For his first collection, he is leaning heavily on the checkerboard Damier print but reworking it in clever ways — digital camo or, in Mr. Williams’s parlance, “damouflage,” and tweaking the colors away from the familiar browns and grays.

“Every season it’s going to be a different colorway,” he said, likening the playfulness to Takashi Murakami’s neon monogram print during the Jacobs era. The soles of various shoes will be a modified Damier pattern. On a conference table were a pair of damoflage sweatsuits set aside for his parents (“My dad is a player,” he said.)

Mr. Williams, who made waves in 2007 with his oversize purple crocodile Hermès Haut à courroies bag, is most tickled by the opportunity to innovate on the Speedy, which he is remaking in several primary colors, and also in an exaggerated, oversize silhouette. A yellow Speedy in meltingly soft leather sat on the pool table that serves as an impromptu work space in the atelier, almost slumping under its own very light weight.

“I want to give you that same experience that you get when you go to Canal Street, a place that has appropriated the house for decades, right?” Mr. Williams said. “Let’s reverse it. Let’s get inspired by the fact that they’ll make some colorways that the house has never made. But then let’s actually make it the finest of leather.”

The day before, Mr. Williams had taken a moment to chat about designing a custom look for Naomi Campbell, including a zipped sports bra and zipped miniskirt, all in monogrammed leather (“’60s vibes, go-go”), and debating skirt lengths. “It’ll work, but I don’t know if it’ll be as sexy,” he said.

He also surveyed a pair of ship-shaped bag options, one steamer-like, one a bit shorter, and picked from various trim color and font options. “This seems to be the crispiest,” he said, pointing to a white trim. He held one bag in each hand, then handed them to Nigo, who stomped off down the office in a mock model walk.

Jon Caramanica

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