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Meghan Takes Manhattan: The Duchess Glows at Gypsy on Broadway

April 11, 2025 by Susan Courter 8 Comments

Meghan was in the Big Apple last night as she made a surprise appearance at Broadway’s revival of Gypsy, starring none other than actress Audra McDonald.

credit: Michaelah Reynolds

The Duchess of Sussex began her evening in classic Manhattan fashion, dining at the iconic Ralph Lauren Polo Bar. From there, she headed to the Majestic Theatre to see Gypsy, the beloved 1959 musical that tells the story of the ultimate stage mom, Mama Rose, and her daughters, Louise and June, as they navigate the highs, lows, and sequins of vaudeville life.

Gypsy

The revival is already making history, thanks to six-time Tony Award winner Audra McDonald, who becomes the first Black actress to play the legendary role of Mama Rose on Broadway. And judging by Meghan’s reaction, history has never looked—or sounded—so good.

View this post on Instagram

A post shared by Gypsy on Broadway (@gypsybway)

After the show, Meghan and her close-knit crew, including interior designers Nate Berkus and Jeremiah Brent, along with friend Tracy and her husband Brian Robbins (Co-CEO of Paramount Global), and CBS president George Cheeks, went backstage to meet the cast.

credit: Michaelah Reynolds

Meghan embraced Audra McDonald, posed for photos, and gushed about the performance.

View this post on Instagram

A post shared by Meghan, Duchess of Sussex (@meghan)

McDonald, who told Vanity Fair in 2023 that Meghan is the living person she most admires, was equally thrilled, sharing photos of their backstage meeting on Instagram.

View this post on Instagram

A post shared by Audra McDonald (@audramcdonald)

She also spent time with the show’s rising stars, including Joy Woods (Louise) and Jordan Tyson (June), who shared their excitement on social media. “Meet THEE princess,” Jordan wrote on her Instagram Stories. And honestly? She’s not wrong.

Meghan with Joy Woods (right) and Jordan Tyson (left) credit: Jordan Tyson Instagram

It’s no surprise that Gypsy would strike a chord with Meghan. As a Northwestern theater alumna, Meghan has always had a deep respect for storytelling. This musical is right up her alley.

So if you find yourself in NYC anytime soon, take Meghan’s advice—go see Gypsy. And bring tissues. More on the show and tickets at the link here.

Meghan with Audra McDonald’s Yorkie Terrier

Now our look at what Meghan wore.

Meghan wore a skirt from Carolina Herrera — the Houndstooth Column Skirt, $1390.

From Carolina Herrera’s site the skirt is described as “cut from a lightweight houndstooth tweed, this floor-length column skirt pairs perfectly with the matching floral-embroidered jacket.”

Her shirt is the Veronica Beard ‘Amelia’ silk shirt, $448. A few sizes available at Nordstrom here.

Meghan also wore her Aquazzura ‘Purist’ 105 pump in black suede, $750.

Meghan wore her staple Cartier ‘Love’ bracelet and Diana’s Cartier ‘Tank’ watch on her wrist along with, what appears to be, Diana’s diamond tennis bracelet.

Below, Meghan wearing the bracelet in Fiji, November 2018 and on the right, Princess Diana wearing the bracelet.

We spotted Meghan’s coat and clutch bag in a photo with actor Tony D’Alelio but have not been able to identify either yet. The clutch could be the Bottega Veneta Intrecciato Leather Pouch ($1450) a brand she favors.

In other news, Harry was on a meaningful mission of his own—visiting war victims in Ukraine with the Invictus Games Foundation. Read more about it from People here.

Finally, we leave you with this beautiful illustration of Meghan by friend and artist Amelia Noyes.

Be sure to check out my ShopMy page here—which includes “shop my Instagram” and more. I am working on adding additional posts and links to shop.

Filed Under: Footwear, shirts, Shoes, Skirts

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Reader Interactions

Comments

  1. L says

    April 21, 2025 at 3:30 pm

    I live in New York so I’ve seen ads for Gypsy for weeks that piqued my interest. Now I’m even more interested in seeing it! Duchess Meghan’s skin and hair look absolutely radiant even though this isn’t my favorite outfit on her.

    Reply
  2. Maureen says

    April 14, 2025 at 3:04 am

    Thank you for the link to the Audra McDonald comment in Vanity Fair. I hadn’t seen that before and it expresses exactly what I think. It’s so good to know that not everyone is taken in by the vile and vilifying campaigns in the UK.

    Reply
  3. Fabiola says

    April 13, 2025 at 12:02 am

    Awesome, thanks a lot!

    Reply
  4. Hannah says

    April 12, 2025 at 3:46 pm

    What’s your ID on the jewellery? Earrings, necklace, on her wrist?

    Reply
    • WhatMeghanWore says

      April 13, 2025 at 7:58 pm

      Hannah, That reminds me! I did spot the Diana tennis bracelet on her wrist along with her Cartier ‘Love’ bracelet and Diana’s Cartier tank watch. 🙂 – Susan

      Reply
      • hannah says

        April 14, 2025 at 9:30 pm

        Yes! Definitely looks like Diana’s diamond bracelet 🙂
        Still can’t decide whether her earrings are her Cartier Galanterie wedding earrings or her emerald-cut diamond studs…
        I’m kinda obsessed with the Cartier Reflection diamond bracelet (wedding) and earrings (reception) she wore in 2018. Were they loans or gifts or bought.? Would *love * to see those pieces again!

        Reply
        • WhatMeghanWore says

          April 15, 2025 at 10:19 am

          Hi Hannah – yeah the earrings are tough because the photos aren’t hi-res unfortunately. As for the bracelet and earrings – those were a gift from Prince Charles for their wedding. I don’t think she’s worn them since. Thanks, Susan

          Reply
  5. Ghilou says

    April 12, 2025 at 1:20 pm

    Gypsy est un spectacle captivant de ce qu’on peut voir.
    Pour la tenue de Meghan, elle est impeccable; la jupe est magnifique.

    Reply

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