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Anna Wintour Meghan Markle: What's Really Going On With Their Relationship

What Anna Wintour Really Thinks About Meghan Markle | Entertainment Tonight

Aug 08, 2025
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What Anna Wintour Really Thinks About Meghan Markle | Entertainment Tonight

There's been a fair bit of chatter, you know, about the supposed friction between two rather prominent figures: Anna Wintour, a truly powerful person in the fashion world, and Meghan Markle, the Duchess of Sussex. You might have heard whispers, or perhaps read a story or two, suggesting a kind of complicated dynamic between them. It's almost as if some folks imagine a quiet tension, a silent standoff, when these two names come up together in conversation, especially considering some past reports about Meghan's interactions with various publications.

Yet, when you look a little closer, and listen to what has actually been said, the picture starts to shift, doesn't it? It turns out, in some respects, the reality might be quite different from what many people assume. Anna Wintour herself has, on more than one occasion, shared her thoughts on the Duchess, and what she's said often paints a rather positive image. It’s a bit of a contrast to the narratives you sometimes hear, and that, in a way, makes it all the more interesting to explore.

So, what exactly is the true story behind these two influential women? Is it a tale of rivalry, or is there a more supportive, even admiring, connection at play? We’re going to take a look at the actual statements and reported interactions, getting to the heart of what's really going on between Anna Wintour and Meghan Markle, and seeing if we can clear up some of those persistent questions, you know, the ones that keep popping up.

Table of Contents

Who Are the Key Players?

Before we get into the specifics of their dynamic, it’s a good idea to, you know, just quickly remind ourselves about who these two figures are. Both Anna Wintour and Meghan Markle hold considerable sway in their respective spheres, and their actions and words tend to attract a lot of attention, naturally. They are, in a way, both very public figures, often under a bright spotlight.

Anna Wintour: A Brief Look

Anna Wintour is, quite simply, a name synonymous with fashion. She has been at the helm of a truly influential fashion magazine for a long, long time, guiding its direction and shaping trends. Her signature look, with those sunglasses, is almost instantly recognizable, isn't it? She’s also the person who organizes one of the biggest events in the fashion calendar, a very, very grand gathering that brings together celebrities, designers, and artists alike.

DetailInformation
RoleEditor-in-Chief of American Vogue, Global Chief Content Officer for Condé Nast
Key EventHost of the Met Gala
Known ForHer distinctive bob haircut and sunglasses

Meghan Markle: The Duchess of Sussex

Meghan Markle stepped onto the world stage in a rather significant way when she joined the British royal family. Before that, she had a career in acting, but her life changed considerably with her marriage to Prince Harry. She is known for her work on various social causes and, you know, her personal style, which is often discussed in fashion circles. She’s become a global figure, quite literally, with a lot of people following her activities.

DetailInformation
TitleDuchess of Sussex
SpousePrince Harry
Known ForPhilanthropic work, personal style, public appearances

Anna Wintour's Thoughts on the Royal Wedding Dress

One of the first times Anna Wintour publicly shared her feelings about Meghan Markle was regarding her wedding gown. This happened during a video segment, where Wintour, you know, really let the world know what she thought. She spoke about the dress Meghan chose for her marriage to Prince Harry, and her comments were, to be honest, quite positive.

It turns out, Ms. Wintour had a rather clear opinion on the matter. She actually praised the bridal gown, finding it to be a very, very suitable choice for such a grand occasion. She expressed her admiration for the dress, suggesting it was a beautiful and fitting selection for the Duchess of Sussex as she walked down the aisle. This initial public statement from Wintour certainly set a tone, hinting at a favorable view of Meghan's style.

Addressing the 'Difficult' Claims: Anna Wintour's Defense

There have been, you know, various reports circulating that suggest Meghan Markle can be a bit demanding or, in some respects, difficult to work with. These stories have appeared in different publications, painting a picture of someone who, perhaps, makes impossible demands. However, it's worth noting that Anna Wintour herself has actually spoken directly to these claims.

