Princess Eugenie famously wore a blush pink second wedding dress when she married Jack Brooksbank in 2018, but her strapless rose dress years earlier slipped under the radar.
Posing for photos during the 2006 Cipriani and Deutsche Bank concert series, the daughter of Sarah Ferguson and Andrew Mountbatten-Windsor took the red carpet by storm in a polka-dot midi dress with a shoulder-baring neckline, which is considered daring for a royal, a bow-embellished bodice, and a pleated skirt with a ruffled hem.
Silver pointed-toe heels and a matching necklace completed her concert attire, which the then-16-year-old had secretly worn to a royal event just five days earlier.
For Trooping the Colour in 2006, her grandmother the late Queen Elizabeth II’s birthday parade, she layered the pastel-pink dress underneath a grey trench coat which she tied around the waist, finishing her look with a rose and fanned pink-and-black fascinator.
The feminine print looked remarkably similar to the one Molly Ringwald’s character Andie makes for her prom in Pretty in Pink. Despite having a lacy illusion halterneck and off-the-shoulder sleeves that divided fans, the soft colours have remained popular 40 years later.
“I kept all of the costumes from that film – except for the prom dress,” Molly told InStyle in 2018. “Back then I hated it so much, but now, it’s the one thing from all of my films that I would love to have.”
Princess Eugenie’s workwear confessions
Opening up about her style, the director at contemporary art gallery Hauser & Wirth told Harper’s Bazaar in 2016: “I wear a dress and boots to work. I’ve started wearing high heels, which is so grown-up. But they’re painful by the end of the day. I look at people wearing heels in movies and I’m like, ‘How do they do that?’
“For clothes, I love Sandro and Maje. Zara is great for work, and bits from Topshop. My favourite is my lace bomber jacket from Essentiel Antwerp. And I live in my Rag & Bone ankle boots.”
An advocate for repeating outfits, she added: “I love trying new looks. I don’t want to be pigeonholed. You wear the same thing twice? Great. If you don’t, great!”


