Will Ferrell Says Dressing in Drag on 'SNL' Is Something He 'Wouldn't

Will Ferrell Drag SNL: Evolving Comedy & Regret

Will Ferrell Says Dressing in Drag on 'SNL' Is Something He 'Wouldn't

By  Eudora Gulgowski
**Will Ferrell's iconic tenure on Saturday Night Live is etched into the annals of comedy history, celebrated for its outrageous characters, physical humor, and unforgettable sketches. Among these, his portrayal of former U.S. Attorney General Janet Reno in drag stands out as one of the most memorable, albeit now, contentious, parts of his legacy. These sketches, particularly "Janet Reno's Fantasies," saw Ferrell don a wig, lipstick, fake breasts, and a dress, becoming a staple of seasons 22 and 23.** However, in recent interviews, the comedy legend has expressed a profound shift in his perspective regarding these performances. Will Ferrell now openly states that dressing in drag for laughs on SNL is something he "wouldn't choose to do now," reflecting a broader cultural conversation about comedy, representation, and the evolving understanding of identity. This article delves into the history of his Janet Reno drag sketches, explores the reasons behind his change of heart, and examines the larger implications for comedy in a rapidly changing world.

Table of Contents

Will Ferrell: A Comedy Icon's Journey

Before delving into the specifics of Will Ferrell's drag performances on SNL and his current reflections, it's essential to appreciate the vast scope of his comedic career. Born John William Ferrell on August 16, 1967, in Irvine, California, Ferrell rose to prominence as a cast member on Saturday Night Live from 1995 to 2002. His seven-year tenure on the show is widely regarded as one of the most impactful in its history, producing a plethora of iconic characters and sketches that continue to resonate with audiences today. From the enthusiastic music producer Gene Frenkle demanding "More Cowbell" to the bumbling but lovable George W. Bush, Ferrell demonstrated an unparalleled ability to blend absurdity with a grounded, often awkward, humanity. Following his departure from SNL, Ferrell transitioned seamlessly into a highly successful film career, starring in a string of hit comedies such as "Anchorman: The Legend of Ron Burgundy," "Elf," "Talladega Nights: The Ballad of Ricky Bobby," and "Step Brothers." His unique brand of humor, often characterized by deadpan delivery, exaggerated sincerity, and a willingness to embrace the ridiculous, has made him one of Hollywood's most bankable comedic actors. Beyond the laughter, Ferrell has also shown his versatility in more dramatic roles and as a producer, proving his depth beyond the comedic facade. His influence on modern comedy is undeniable, making his recent reflections on past material all the more significant.

Personal Data and Biodata

Full NameJohn William Ferrell
Date of BirthAugust 16, 1967
Age57 (as of 2024)
BirthplaceIrvine, California, U.S.
OccupationActor, Comedian, Writer, Producer
Years Active1991–present
SpouseViveca Paulin (m. 2000)
Children3
Notable Works (SNL)Janet Reno, More Cowbell, Harry Caray, Robert Goulet, James Lipton
Notable Works (Film)Anchorman, Elf, Talladega Nights, Step Brothers, Old School

The Genesis of Will Ferrell Drag SNL: Janet Reno's Fantasies

The sketches featuring Will Ferrell in drag as Janet Reno were a recurring segment during his time on Saturday Night Live, specifically gaining prominence in seasons 22 and 23. These skits, collectively known as "Janet Reno's Fantasies," presented a highly exaggerated and absurd portrayal of the then-United States Attorney General. The premise often involved Reno, depicted as a gruff, almost animalistic figure, engaging in bizarre and often violent "fantasies" in her office or other unexpected settings. The humor derived from the stark contrast between the real-life, serious political figure and Ferrell's outlandish, unhinged interpretation. In these skits, Ferrell would fully commit to the transformation, donning a wig, lipstick, fake breasts, and a dress to embody the character. The visual spectacle of Ferrell, a tall and physically imposing man, in full drag was central to the comedic effect. The sketches were a staple of the show's late-90s era, a time when SNL frequently pushed boundaries with its political satire and character-driven comedy. The character of Janet Reno became one of Ferrell's most memorable impersonations, showcasing his fearless approach to comedy and his ability to inhabit even the most unlikely roles with conviction. The consistent appearance of Will Ferrell in drag on SNL for these sketches solidified their place in the show's history.

Anatomy of a Sketch: The Drag Persona

The comedic impact of Will Ferrell's Janet Reno was not merely in the idea of a male comedian playing a female political figure; it was in the meticulous and over-the-top execution of the drag persona. In the skits, he would don a wig that was often slightly askew, bright red lipstick smeared perhaps a little too wide, and prominently fake breasts that exaggerated the female form to a comical degree. The dresses he wore were typically ill-fitting or unflattering, further enhancing the absurdity of the character. This deliberate visual caricature was designed to elicit laughs through exaggeration and unexpected juxtapositions. Beyond the costume, Ferrell's physical comedy and vocal performance were key. He adopted a deep, gravelly voice, combined with a hunched posture and a wild, unblinking stare that transformed him into a truly bizarre and unforgettable figure. Saturday Night Live alum Will Ferrell dressed in drag with a wig, fake breasts, and a dress to play attorney Janet Reno in several comedy sketches in seasons 22 and 23, and each time, the commitment to the bit was absolute. The sketches often involved sudden bursts of aggression, unexpected dance moves, or strange pronouncements, all delivered with Ferrell's signature deadpan intensity. The humor, at the time, was seen as a form of broad parody, lampooning a public figure through extreme caricature, with the drag element serving as a visual punchline to enhance the absurdity.

