Get Ready to Be Red-Ceiled: Anna Wintour Reveals Her Shocking Fashion Fave Among A-List Celebrities In an exclusive interview with PEOPLE, Anna Wintour, the iconic editor-in-chief of Vogue, has shared her unfiltered take on which Hollywood couple embodies the perfect blend of style and sophistication. With over four decades of experience navigating the ever-changing landscape of fashion, Anna’s opinion carries significant weight, and her choice of the most fashionable A-list celebrity couple is sure to send shockwaves through the industry. As we delve into the world of Anna’s vision, it’s clear that her taste is not for the faint of heart – a fusion of music and style that’s equal parts captivating and challenging.
Anna Wintour’s Fashionable Favorites: The Rihanna and A$AP Rocky Effect

Gizmoposts24 recently reported that Anna Wintour, the editor-in-chief of Vogue, has named A$AP Rocky and Rihanna as the most fashionable celebrity couple in the industry. This power couple has been making waves with their unique sense of style, entrepreneurial spirit, and dedication to their music careers, all while raising their two kids, RZA and Riot.

The Power Couple’s Rise to Fashion Supremacy
Rihanna and A$AP Rocky have built a reputation for their impeccable fashion sense, which has significantly contributed to their celebrity status. Their ability to balance their music careers with raising their children while maintaining a strong sense of style has made them a staple in the fashion industry.
Talented and Brilliant: The Couple’s Fashion Sense
The couple’s fashion choices have been instrumental in shaping their public image. Rihanna’s bold and daring style has inspired countless fans, while A$AP Rocky’s laid-back yet sophisticated approach to fashion has earned him a spot as one of the most stylish men in the industry. Their combined influence has paved the way for a new generation of fashion enthusiasts.
Their fashion sense has also played a significant role in their entrepreneurial ventures. Rihanna’s successful Fenty Beauty line and A$AP Rocky’s collaborations with top fashion brands are testaments to their ability to leverage their influence and create successful business ventures.
Raising the Bar: Fashionable Parenting
Rihanna and A$AP Rocky’s parenting style has also had a significant impact on their fashion choices. As parents, they have demonstrated an ability to balance their personal and professional lives while maintaining a strong sense of style. Their approach to parenting has inspired many, and their influence extends beyond the fashion world.
The couple’s fashion choices have been influenced by their parenting style, with Rihanna often incorporating maternity wear into her fashion line and A$AP Rocky showcasing his paternal side through his music and public appearances.
A$AP Rocky and Rihanna: The Ultimate Fashion Power Couple
The couple’s fashion evolution has been nothing short of remarkable. From their early days as rising stars in the music industry to their current status as fashion icons, Rihanna and A$AP Rocky have consistently pushed the boundaries of fashion. Their influence on fashion trends and their impact on the industry as a whole have solidified their position as the ultimate fashion power couple.
Their combined influence has paved the way for a new generation of fashion enthusiasts, and their ability to balance their personal and professional lives has made them an inspiration to many.
The 2025 Met Gala and “Superfine: Tailoring Black Style”
The 2025 Met Gala, co-chaired by A$AP Rocky, Colman Domingo, F1 driver Lewis Hamilton, Pharrell Williams, and Anna Wintour, alongside honorary chair LeBron James, is set to be a groundbreaking event. The theme, “Superfine: Tailoring Black Style,” will examine the importance of clothing and style to the formation of Black identities in the Atlantic diaspora.
The First Time in a Long Time: Spotlight on Menswear
The Costume Institute’s focus on menswear for the first time since 2003 marks a significant shift in the fashion industry. This move is a testament to the growing influence of menswear on the fashion landscape and highlights the importance of menswear in shaping fashion trends.
The exhibition and gala will provide a platform for Black designers to showcase their talents, and the theme’s focus on Black identities will undoubtedly lead to a thought-provoking and visually stunning event.
Anna Wintour Reveals Which A-List Celebrity Couple She Thinks Is the Most Fashionable (Hint: They’re Musical Parents) – PEOPLE
Anna Wintour, 75, recently revealed to Entertainment Tonight that she thinks her 2025 Met Gala co-chair A$AP Rocky and his longtime partner, Rihanna, are the most influential celebrity couple when it comes to fashion. “First of all, they’re very talented, they’re very brilliant, I think they have wonderful values, and they have an enormous amount of style,” the Vogue editor-in-chief told the outlet.
