Think you're limited to the most basic silhouettes when it comes to the shape of your carry-all? Not so! Bags in unexpected shapes (mimicking a cruise liner or a star, for instance) add just the right amount of intrigue to an outfit without going totally overboard. High-end weirdo bags tend to maintain their elegance while also adding a pinch of interest like Christoper Kane's floral clutch, which maps the outline of the small illustrated bouquet. High-street options tend to be a bit a bit more kitschy like ASOS's pitch-perfect pineapple cross-body, but are cool and current enough not to drag down the rest of your outfit through some retro time-warp. When carrying a bag that commands as much interest as our picks do, it may be best to keep the rest of your look straightforward — that, or you can go completely bananas, it's up to you.
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Jennifer Davidson joined theFashionSpot team as Managing Editor in November 2010. In addition to overseeing the editorial content of the site, she shares her fashion, beauty, and pop culture obsessions in her weekly column The Love List. Prior to joining the tFS team, Jennifer produced fashion segments for television, and is also the co-founder of StyleBakery.com.