there are many excellent comedies from the 2000s — Borat follows a sexist, anti-Semitic, and somewhat clueless Kazakh journalist whose ignorance allows everyday Americans to feel comfortable enough to share their truly terrible views.

      Sacha Baron Cohen’s astonishingly talented, largely improvised performance elicits laughter while also making us mourn the blatant bigotry he uncovers. His feigned innocence brings out the worst in people and prompts us to consider how we might react in similar situations.

      In a strange twist, we end up feeling sympathy for Borat, but even more so for the state of society. The 2020 sequel, Borat Subsequent Moviefilm, is equally impressive.

      Tropic Thunder (2008)

      Tropic Thunder expertly and humorously satirizes Hollywood's self-importance, particularly through Ben Stiller’s Simple Jack and Robert Downey Jr.’s Kirk Lazarus—an Australian actor who goes to great lengths to embody a Black character.

      While some have charged the film with insensitivity, Stiller has bravely defended it.

      “I make no apologies for Tropic Thunder,” Stiller tweeted in response to someone mistakenly claiming he had apologized for the film. “I don’t know who told you that. It's always been a controversial movie since its release. I'm proud of it and of everyone’s work on it.”

      John Tucker Must Die (2006)

      John Tucker Must Die critiques the womanizing tendencies of its main character (Jesse Metcalfe) while still managing to portray him as somewhat charming.

      It offers a narrative of female empowerment, as a group of girls wronged by John Tucker come together for revenge, all while sexualizing its young characters—a hallmark of 2000s comedies from the Maxim era. It’s a classic instance of Hollywood attempting to have it both ways.

      The creators of John Tucker show little concern about whether viewers find their film outdated: A generation later, they are developing a sequel.

      Wedding Crashers (2005)

      Wedding Crashers centers on the principal characters (Vince Vaughn and Owen Wilson) who fool women for the sake of seduction. There’s also a subplot involving a gay son who behaves predatory.

      While the characters eventually face consequences and learn to abandon their deceitful behavior, we are still encouraged to root for them — what rogues! — until the story shifts.

      As Isla Fischer remarked to the Herald Sun: “I’m not certain