In fact, Ms. Wintour has addressed the criticism Meghan Markle faced head-on. She dismissed claims that the Duchess was difficult to work with, essentially putting those rumors to rest, at least from her perspective. She went further, describing the Duchess of Sussex as “amazing” during Vogue’s Go Ask Anna video series. This public endorsement from such a significant figure in media and fashion really stands out, you know, when you consider the other narratives that have been out there.

So, while some reports might suggest Meghan has, you know, made her fair share of enemies across some of the most famous magazines in the world, Wintour’s statements offer a different view. She seems to be, in a way, a supporter, someone who sees the Duchess in a very positive light. This really highlights the complexity of public perception, doesn't it? What one source says, another might just completely contradict, and Wintour's words here are quite strong.

The September 2022 Vogue Cover Conversation

Beyond the wedding dress and the dismissal of negative rumors, there's another interesting point of connection mentioned: a conversation about a specific magazine cover. It was noted that Meghan Markle spoke with US Anna Wintour about a September 2022 Vogue cover. This detail is quite telling, as it suggests a direct line of communication, and, you know, a collaborative interaction between the two women.

The fact that Meghan would discuss such a prominent magazine feature with Anna Wintour herself, rather than, say, a junior editor, points to a level of trust and direct engagement. It implies that Wintour views Meghan as someone important enough to have these high-level conversations with, and that Meghan, in turn, values Wintour's input. This kind of interaction, honestly, goes beyond just casual acquaintance; it hints at a professional relationship that is, you know, pretty significant.

It’s a bit like, you know, seeing two powerful people connecting on important projects. This interaction about the September 2022 Vogue cover really underscores the idea that Anna Wintour sees Meghan Markle as a valuable figure, someone whose presence and perspective matter in the world of fashion and public life. It’s not just a passing thought; it’s a direct conversation about a major publication event, which is, you know, a big deal.

The Met Gala Mystery: Why Meghan Is Always Absent

Despite the apparent good relationship, one question that often comes up is Meghan Markle’s consistent absence from the Met Gala. This event, hosted by Anna Wintour herself, is a huge deal in the fashion world, and, you know, it draws the biggest names from entertainment, fashion, and even royalty. Yet, Meghan has, for some reason, always been missing from the guest list, at least as an attendee.

What's truly interesting here is that Anna Wintour has publicly stated her desire for Meghan Markle to attend. In 2019, Wintour revealed her wish for the Duchess of Sussex to be a guest at the event. She has, in fact, hailed Meghan as a "dream guest," which is, you know, a pretty high compliment coming from the person who curates that exclusive list. It shows that Wintour genuinely wants Meghan there, seeing her as a valuable addition to the evening.

So, the fact that Meghan is always absent, despite being a desired guest, remains a bit of a mystery. It suggests that perhaps the reasons for her non-attendance are not related to any perceived friction with Wintour. Instead, they might be tied to other commitments, personal choices, or, you know, the complexities of royal protocol. It's a situation that, in a way, makes you wonder about the various factors at play, especially when the host herself is actively hoping for her presence.

Reconciling the Narratives: Fan or Foe?

This is where the phrase "what's really going on" truly comes into play. On one hand, the provided information mentions that Meghan Markle has, you know, made her fair share of enemies across some of the most famous magazines in the world. It talks about impossible demands and lambasting reporters, suggesting a challenging reputation in certain media circles. This narrative, quite literally, paints a picture of someone who can be difficult to manage.

However, on the other hand, the very same text reveals a completely different perspective from Anna Wintour. It states quite clearly that "Behind those sunglasses, Anna Wintour has a soft spot for the Duchess of Sussex." It even goes so far as to say, "Meghan Markle has a fan in Anna Wintour." This is, you know, a strong declaration of support, especially from someone known for their discerning taste and high standards.

