A question we’re all often asking ourselves: What would Megan Draper wear in 2025? With Simon Miller’s fall 2025 collection, Chelsea Hansford may have an answer.

This season, rather than take inspiration from various far-flung destinations, Hansford based her entire offering around the conversation pit—the bygone midcentury design fixture that was just as cool as it was dangerous. (It’s a miracle Don Draper never took a spill in his after one too many Old Fashioneds.) “I was really drawn by the idea of this intimate human connection whether that’s lounging and reading a book, or listening to records, or dancing with your friends or sharing martinis,” Hansford said.

Hansford infused a 1970s sensibility into fall 2025, from the striped, earth-toned knitwear to the wooden clogs. Otherwise,

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