The Chic 2025 Bag Trend That Ashley Olsen Was Already Wearing a Decade Ago

collage of three paparazzi shots of Ashley Olsen wearing chic outfits with Dragon Diffusion woven bags

(Image credit: Backgrid)

Ask any of my fashion friends, and they will confirm how far back my love for a great woven bag goes. This is all thanks to my obsession with the Olsen twins' style, especially Ashley Olsen. I have her, in particular, to thank for putting the delectable woven leather bags from Dragon Diffusion on my radar a decade ago. Naturally, Olsen is always ahead of the curve, and that's exactly who came to mind as I began to see the woven bag trend start to take over the past couple of years, more than ever in 2025.

With interest in the effortless bag style growing every day, it is easier than ever to find a wide array of options that suit a variety of personal styles with different budgets. These bags come in every color and size imaginable and in so many designs spanning from classic totes to clutches to hobo shoulder bags. The best part is that they can be worn with just about any look—which is why I am constantly reaching for mine.

Keep scrolling to shop 30 incredibly chic woven bags that fashion people and celebrities—like Ashley Olsen—can't get enough of.

Ashley Olsen spotted walking down brownstone stairs wearing aviator sunglasses, a tan blouse layered under a navy blue sleeveless dress, a black patent shoulder bag, and camel brown Dragon Diffusion woven tote bag

(Image credit: Backgrid)

Ashley Olsen spotted in New York City wearing aviator sunglasses, a brown fur coat, black scarf, plaid button-down shirt, gray crewneck T-shirt, a small croc The Row tote bag, and brown Dragon Diffusion woven bag

(Image credit: Backgrid)

Ashley Olsen in Brentwood California carrying a coffee with wet hair, aviator sunglasses, blue canvas chore coat, camel brown Dragon Diffusion tote bag, baggy gray sweatpants, black flip-flop sandals

(Image credit: Backgrid)
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Jennifer Camp Forbes
Senior Shopping Editor

Jennifer Camp Forbes is a senior shopping editor at Who What Wear, where she has worked in a variety of capacities including creative director and various editor roles. She’s a well-known shopping expert that’s sought out for advice and insight on the latest trends, outfit ideas, and fashion picks thanks to her thoughtful shopping roundups. Jennifer's lifelong interest in fashion led her to intern at Harper’s Bazaar as an undergraduate. Later, while working towards her masters degree in psychological counseling at Columbia University, she founded two digital fashion publications: Le Fashion and Olsens Anonymous. The popularity of both sites grew and after graduation she decided put her plans to become a therapist aside to pursue a career in fashion.