So, what are we to make of these seemingly contradictory reports? It appears that while some parts of the media may have found Meghan Markle to be a tough personality to deal with, Anna Wintour holds a distinctly different, and far more positive, view. Wintour has actively dismissed claims of Meghan being difficult and has praised her. This suggests that the "enemies" narrative might be a broader perception from various sources, while Wintour's opinion is a specific, personal, and very public endorsement.

It’s almost as if, you know, Wintour is standing apart from the general chatter, offering her own assessment. She doesn't seem to subscribe to the idea that Meghan is problematic; quite the opposite, in fact. This dynamic suggests that, for Wintour at least, there is no real conflict or animosity. She sees Meghan as "amazing" and a desired guest, which, you know, really changes the entire complexion of their supposed relationship.

This situation highlights how different experiences and perspectives can shape public narratives. While some might focus on perceived demands, Wintour, a person with significant experience in dealing with high-profile figures, appears to have found Meghan to be a delightful individual. It’s a pretty clear indication that, at least from Anna Wintour’s vantage point, the relationship is one of admiration and respect, not, you know, one of difficulty or opposition. Learn more about Anna Wintour on our site, and link to this page Meghan Markle's public appearances.

What's the Real Takeaway?

When we look at all the pieces of information, it becomes pretty clear that the story of Anna Wintour and Meghan Markle is not one of hidden feuds or deep-seated issues. Instead, it appears to be a relationship characterized by respect, and, you know, even genuine admiration from Wintour’s side. She has consistently defended Meghan, praised her choices, and expressed a desire for her presence at significant events.

Despite the broader whispers about Meghan Markle facing challenges with various media outlets, Anna Wintour’s specific and repeated endorsements paint a very different picture. She has, quite literally, gone on record to dismiss the idea that Meghan is difficult and has called her "amazing." This suggests that any perceived tension is not coming from the fashion matriarch herself, but rather from other sources or general public speculation.

So, the next time you hear about Anna Wintour and Meghan Markle, remember the actual statements. It's almost as if Wintour sees Meghan as a truly compelling figure, someone who, you know, brings a lot to the table. This is a story of support and positive regard, rather than the drama that some might expect. It’s a good reminder that, you know, the full story often has more layers than the initial headlines suggest.

Frequently Asked Questions

Here are some common questions people ask about Anna Wintour and Meghan Markle:

1. Did Anna Wintour like Meghan Markle's wedding dress?
Yes, actually, she did. Anna Wintour publicly expressed her positive feelings about Meghan Markle's bridal gown. She praised the dress, calling it a very good choice for the occasion when she discussed it in a video segment, you know, sharing her admiration for the design.

2. Why doesn't Meghan Markle attend the Met Gala?
Meghan Markle has consistently been absent from the Met Gala, despite Anna Wintour, the event's host, publicly stating her wish for Meghan to attend. Wintour has even called her a "dream guest." The reasons for her absence are not specified in the provided information, but it doesn't appear to be due to any friction with Wintour, you know, given Wintour's stated desire for her presence.

3. Does Anna Wintour think Meghan Markle is difficult to work with?
No, quite the opposite, in fact. Anna Wintour has directly addressed claims that Meghan Markle is difficult to work with, dismissing them entirely. She described the Duchess of Sussex as “amazing” in Vogue’s Go Ask Anna video series, clearly indicating a positive view of Meghan's professional demeanor, which is, you know, a very strong endorsement.

What Anna Wintour Really Thinks About Meghan Markle | Entertainment Tonight
What Anna Wintour Really Thinks About Meghan Markle | Entertainment Tonight
What Anna Wintour REALLY thinks of Meghan Markle as Met Gala invite
What Anna Wintour REALLY thinks of Meghan Markle as Met Gala invite
Anna Wintour Reveals What She Really Thinks of Meghan Markle | Who What
Anna Wintour Reveals What She Really Thinks of Meghan Markle | Who What

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