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Slide 11 of 25

Blair Waldorf's Bag: Oversize, Structured, and Square

The '20s might love its mini bags and micro sunglasses, but in the '00s, it was all about oversize shades and massive square-shaped handbags. This popular bag silhouette is perhaps the only thing that Blair and Serena's polar-opposite styles could agree on.

Image Source: Everett Collection