In the world of royal appearances, style often speaks louder than words. Few understood this better than Princess Diana. She mastered the art of dressing with ease, charm, and clarity—especially when it came to public outings that blended formality with a sense of natural grace.
One of the clearest examples of her effortless approach to public dressing is the now-iconic Turnbull & Asser checked blazer. Crafted from fine wool in muted greens and browns, lined with a black silk blend, and tailored to perfection, this blazer reflected Diana’s ability to merge function with polish. It was structured without being stiff, casual without losing poise.
She wore the piece on several notable occasions—each time in a different setting, with a unique tone. In 1988, she paired the blazer with jeans and cowboy boots at the Guards Polo Club, adding a sweatshirt and baseball cap. That same year, she wore it while visiting Major James Hewitt with her sons. In 1989, she chose the blazer for a school drop-off in Notting Hill. And in 1994, she was seen exiting a London bookshop wearing the same look.
Each appearance had one thing in common: comfort without compromise.
Why did the blazer work in so many different environments?
Because Diana understood how to adapt her wardrobe without losing her identity. She didn’t over-style her looks. Instead, she let the quality of tailoring and the purpose of the moment dictate her choices. This approach made her feel real to the public. She could be glamorous at a gala and approachable on a school run—often within the same week.
Turnbull & Asser’s tailoring played a significant role here. Known for their structured, timeless cuts, the brand helped frame Diana’s style in a way that felt grounded but refined. With strong lines, earth-tone checks, and sharp lapels, the blazer wasn’t loud, but it made a statement.
There’s also cultural value in how this piece endures. The same off-duty style—oversized blazer, boots, cap—was reimagined decades later by celebrities like Hailey Bieber in fashion editorials. It’s not a coincidence. Diana’s casual sophistication left a mark on fashion that still resonates today.
So what can today’s fashion-conscious audience learn from this?
- Choose quality tailoring that fits multiple roles in your life
- Combine elegance with wearability—look for clothing that reflects your personality without effort
- Repeating key pieces isn’t a fashion failure; it’s a sign of personal style
- Keep your wardrobe focused on how you want to move, not just how you want to look
To explore the original Turnbull & Asser blazer and many other timeless pieces worn by Princess Diana, visit the virtual exhibits curated by The Princess & The Platypus Foundation. Experience the quiet strength of effortless style through the eyes of someone who wore it best.