The Shifting Sands of Comedy: Ferrell's Evolving Perspective

Fast forward to the present, and the comedic landscape has undergone significant shifts. What was once considered harmless parody or cutting-edge humor can now be viewed through a different lens, especially concerning issues of identity and representation. Will Ferrell himself has acknowledged this evolution, expressing a clear change of heart regarding his past drag performances. He has stated unequivocally that he wouldn't want to bring one of his Saturday Night Live characters, specifically the Janet Reno drag persona, into the modern era. This sentiment was articulated during an interview with The New York Times' "The Interview" podcast, where the "Step Brothers" star, now 57, openly discussed his evolving views. Will Ferrell says dressing in drag for laughs on SNL is something he "wouldn't choose to do now." This isn't just a casual remark but a considered reflection on the changing sensitivities of audiences and a comedian's responsibility. The comedian admitted that there's a fair amount where you'd lament the choice of sketches during his extensive tenure on SNL. This introspective look back suggests a recognition that some past material, while perhaps well-intentioned or simply a product of its time, might not align with contemporary understanding or cause unintended harm. Ferrell's willingness to re-evaluate his own work highlights a growing trend among comedians to engage with critical feedback and adapt their craft to a more inclusive world.

The Regret Revealed: Why Now?

The comedian's recent candidness about his regret over the Janet Reno drag sketches marks a significant moment. Will Ferrell has revealed that he would no longer attempt to do his infamous Saturday Night Live drag impersonation of former United States Attorney General Janet Reno as it "hits a false note." This phrase "hits a false note" is particularly telling, suggesting that the humor no longer resonates authentically or ethically in today's context. Will Ferrell says doing drag for comedy sketches is not something he would do now, signaling a clear boundary for his future comedic endeavors. This isn't merely a matter of political correctness but a deeper understanding that comedy, while aiming for laughter, can inadvertently perpetuate stereotypes or misunderstandings, especially when it touches upon sensitive topics like gender identity. Will Ferrell regrets dressing in drag for laughs on SNL, a sentiment he has expressed publicly. As Radhamely De Leon reported, Ferrell stated, "That's something I wouldn't choose to do now." This regret stems from a more informed perspective, acknowledging that the humor, once seen as purely character-based or observational, might now be perceived differently, particularly by the LGBTQ+ community. His reflections are part of a broader conversation about how comedians navigate their past work in light of evolving societal norms and increased awareness.

The Influence of Friendship: Harper Steele and "Will & Harper"

A significant catalyst for Will Ferrell's evolving perspective on his past drag performances is his close friendship with Harper Steele. Steele, a trans woman and comedy writer, met Ferrell during their days on "SNL," where Harper wrote for the show from 1995 to 2008. Their friendship spans decades, providing Ferrell with a unique and personal lens through which to understand the experiences of the LGBTQ+ community, particularly trans individuals. This personal connection has been instrumental in shaping his current views. While promoting their documentary "Will & Harper," Will Ferrell explicitly stated that he regrets doing drag to play Janet Reno on "SNL" in the '90s after learning more about LGBTQ+ and especially trans people through his friendship with trans woman and comedy writer Harper Steele. This revelation underscores the profound impact that personal relationships and lived experiences can have on one's worldview. Ferrell and Steele met in 1995, when they were both hired to work on Saturday Night Live, forging a bond that has clearly deepened over the years. During an appearance on The New York Times podcast "The Interview," Ferrell revisited his drag days and discussed a range of topics with Harper Steele, from their friendship to their upcoming Netflix documentary "Will & Harper." Ferrell and his friend and frequent collaborator Harper Steele said in a new The New York Times interview that they regretted some SNL material as their worldviews have expanded. This collaborative reflection highlights a shared journey of growth and understanding.

A Deeper Understanding: LGBTQ+ and Trans Awareness

Ferrell's friendship with Harper Steele has clearly provided him with invaluable insights into the nuances of gender identity and the lived experiences of trans people. This personal education has led him to understand why his past Will Ferrell drag SNL performances, while intended as broad comedy, could inadvertently cause discomfort or offense in a contemporary context. Learning more about LGBTQ+ and especially trans people through his friendship with trans woman and comedy writer Harper Steele has allowed him to see the "false note" in humor that relies on caricaturing gender. The humor in the Janet Reno sketches, at the time, was often framed as "a man in a dress" comedy, a trope that has historically been used in various forms of entertainment. However, with increased societal awareness and advocacy from the LGBTQ+ community, the understanding of gender and identity has evolved significantly. What might have been seen as harmless parody in the 90s can now be viewed as potentially reinforcing harmful stereotypes or trivializing the experiences of trans individuals. Ferrell's willingness to acknowledge this shift and express regret demonstrates a commendable level of empathy and a commitment to responsible comedy, moving beyond mere laughs to consider the broader impact of his art.

