Ruby Brownless and Olympia Valance turn heads as they lead the fashionable arrivals at Caulfield Cup in Melbourne

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The upper echelons of Melbourne society descended on the Caulfield Cup on Saturday. 

The annual horse race took place on the third Saturday of October and drew a crowd including Ruby Brownless, Olympia Valance, and tennis player Thanasi Kokkinakis.

Ruby Brownless, 25, was a vision in red as she arrived at the glitzy do.

Billy Brownless’s daughter looked elegant in a long Meshki dress, featuring a delicate, see-through cape over her shoulders.

She accessorised the classic look with a matching red hat, a black purse and large gold earrings.

The popular social media personality went to the races with her husband, Josh Wallis, 30. They married in March in a lavish wedding.

You know, I always say it’s the little details that elevate a look, and Stephen Wallis’ son totally nailed it at the event! He kept it cool with sunglasses, but the real statement piece was definitely his Hermes belt – talk about a stylish accessory! It’s a splurge at $1,655, but it shows he understands how to finish an outfit with a touch of luxury.

Olympia Valance, age 32, attended the Caulfield Cup in a beautiful, flowing blue dress designed by Melbourne-based Shehzarin Batha Couture.

The actress, known for her role on Neighbours, wore a beautiful dress with a low-cut front, a fitted top, and a flowing skirt. She completed the look with a hat in a matching light green color, white shoes, and a white purse.

Keeping with the summery ensemble, she opted for pink cheeks and a dark nude lip for the occasion. 

Hannah Dal Sasso, a 24-year-old known for her past relationship with a footballer, and 20-year-old model Paris Bishop were also at the race day, and shared several photos together.

Hannah was wearing a short, white and black polka dot dress, paired with a black leather handbag and black heels.

She swept up her brunette locks in an up-do, letting a few strands hang across her rosy cheeks.

Her pal Paris matched her ensemble, wearing a sleeveless white dress with a bow across the front. 

She accessorised with white strappy heels, a crochet bag and a flower-embossed hair band. 

Also at the races was Hannah’s ex and tennis champ Thanasi Kokkinakis, 29.

Thanasi looked sharp at the glamorous event, sporting a cream suit with a dark, patterned tie and a coordinating pocket square.

The athlete completed his look with a relaxed touch, wearing sunglasses to protect his eyes from the sun and sporting some facial stubble.

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2025-10-19 10:33