12 Unapologetic Comedies from the 2000s That Don't Mind If You Get Offended

      These bold comedies from the 2000s pushed the limits of outrageousness, reflective of a different era.

      **Not Another Teen Movie (2000)**

      This film is a sharp parody of teen films from the '80s and '90s, effectively critiquing everything from Lucas to She’s All That to Fast Times at Ridgemont High and The Breakfast Club. It’s clear that the creators have a fondness for teen movies and a deep understanding of the genre.

      While the film includes significant amounts of sex, violence, and racial humor, these elements are primarily used to satirize the sex and violence prevalent in '80s teen films. One particularly shocking joke features a small football player cut in half proclaiming, “I’m a hero!” which lingers in our minds. The cameos, including Mr. T and Molly Ringwald, are delightful.

      Even if Not Another Teen Movie removed every offensive joke, it would still be highly amusing, but it gains extra merit for its audacity in retaining them.

      **White Chicks (2004)**

      Marlon and Shawn Wayans star as Black FBI agents posing as affluent white socialites to disrupt a conspiracy within the elite Hamptons social scene.

      Though the premise is somewhat exaggerated, the film cleverly explores white behavior in the absence of people from other races, allowing the duo to view the world through a woman's eyes.

      If you’re not offended by something in White Chicks, you might not be watching closely. The Wayans' critique targets privileged white individuals but also offers incisive comments on various racial and sexual biases, leaving no one unscathed.

      Surprisingly, this comedy from the 2000s has aged more favorably than many anticipated, with just a few exceptions.

      **America: World Police (2004)**

      It's challenging to pinpoint what this satire despises more: xenophobia, Kim Jong-Il, or Matt Damon.

      Despite a lackluster box office performance, the creators of South Park were correct in their vision, even if audiences were not.

      This film is an excellent example of smart-dumb comedy, particularly in a scene where a drunken character uses a disgusting metaphor to clarify U.S. foreign policy.

      The musical segments are exceptional, making this one of our favorite 2000s comedies and arguably one of the most audacious films ever produced.

      **Borat (2006)**

      Borat stands out as the finest film on this list, surpassing numerous other exceptional 2000s comedies. The story revolves around a sexist, anti-Semitic Kazakh journalist whose ignorance makes everyday Americans feel at ease enough to share their prejudices.

      Sacha Baron Cohen’s remarkable, largely improvised performance elicits laughter while simultaneously prompting discomfort at the blatant bigotry he encounters. His feigned naivety reveals the worst in people, leading us to question how we might react in similar circumstances.

      Ultimately, we might feel sympathy for Borat, but more so for the world presented. The sequel, Borat Subsequent Moviefilm, released in 2020, is also excellent.

      **Tropic Thunder (2008)**

      Tropic Thunder brilliantly and ferociously critiques Hollywood’s self-importance, especially through Ben Stiller’s Simple Jack and Robert Downey Jr.’s Kirk Lazarus, who fully immerses himself in portraying a Black character.

      While some have labeled the film as insensitive, Stiller has steadfastly defended it.

      “I make no apologies for Tropic Thunder,” he tweeted in response to someone claiming he apologized for the movie. “It’s always been a controversial film since our release. I’m proud of it and the work everyone contributed.”

      **John Tucker Must Die (2006)**

      John Tucker Must Die takes a jab at its lead character's (Jesse Metcalfe) womanizing ways while simultaneously portraying him as rather appealing.

      The film presents a narrative of female empowerment, as a group of girls wronged by John Tucker join forces for revenge, all while sexualizing its young protagonists, which aligns with the typical themes of 2000s comedies of the Maxim era. This exemplifies Hollywood’s tendency to navigate conflicting narratives.

      The creators seem unconcerned with any backlash regarding the film's outdated nature, as they are working on a sequel years later.

      **Wedding Crashers (2005)**

      Wedding Crashers centers on the main characters (Vince Vaughn and Owen Wilson) who deceive women to engage in sexual encounters. There’s also a subplot involving a gay son who behaves like a sexual predator.

      While the characters eventually face consequences and learn to change their deceitful behavior, the audience is still led to root for them—what rascals!—until their transformation occurs.

      As Isla Fischer noted, “I’m not sure that a Wedding Crashers sequel would work in today’s Time’s Up movement.”

      **Knocked Up (2007)**