It’s time to put away the flip-flops. But it’s time to pull out BOOTS. Well, not quite. But, boots! I went through all my autumn to winter shoes to see where I stand when it gets chilly. How fun!

Tahari boots in black leather. These are very old. I almost got rid of these last year, but decided they’d be better if I removed the straps and now I like them. They’re high but still comfy. (similar | similar)

Franco Sarto boots in black patent. Also very old. I’m getting my money’s worth! They have a square toe and a sort of sixties vibe. They’re high but therefore flattering. Also, they’re good for rainy days. (similar | similar)

Clarks ankle boots in black leather. I love these. They have seen a lot of wear. Because of their rubber soles, they’re fairly weather-proof. More casual than the previous two. (similar | similar)

Madewell pauline boots in brown suede. I can’t wait to wear these babies! I got them last year and they are so good. (exact pair on Poshmark | similar)

Lucky Brand in brown leather. These were such a great choice. I’ve worn them for years. They go with everything. I love how they have aged and broken in. They’re so comfortable—with or without socks—and I don’t worry about them getting a little wet. (similar)

Troetorp clogs in navy leather. I’ve worn these all year ’round. They are the perfect shoe IMHO. (exact pair)

Dr. Scholls calf hair ballet flats in leopard. Perfect, perfect, perfect. Now, if I could find some in brown leather and black leather. (exact pair | similar | similar)

Steve Madden open toe booties in black leather. I love the way these look but they still give me blisters (across the top of the toe) Also, do they qualify since they’re open toed and heel? I think they work for early-summer-into-fall outfits. (similar | similar)

J. Crew calf hair maryjanes in leopard. These were an amazing find. I got them super discounted last year. #nataliebortonmademedoit (exact pair on Amazon | similar)

Analysis: 

I feel really good about my boots. I think I’ve got everything covered. Not shown were my J. Crew short black rubber rain boots (which my daughter has stolen for the purposes of horseback riding), a pair of black Hunter rain boots and some Sorel snow boots.

The above also doesn’t include all my closed toe heels/pumps of which I have a good number (don’t need more).

I would like to add a few pairs of mules, loafers and/or ballet flats (especially of the d’orsay variety.) So, I’ve been looking.

And, of course, I’m considering adding another pair of clogs. Probably in brown.

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