From blooming florals to oversized tailoring, Jessica Jann and Wilfred Wong define effortless style this season

#bloomingromantic - Jessica Jann @jessjann

The maxi dress is a summer perennial, but this season it’s all about florals. A black base makes vibrant pink and red paisley patterns feel sophisticated rather than just sweet. Jessica opts for a fitted bodice with delicate spaghetti straps to balance the volume of an elegant, flowy skirt. Keep your accessories minimal with fine gold jewellery and let a confident smile be your best accessory for those lush, outdoor weekend vibes.

Pink floral ruffled silk chiffon maxi dress _ Chloé

Beige embroidered handbag _ Miu Miu

Beige raffia-effect fabric slides _ Loewe

#powerdressing - Wilfred Wong @thatwilfred

Tailoring is getting a modern, architectural update for 2026. Forget the slim-fit suit – the move now is all about oversized silhouettes and tonal beige. Wilfred masters this look by pairing a blazer with wide-leg trousers featuring a bold folded cuff. To add depth, layer an asymmetrical neckline to finish the look. It’s a quietly confident way to do smart casual with a creative edge.

Blue silk scarf _ Hermès

White cotton T-shirt _ Gabriela Hearst

Brown striped blazer _ Dolce&Gabbana

Brown pleated shorts _ Saint Laurent

Ecru suede loafers _ Loro Piana

Also see: #legend100does: Where to go, eat and explore this season