I have too many pairs of black boots for winter. I mostly wear flat boots...and I have 3 pairs for that. But I also have two pairs with heel...and I would ideally like to keep only one. I do want to add one pair of heeled ankle length booties this year, so don't need both these boots.

I can't decide which of these should go. I don't love either very much....but will keep 1.

I think #1-2 have a very dated look. I already have flat black knee length boots I prefer to wear more often.

#3-4 have a wedge heel but are calf length. I've had these boots all of last year but just not worn them. However, I think I like them just a smidge more....though I'm not sure. #5 is a full length photo.

Which boots look less ridiculous? Do my proportions look better in one as opposed to the other?

I understand it's hard to imagine them in an outfit when I'm wearing summer clothes. That's probably the reason I can't choose which are less hideous either! But I wore the tights just to give a general idea.....I'll wear both boots in a similar fashion ---pulled over ponte leggings/pants and skinny jeans.

I apologize in advance for the horrid photos and messy room. I was pulling the boots out of the under-the-bed storage and didn't have any natural light today to make the photos clear. I hope you can make out 'something'.

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