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Maxi sweater dresses can also look good with flat ankle boots, where there is enough of a gap between the top of the ankle and hem of the dress, so that the boot doesn't catch onto the edge dress as you walk

For a more wintery look, however, you might pair a polka dot dress in a heavier fabric with tights and riding boots or booties

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International Concepts Women's Printed Asymmetric Hem Midi Dress, Macy's Exclusive Current price: $124.50 From Macys Loading Inventory