Classic Fall Booties

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Guys, I’ve found the most perfect . For a couple years now, I’ve been slowly growing my collection, but there was always something missing: the classic teak heeled bootie. I have a few pairs of casual beige booties, and they work fine, but I kept finding myself in need of a pair that can be dressed up and dressed down. And I’ve finally found them.

So of course I decided to build a look from toe to head around my new timeless teak beauties. I love that this pair of shoes elevates the look a bit. Imagine this outfit with the casual beige (kind of western style) booties I already have. A lot more casual, right? The high quality of these ankle boots from take the entire look up a notch.

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But of course, I’m not always in a high heel mood, so it’s great to have a solid pair of flat booties for fall as well. Almost all of the ankle boots in my closet have heels. In fact, I think they all do. So a flat pair was definitely near the top of the fall must-have list. Since I covered the timeless bootie with the teak pair, I went with something a little more trendy, yet still classic: a in a gorgeous wine color.

We all know the deep burgundy tone is great for fall, but it can sometimes be tough to incorporate it in new and interesting ways. But this ankle boot from is perfect for that. I decided to wear these shoes with this cool off the shoulder top I got in Dublin and my classic cut offs. As it gets colder, I can wear them with jeans and an ivory cableknit – maybe with a peacoat on top on those extra chilly days.

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I actually posted these merlot colored booties on Instagram and they were a Instagram and they were a huge hit. Can’t say I don’t agree! I think I’ll be wearing these a lot during the weekdays this fall and winter.

What’s your favorite classic bootie style?

Photos by Courtney Woodham.