Bag: Vince Medium Shoulder Bag

Price: $2,250 via Nordstrom

WHY:Day 5: After much success during the it-bag heyday, Chloé stumbled a bit and couldn’t quite find its footing. However, things have changed and in the past couple years Chloé has released a few bags that are fresh, imaginative and garnered quite the following. I found myself drawn to the Faye bag and once I saw this rendition, it was the perfect fit.

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