Anna Wintour & Anne Hathaway at Oscars 2026: ‘Devil Wears Prada’ Reunion & Stunning Fashion Moments

The 98th Academy Awards delivered a memorable moment on March 15, 2026, when fashion icon Anna Wintour shared the stage with actress Anne Hathaway. The unexpected pairing, presenting the awards for Best Costume Design and Best Makeup & Hairstyling, quickly became a highlight of the evening, sparking a flurry of reactions online and a playful nod to their shared history connected to the 2006 film, The Devil Wears Prada. The presentation took place at the Dolby Theatre in Hollywood, California, and saw Netflix’s Frankenstein take home the awards for both categories.

The interaction between Wintour and Hathaway was immediately recognized as a self-aware moment, referencing the dynamic between Miranda Priestly, the notoriously demanding editor-in-chief of Runway magazine in the film (played by Meryl Streep), and Andy Sachs, her ambitious but initially ill-equipped assistant (played by Hathaway). Wintour’s character is widely believed to be inspired by the real-life editor of Vogue, a connection that has been discussed for years. This playful exchange at the Oscars served as a public acknowledgement of that long-standing association, delighting fans of the film and fashion enthusiasts alike. The event also generated buzz ahead of the release of The Devil Wears Prada 2, slated for May 1, 2026.

Wintour, 76, known for her impeccably stylish appearances, donned a white Christian Dior gown adorned with three-dimensional floral details, paired with a black lace peplum blazer. Hathaway, equally radiant, wore a black floral Valentino gown with opera gloves, a tribute to the late designer Valentino Garavani, who passed away in January 2026 and had previously designed Hathaway’s wedding dress in 2012. The fashion choices of both women were, naturally, subject to intense scrutiny and admiration, adding another layer to the event’s cultural impact.

A Playful Exchange Echoing The Devil Wears Prada

The moment that truly captivated the audience occurred during a lighthearted exchange between Hathaway and Wintour. Hathaway, feigning nervousness, inquired, “Anna, just curious, what do you think of my dress tonight?” Wintour, in a move reminiscent of Miranda Priestly’s famously dismissive demeanor, simply ignored the question and announced, “And the nominees are.” This deadpan delivery drew laughter from the audience and instantly became a viral moment on social media. The exchange was a clever callback to the power dynamics portrayed in the film, where Andy Sachs often found herself on the receiving end of Miranda’s icy indifference.

The playful interaction didn’t end there. As they presented the award for Best Makeup & Hairstyling, Wintour addressed Hathaway with a line that resonated deeply with fans of the film: “Thank you, Emily.” In The Devil Wears Prada, Miranda Priestly frequently refers to her assistants by the name “Emily,” regardless of their actual names. This subtle yet pointed remark further cemented the connection between the real-life Wintour and her fictional counterpart, adding another layer of amusement to the presentation. The moment was particularly poignant given that Wintour had announced her departure as editor-in-chief of Vogue in June 2025, a move that marked the end of an era in the fashion world.

Social media erupted with reactions to the exchange. One user on X (formerly Twitter) commented, “Anna Hathaway and Anna Wintour walking on the Oscars stage is 14 seconds of iconic fashion history.” Another wrote, “Miranda Priestley and Andy Sachs reunited, this time at the Oscars!” The moment clearly resonated with audiences, demonstrating the enduring cultural impact of The Devil Wears Prada and the fascination with the personalities behind it.

The Legacy of The Devil Wears Prada and its Sequel

The Devil Wears Prada, released in 2006, quickly became a cultural phenomenon, offering a satirical yet insightful appear into the high-stakes world of fashion. The film explored themes of ambition, identity, and the sacrifices required to succeed in a demanding industry. While the film never explicitly stated that Wintour was the inspiration for Miranda Priestly, the similarities were undeniable, and Wintour herself has acknowledged the connection, albeit indirectly. In a 2018 interview with Vogue, she stated that she found the film “very amusing,” but also noted that it was a “fictionalized account.” Vogue

The upcoming sequel, The Devil Wears Prada 2, is generating significant anticipation. The film will once again star Hathaway and Meryl Streep, with Emily Blunt and Stanley Tucci also reprising their roles. The release date, set for May 1, 2026, is strategically timed to coincide with the lead-up to the MET Gala, the annual fundraising benefit for the Metropolitan Museum of Art’s Costume Institute, which Wintour has chaired since 1995. The MET Gala is widely considered one of the most important events in the fashion calendar, and Wintour’s influence over the event is immense.

Anna Wintour’s Influence on the Fashion Industry

Anna Wintour’s impact on the fashion industry is undeniable. As editor-in-chief of Vogue for over three decades, she has shaped trends, launched careers, and dictated the aesthetic sensibilities of an entire generation. Her discerning eye and unwavering vision have made her one of the most powerful figures in the world of fashion. Beyond her role at Vogue, Wintour is also the Global Chief Content Officer of Condé Nast and the artistic director of the MET Gala. Her influence extends beyond fashion, encompassing art, culture, and philanthropy.

Wintour’s leadership at Vogue has been marked by a commitment to showcasing both established designers and emerging talent. She has consistently championed diversity and inclusivity in the fashion industry, although her efforts have also faced criticism for being insufficient. Her ability to identify and nurture talent has made her a mentor to countless designers, photographers, and stylists.

Looking Ahead: The Devil Wears Prada 2 and the MET Gala

The Oscars appearance by Wintour and Hathaway has undoubtedly heightened the excitement surrounding the release of The Devil Wears Prada 2. The film is expected to explore the evolving landscape of the fashion industry and the challenges faced by those who navigate it. With the original cast returning and a new storyline to unfold, the sequel promises to be a compelling and entertaining continuation of the beloved story.

The timing of the film’s release, just days before the MET Gala, is also significant. The MET Gala is a celebration of fashion and creativity, and Wintour’s influence over the event ensures that it remains a cultural touchstone. The gala’s theme for 2026 has not yet been announced, but We see sure to generate significant buzz and inspire countless fashion statements. The intersection of these two events – the film premiere and the MET Gala – underscores the enduring power of fashion and its ability to captivate audiences worldwide.

The playful dynamic between Anna Wintour and Anne Hathaway at the Oscars served as a delightful reminder of the enduring legacy of The Devil Wears Prada and the complex relationship between the real-life figures who inspired it. As the fashion world eagerly awaits the release of the sequel and the spectacle of the MET Gala, one thing is certain: Anna Wintour’s influence will continue to shape the industry for years to reach.

The next major event to watch will be the premiere of The Devil Wears Prada 2 on May 1, 2026. Stay tuned to World Today Journal for continuing coverage of the film’s release and the latest developments in the world of fashion. We encourage you to share your thoughts on this story and the enduring appeal of The Devil Wears Prada in the comments below.

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