The Broader Conversation: Comedy, Culture, and Responsibility

Will Ferrell's reflections on his past drag sketches are part of a much larger, ongoing conversation within the comedy world about its role, responsibility, and how it adapts to a rapidly changing culture. The comedian said that there's a fair amount where you'd lament the choice of sketches during his Saturday Night Live tenure. This sentiment is not unique to Ferrell; many comedians and writers from past eras are grappling with how their older material holds up under modern scrutiny. Ferrell told The New York Times that he's certain there's "a fair amount" of sketches from his "SNL" tenure "where you'd lament the choice." He later quipped, "I mean, in a way, the..." implying a recognition that some things just don't age well. This isn't about erasing history or censoring past art, but rather about understanding context and acknowledging the evolution of societal norms. Comedy thrives on pushing boundaries and challenging conventions, but the definition of those boundaries is constantly shifting. What was once transgressive can become dated, or even offensive, as cultural understanding progresses. The discussion around Will Ferrell's drag SNL sketches serves as a potent example of this dynamic, prompting reflection on how humor is created, consumed, and remembered. It highlights the delicate balance between artistic freedom and social responsibility in a world increasingly attuned to issues of representation and identity. The challenge for comedians and their audiences now lies in navigating this complex terrain of past material. The comedian said that there's a fair amount where you'd lament the choice of sketches during his Saturday Night Live tenure. This implies a process of re-evaluation, not necessarily condemnation, but an informed understanding of how certain comedic choices might be perceived differently today. For classic sketches like Will Ferrell's drag SNL performances, the question isn't whether they were funny at the time, but how we view them now, armed with greater knowledge and sensitivity. This re-evaluation doesn't mean canceling or erasing past work. Instead, it encourages a more nuanced appreciation of comedy's historical context while also acknowledging its potential impact. It's about recognizing that artists, like society, grow and learn. Will Ferrell's openness about his regret allows for a dialogue about growth and accountability, rather than a defensive stance. It encourages audiences to consider the evolution of humor and for creators to be mindful of the messages they convey, even inadvertently. This ongoing conversation is vital for the health and continued relevance of comedy in a diverse and rapidly evolving world.

The Legacy of Will Ferrell on SNL: Beyond Drag

While the discussion around Will Ferrell's drag SNL performances is significant, it's crucial to remember that his legacy on Saturday Night Live extends far beyond this single character. Ferrell is widely regarded as one of the show's all-time greats, known for his incredible versatility, commitment to character, and fearless approach to comedy. The 12 best Will Ferrell sketches on Saturday Night Live, from 'More Cowbell' to Harry Caray, showcase a range that few comedians can match. His ability to inhabit diverse roles, from the absurdly intense to the subtly pathetic, made him a standout. Whether he was belting out "Don't Fear the Reaper" as Gene Frenkle, awkwardly interviewing guests as James Lipton, or passionately discussing baseball as Harry Caray, Ferrell consistently delivered performances that became instant classics. His work on SNL laid the groundwork for a hugely successful film career, solidifying his status as a comedic titan. The Janet Reno sketches are but one facet of a much larger, brilliant body of work that continues to entertain and influence generations of comedians and audiences alike. Will Ferrell dressed as a woman numerous times throughout the years in various Saturday Night Live sketches, demonstrating his willingness to commit to a bit, but his overall contribution to SNL is defined by a much broader and deeper comedic genius.

Conclusion: A Comedian's Growth in a Changing World

Will Ferrell's recent reflections on his past drag performances on Saturday Night Live offer a compelling insight into the evolving nature of comedy and the increasing importance of cultural sensitivity. His willingness to admit regret, particularly influenced by his friendship with Harper Steele and a deeper understanding of the LGBTQ+ community, exemplifies a commendable level of personal and artistic growth. Will Ferrell's days of dressing in drag for comedy are behind him, marking a significant shift in his approach. This isn't about condemning past humor, but about acknowledging that comedy, like society, is dynamic and constantly re-evaluating its boundaries. Ferrell's candidness serves as a powerful example for other artists and for audiences alike, demonstrating that it's possible to appreciate comedic history while also embracing a more inclusive and thoughtful future. His journey reflects a broader societal shift, reminding us that true expertise and authority in comedy, or any field, often come with the humility to learn, adapt, and grow. What are your thoughts on comedians re-evaluating their past work? Do you believe comedy should always evolve with societal norms, or should it remain untouched by changing sensibilities? Share your perspective in the comments below, and explore more articles on the intersection of comedy and culture on our site!
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