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A portrait of style

14 August 2025 Written by Celia Purdey

At Flemington, amid the sprints and sips of champagne, a quick sketch becomes something lasting – a celebration of style, a personal keepsake, and a reminder of the charm of something made by hand.

My mother has a small collection of fashion illustrations from Flemington – reminders of days when dressing up was part of the fun. She has always loved style, and waiting in line for a live sketch has become a cherished part of her race day ritual. For her and many others, these portraits celebrate the effort of getting dressed, the atmosphere of the day, and the enduring charm of something created by hand. 

These treasured works come from artists like Sarah Darby, a British-born illustrator who has become a fixture at Flemington. With a fashion-forward eye and a Copic marker in hand, Darby and her fellow illustrators capture racegoers in real time, sketching their silhouettes, style, and spirit with speed, elegance, and warmth.

“We want people to feel beautiful,” she says. “It’s not about caricature or critique; it’s about celebrating the way someone presents themselves to the world.” 

Live illustration may seem like a modern novelty, but it harks back to a time before digital filters and instant uploads – an era when fashion was recorded by hand. Cecil Beaton, who played a significant role in shaping 20th-century fashion, began as a fashion illustrator before becoming a renowned photographer. He also designed the costumes for My Fair Lady, including the iconic black-and-white racewear for the Royal Ascot scene – a look that became one of the world’s most enduring style moments. 

Sarah Darby believes everyone deserves to feel a little bit fabulous and provides a keepsake for racegoers.

In the 1940s, René Gruau was celebrated for his line work and rose to fame through collaborations with Christian Dior, particularly the ‘New Look’. These artists captured not just the clothes but the attitude of the era, and laid the groundwork for fashion storytelling that remains influential today. 

The illustrators at Flemington continue that tradition, capturing the changing face of racewear and personal style. Their sketches don’t just record outfits – they reflect the culture and character of the racing crowd itself. 

Darby’s path to illustration wasn’t direct. Despite a childhood love of art, she gave it up at sixteen, believing it wasn’t something she could pursue. She worked in marketing and PR until after the birth of her second daughter, when she enrolled in a night class for fashion illustration and rediscovered her creative spark. Wedding portraits came first, followed by live sketching at events, which was, back then, a rare but growing trend. Today, she might be drawing at a race day in Melbourne, a milestone birthday in the Middle East, or a luxury brand event for Cartier. Once, she even illustrated guests at a private 50th birthday in Mexico, where Alanis Morissette was the entertainment. 

At Flemington, she has worked in nearly every corner of the course. “I’ve been in General Admission, The Nursery, and The Birdcage,” she says. “I worked in The Park during last year’s Carnival and loved the mix of people I drew.

I sketched everyone from young girls excited to be dressed up to the entrants for Fashions on the Field in their incredible racewear. Every area has its own story.” 

The Members’ Enclosure also brings its own atmosphere. “The first time I worked there, I arrived early to set up and saw people rushing in to get a seat. Now that we’ve been there for a while, I see them hurrying not just for a seat but to get in line for their portrait! It means a lot to be part of their day, and we never take that for granted.” She also enjoys the social side of the job – connecting with people and hearing their stories as she draws. “I do love a chat,” she laughs. “But I have to remind myself not to talk too much so I can get the job done!”

Something made by hand

Something made by hand

For men

For men

And women

And women

Her team of illustrators each brings their own style, united by a shared love of fashion and attention to detail. They use smaller A6 cards and a prepared base template to keep the process flowing, but no two drawings are the same. Every subject is captured with care – from the bold print of a dress to the subtle shade of a perfectly tailored suit. “Men’s racewear is often amazing,” says Darby. “And I make sure to always ask them about the fabric colour because the details matter.” 

Darby herself dresses the part, believing in matching the energy of the event. “Fashion is part of the performance of the day, and I like to feel I’m part of that too.” Her style is polished, playful, and always appropriate for the occasion. While she may not see many horses (“My back is to them most of the time!”), she loves the atmosphere of Flemington, especially the sense of occasion embraced by families, members, and long-time racegoers alike. “It may be the Brit in me, but I love the tradition of racewear.

There’s something beautiful about the care people take with their outfits. It’s not casual – it’s special.” 

That atmosphere is shaped by the steady flow of people in the lobby, the friendly VRC staff managing the queue, and the delighted faces of those receiving their sketches – each one a reflection of how they looked and felt on the day. 

“It’s that moment when they look at it,” Darby says. “That’s why I do it. It’s their reaction.

Everyone deserves to feel a little bit fabulous.” 

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