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Styling Your Autumn Outings and Occasions with Rose Roselt

In our humble opinion, autumn is the most beautiful season of the year. Bright, breezy days, cool and cosy nights, trees in a riot of reds, browns and yellows—it’s the perfect combination.


The slower pace of autumn is also the ideal time for reconnecting with family and friends after the hectic beginning of the year, and cooler temperatures—before the bite of winter—make being outdoors more comfortable and enjoyable. 


Styling your wardrobe for the autumnal weather can be a challenge, with lingering days over 30 degrees, cool mornings and nights, and unpredictable breezes or showers of rain. But with pieces from our autumn collection and the confidence to experiment, you can tackle any outing or occasion that the season has to offer. And with digital creator Rose Roselt to bring the collection to life—let’s just say, we’re inspired!

Paramore Dark Brown, Tilda Black

"The best advice for autumn styling is one you’re probably tired of hearing: layering. It really is the key to getting the most versatility out of your outfits when the weather is so temperamental. In the ideal outfit, your base layers should work together just as well as when you add your outer layers."

Payday Black White Snake

Payday Black White Snake

Daytime Styling

“Autumn days call for sneakers, comfy flats and low, wearable heels, especially block heels and wedges.”

Autumn days call for sneakers, comfy flats and low, wearable heels, especially block heels and wedges. Denim, light jackets, and longer skirt and sleeve lengths return to the rotation as well, relying on light layering to take you from the chill of the early morning through the warmest part of the day and on to the drop in temperature as the sun goes down.

Loafers continue to be a sophisticated choice for effortless elegance—choose them in a trending colour like grey, olive or burgundy for a fashionable twist. Rose pairs the grey Cartay loafers with dark denim and a grey blazer, using a classic light-dark-light combination for a casual yet elevated look. Pops of muted, trending colour like olive green and wine red make the outfit feel fresh.

Vima Choc

"Spring always feels like a reawakening. After the cooler months of layering and darker hues, I was inspired to bring freshness and vibrancy back into my wardrobe through lighter fabrics, unexpected textures, and colour pops."

For shorter outings or days when you’re not spending too much time on your feet, a low heel can transform a casual look to something more polished. Kitten heels, slingbacks and block heel pumps are all popular picks for daytime wear—look for lush suede, animal print or rich chocolate shades to really lean into the trends of the season.

One of our favourite picks for autumn is the Paramore wedge in decadent chocolate brown. A refined leather slingback with square toe, Paramore is versatile staple with year-round appeal. Rose pairs this low wedge with a relaxed white midi and soft brown jacket, creating a balance between structure and softness for easy sophistication—the perfect combo to take to brunch or on a winery tour. Styling the look with the black Tilda bag, Rose proves that the old adage of matching your shoes to your bag is a rule that can easily be broken—instead, you can match it with other elements of your outfit like Rose has demonstrated, or make the shoes or bag the statement piece of your look by letting it stand alone.

Paramore Dark Brown, Tilda Black

Nighttime Styling

“To make your flats work for nighttime, look for statement details that you can dress up—metallics, animal prints, and textures like mesh or suede are our picks for autumn.”

Crisp autumn evenings are some of the best times for going out—spectacular sunsets against a backdrop of red and yellow leaves, less humidity and the slight chill kept at bay with heaters or a light jacket.

Not quite as unpredictable as autumn days, evenings still rely on layering for versatility, with shoe options ranging from chic flats and ankle boots to pointy stilettos and statement knee-high boots depending on where the night is taking you.

Whether you’re heading straight from the office to dinner or date night or are looking to balance comfort and style on a night out, flats are the ideal solution. This season’s silhouettes range from the classic to the modern, featuring ballet flats, Mary Janes, loafers and mules in a variety of shapes, colours and materials to suit your look.

Payday Black White Snake

To make your flats work for nighttime, look for statement details that you can dress up—metallics, animal prints, and textures like mesh or suede are our picks for autumn. Combining classic elements with unexpected details gives you the versatility to dress a look up or down; you can easily achieve this with a pop of colour or print and using contrasting or complementary colours. Rose demonstrates this with the two-tone Payday flats, which she has paired with slacks and a classic trench, tying the look together with a pop of red. The snake print flats echo the colour scheme in the rest of the outfit in a way that feels intentional yet unexpected. Together with the right accessories—such as Rose’s gold necklace and angular sunglasses—the look is sophisticated, effortless and perfect for autumn.

If the evening vibe calls for a more fun, fashion look, it’s time to reach for something bold. A striking pair of stilettos or boots in a bright colour or loud print are the perfect focal point for a look that takes you late into the night—or into the early hours of the morning. Layering daring elements under more sophisticated elements lets you transition from dinner to dancing with ease, and high contrast looks are an easy way to experiment with more adventurous styling.

Styling Tips

“Layering daring elements under more sophisticated elements lets you transition from dinner to dancing with ease, and high contrast looks are an easy way to experiment with more adventurous styling.”

Snake print is a key trend of the season, making the Didget snake print boots a standout piece in the autumn collection. Rose styles the pair with a black base, combining long fringe and almost-sheer fabric for a peek-a-boo moment that is perfect for the evening. Paired with a white blazer and simple accessories, the contrast between cheeky and sophisticated makes this look work for gallery events, rooftop drinks and late-night dancing alike.

Autumn is a season full of styling opportunities, where the art of layering really comes to the fore. With a few simple tricks and a confident mindset, you can reimagine classic silhouettes and explore new ones with ease, turning every occasion into a moment for your personal style to shine.

Cartay Grey

Whether you take inspiration from Rose’s effortless, elevated looks or you’re ready to discover your own style possibilities for the season, you can shop the latest autumn shoes and accessories in-store and online today.

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