Keep or Toss - Dresses

Hi reddit!

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I was floored at the feedback from this community helping me with the decluttering process. It's so easy to get some kind of "fashion - blindness" when you buy things on a good deal and have a shopping addiction.

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I also have a ridiculous amount of dresses I don't wear. Are any of these worth keeping?

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Lifestyle considerations - I work from home, I generally am pretty casual/low maintenance when popping out, do like to dress up maybe once a month for a date night. I don't like showing my figure or wearing tight things. I like having a bit of fun with fabric and shapes - think lots of linen fabrics, shift dresses, pleats, big sleeves, drop waists that actively hide my shape etc.

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I have not styled any of these because I want them to be assessed on equal footing. Some work with the heels I have on, some don't.

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Any help hugely welcome!