If you’re familiar with the legacy of Anna Dello Russo, you know it’s hard to imagine her ever having a low-key, casual day out on the town with her pooch. And yet here she is, wearing distressed jeans, loafers, and a light sweater, prowling around in her natural habitat – her hometown of Milan. We’re a tad flabbergasted that she even owns a pair of holey jeans, frankly. Anyhoo, her bag is a colorful Dolce & Gabbana Miss Dolce Woven Raffia Bag, which you can snap up at Net-A-Porter for $2,845.

And just in case you’re wholly unfamiliar with Anna and her crazy awesome fashion sense, she’s editor-at-large at Vogue Nippon (Japanese Vogue) and a huge street style celeb. Her unique style often includes full runway couture and crazy hats – which makes her a particular favorite of fashion event photogs.

Anna Dello Russo carries a Dolce & Gabbana Miss Dolce Woven Raffia Bag while walking her dog in Milan (1)

Anna Dello Russo carries a Dolce & Gabbana Miss Dolce Woven Raffia Bag while walking her dog in Milan (2)

Anna Dello Russo carries a Dolce & Gabbana Miss Dolce Woven Raffia Bag while walking her dog in Milan (3)

Anna Dello Russo carries a Dolce & Gabbana Miss Dolce Woven Raffia Bag while walking her dog in Milan (4)

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