“I’ve always loved a pinstripe suit, but honestly it was all Simon,” says Isaac Quaynor of his custom Oscar Hunt suit, giving all credit to his longtime stylist, Simon Finnegan.

His sleek Gentle Monster sunglasses, however, were all Quaynor.

Hannah Dal Sasso and Isaac Quaynor at the G.H. Mumm marquee in the Birdcage at Flemington Racecourse.Eddie Jim

“These glasses are my babies,” he says.

“I’m proud of this one because it was me: I went out there, found them and bought them.”

Either way, the Collingwood football player perfectly encapsulates sprezzatura; the Italian word for style that is simultaneously sharp without ever feeling forced.

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