Joshua Goldman
Joshua Goldman
min read · September 29, 2025 · Entertainment

Meryl Streep and Anna Wintour: The Dream Hug at Milan Fashion Week!

SCANDALOUS ENCOUNTER: MERYL STREEP AND ANNA WINTOUR SHARE A ROMANTIC HUG AT DOLCE & GABBANA SHOW

The fashion world was left agog yesterday as Meryl Streep, 76, and Anna Wintour, the iconic editor-in-chief of American Vogue, shared a tender hug at the Dolce & Gabbana show during Milan Fashion Week. The unlikely duo has always been known to have a complicated history, with Wintour calling Lauren Weisberger's bestselling book "The Devil Wears Prada" a "fair shot" after its release in 2006.

For those who don't know, the book was written by Weisberger, a former assistant to Anna Wintour, and is widely believed to be loosely based on her own experiences working at Vogue. The film adaptation, starring Meryl Streep as Miranda Priestly, cemented its place as a cultural phenomenon and became a benchmark for fashion journalism.

But what's behind the warm reception shared by these two formidable women? Sources close to the duo claim they have always had a good relationship, with Wintour often praising Weisberger's writing skills. However, it seems their mutual respect has turned into something more as they exchanged sweet words and hugs during the show.

The event was attended by fashionistas from all over the world, including Lady Kitty Spencer, 34, Princess Diana's niece and Princes William and Harry's cousin. The model was spotted chatting with Meryl Streep after the show, flashing a glamorous smile for her Instagram followers. "The Devil Wears Dolce Icons Miranda Priestly and Nigel aka Meryl Streep and Stanley Tucci joined us for the show during Milan Fashion Week," she captioned her post.

As if this weren't enough drama, we can reveal that Meryl Streep is reprising her role as Miranda Priestly in the upcoming sequel "The Devil Wears Prada 2", set to hit theaters on May 2026. But what's the plot behind this long-awaited follow-up? Insiders claim it will explore the struggles facing print magazines, with Miranda forced to turn to her former assistant Emily (played by Emily Blunt) for help in securing vital advertising deals.

Meanwhile, Anna Wintour is stepping down from her role as American Vogue editor-in-chief after 37 years, sparking speculation about who will take over the reins. But one thing's for sure: this drama-filled encounter between Meryl Streep and Anna Wintour has left fans buzzing with excitement.

The Original Devil Wears Prada: A Cultural Phenomenon

It's hard to believe it's been 20 years since "The Devil Wears Prada" first hit theaters. The film, based on Lauren Weisberger's bestselling book, was a box office smash, raking in $326.7 million worldwide on a modest budget of $35–$41 million. Not only did it cement Meryl Streep's status as one of the greatest actresses of all time, but also made "That's all" an instantly iconic phrase.

Anna (pictured on Saturday) was seen leaning in to embrace the actress before pausing to have a chat with her. The moment was shared by Vogue Magazine on Instagram

But behind the scenes, it was not just a film about fashion and ambition – it was also a reflection of the cutthroat world of high-end publishing. The original scored two Academy Award nominations, including Best Actress for Meryl Streep, who also took home the Golden Globe for Best Actress in a Motion Picture Musical or Comedy.

As we await the release of "The Devil Wears Prada 2", one thing's clear: this sequel will be just as captivating and jaw-dropping as its predecessor. So stay tuned, fashionistas – it's about to get real!

PHOTO CAPTION

Lady Kitty Spencer, 34, (left) who is Princess Diana's niece and Princes William and Harry's cousin, was also seen talking to Meryl after the show

Meryl Streep and Anna Wintour share a tender hug during the Dolce & Gabbana show at Milan Fashion Week. Lady Kitty Spencer is seen chatting with Meryl after the event.

[Image: Meryl Streep, Anna Wintour, and Lady Kitty Spencer share laughs during the Dolce & Gabbana show]

SIDEBAR

In another picture, Kitty (right) posed next to Naomi Campbell (second left) and Edward Enninful, (left) as well as posing alongside Stanley and Meryl for another iconic shot

What's behind the complicated relationship between Anna Wintour and Lauren Weisberger?

The Devil Wears Prada 2 plot details

  • Miranda Priestly will face new challenges in the print magazine industry
  • She'll turn to her former assistant Emily for help in securing advertising deals
  • The sequel is set to release on May 2026, marking 20 years since the original film debut