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[quote=Anonymous]Ugh I have so so so many pairs of shoes its ridiculous and I still have issues. (I also am not generally a clothes horse, I buy things used, cheap, whatever, use only one or two bags ever but shoes). 
also I'm short and like some height, but dislike little heels,  prefer wedges and chunky heels.  Finally I have raynauds and my feet get super cold even in relatively mild winters...

Of my many shoes, the ones that are not guilty mistakes  (eg that I use all the time)

1) winter boots from La Canadienne I have slightly thick sole zip up to under knee black suede boots. These are for cold weather, etc. look good with leggings, jeans, skirts. etc Last for years. 
2) short booties from La Canadienne. Again the cold thing, and they last foreveer. 
3) leopard print wedge booties from Toms. These are fun and dress up my otherwise mostly black wardrobe
4) 3 different wedges from Fly London (two are peep toe in pewter and black suede, one in closed toe black suede). These are good with pants or dresses. 
5) Silver leather/woven loafers/flats from Ecco. These are incredibly comfortable and I wear with jeans. 
6) silver tennis shoes, wear for travel, running around.  can't remember the brand. 
7) Nude strappy heels (kenneth cole?) for most of my spring and summer dresses
8) Chunky-ish pumps in black and navy/blue by Aerosole for work/winter/ dress up (the Bette: https://www.aerosoles.com/products/bette-navy-genuine-suede?variant=28762130743380)
9) cheap summer sandals from Dream Pairs (amazon)--swear these are comfortable and get lots of compliments. I have several of their styles (https://www.amazon.com/gp/product/B08153Q4X5/ref=ppx_yo_dt_b_search_asin_title?ie=UTF8&psc=1)

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