I’ve got the tall boots bug this season. I bought a new pair of classic black riding boots at the Nordstrom Anniversary Sale in July, and a pair of dressy ink blue boots in London last November. Autumn has hit Seattle, and I’ve bust out both pairs several times. I have so missed wearing tall boots, and I’m LOVING it. 

These are the exact styles. 

We’ve had crisp sunny days and rainy, cool grey days. The riding boots are weatherproof and work marvelously well over skinny jeans in grotty weather. The dressy boots have come out to play with dresses, and I’m very much enjoying the change. I’ve sealed them with waterproofing spray. They are sleek, tailored, polished, and very comfortable. Thrilled to bits that I found and splurged on them last year. 

Here are the dresses that I’ve paired with my tall ink blue boots so far. They’re longer on me than on the models. I’ve only needed a topper some of the time, in which case I added a gilet, denim jacket, or woolly scarf. Sometimes I went with dress and boots, and left it at that. Once, I wore sheer grey hose to keep out the chill. Pearls, specs and bag were the finishing touch.

The combination is dead simple, and perfect for mild Autumn weather. Choose a dress that works into Fall, and pair it with knee-high boots. All colour palettes are fab. No hosiery required. Toppers are optional. Add jewellery, eyewear, headgear and watch as desired. 

I prefer tall TAILORED boots worn with dresses so that there’s no gaping at the calves. Casual and dressy renditions are good. Flats, low heels and high heels work. As for the length of the dress, you have options, and sweet spots will vary. None of my dresses are knee-covering, hitting me just above the kneecap. The Zara dress is shorter, and I do wear hosiery with that one. I would like to find a Fall midi that does cover my kneecaps to wear with these boots. That combination was ubiquitous on runways this year, and beautifully Modern Retro. Here are some combinations to get you started.

Ensemble: Dresses & Knee-High Boots

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