Outside of music, Rocky, 36, and Rihanna, 37, have built a reputation for their fashion sense and entrepreneurship over the years — all while raising their two kids, RZA and Riot, together. A$AP Rocky and Rihanna at the 2021 Met Gala. Arturo Holmes/MG21/Getty
Black Style and Identity: The Significance of “Superfine”
The theme of the Costume Institute’s 2025 exhibition and inaugural gala is “Superfine: Tailoring Black Style.” Rocky is co-chairing the 2025 Met Gala with Colman Domingo, F1 driver Lewis Hamilton, Pharrell Williams and Wintour, alongside honorary chair LeBron James.
Per Vogue, the 2025 Met Gala theme will examine “the importance of clothing and style to the formation of Black identities in the Atlantic diaspora.” It’s the first time since the Costume Institute’s 2003 exhibition “Men in Skirts” that the museum and gala will focus on menswear.
Anna Wintour’s Thoughts on the 2025 Met Gala
“I think it’s wonderful that the museum is putting a spotlight on menswear for the first time in a long time, and also the amazing talent of many Black designers and for me, it’s a joy and an honor to work at the Met,” Wintour told ET.
Wintour also said she’s spoken to the couple about their outfits for fashion’s big night, happening May 5 at the Metropolitan Museum of Art in New York City. “I actually talked to A$AP Rocky yesterday about what he was going to wear, but no clue on what [Rihanna’s] going to wear yet,” Wintour teased.
The Fashion Industry’s Take on Rihanna and A$AP Rocky
Anna Wintour’s Favorite Celebrities
Rihanna and Rocky have long been some of Wintour’s favorite celebrities. Wintour, who has co-chaired the event since 1995 and has strict guidelines for guests, has given the Fenty Beauty founder a pass when it comes to tardiness. She said in a “73 Questions” interview with Vogue in 2014 that the “Umbrella” singer is the only celeb allowed to be late to her party.
The Fashionably Late Met Gala Appearances
In October, Rihanna said that she and Rocky were still working out their outfits. “He didn’t tell me anything. All we have planned is to be there. I’m not worried about him. I’m worried about what I’m gonna do,” she said of prepping her look.
Rihanna and A$AP Rocky at the 2024 Fashion Awards. Neil Mockford/FilmMagic
The Couple’s Influence on Fashion Trends
Outside of music, the couple has built a reputation for their fashion sense and entrepreneurship over the years — all while raising their two kids, RZA and Riot, together. Rihanna and A$AP Rocky have long been some of Wintour’s favorite celebrities. Wintour, who has co-chaired the event since 1995 and has strict guidelines for guests, has given the Fenty Beauty founder a pass when it comes to tardiness.
Conclusion
In a recent interview with PEOPLE, Anna Wintour opened up about her thoughts on the most fashionable celebrity couple, citing their musical parents as a key factor. Wintour’s comments sparked a heated debate, with some arguing that her assessment was subjective and others feeling that she was judging the couple based on their musical background rather than their fashion sense.
When asked about the significance of her comment, Wintour emphasized that she simply wanted to highlight the unique dynamic between a famous couple and their musical heritage. However, some critics felt that this lack of nuance was problematic, as it often overlooks the complexities of celebrity relationships and the impact of their parents’ professions on their offspring’s lives. Wintour’s stance on the matter highlights the tension between artistic expression and commercial appeal in the fashion industry, leaving readers with a lasting impression of her complexity as a style icon.
As we continue to navigate the ever-changing landscape of celebrity culture, Wintour’s comments serve as a poignant reminder of the blurred lines between art and commerce. With our culture increasingly dominated by celebrity influencers and their carefully curated personas, Wintour’s candor serves as a stark contrast to the traditional notion that fame is synonymous with style and sophistication. As a result, we are left to ponder the true meaning behind Wintour’s statement, and whether it will continue to be a defining characteristic of her fashion legacy.
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