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Ankle boots and booties are sometimes interchangeable words, but they are in fact different. Ankle boots go two or three inches higher.

Many women tuck their skinny jeans into ankle boots. This is a good habit to keep, especially for women with proportionally wide hips, like myself, because without the ankle boots, the small ankles of the skinny jeans will make the hips look larger by contrast.

See how the printed skinny jeans exaggerate my hip and thigh area without ankle boots in the before picture above? If not for showing you an example, I would NEVER wear skinny jeans without ankle boots or highrise sneakers.

In terms of proportions, ankle boots function similarly to highrise sneakers. So, the rules I shared with you about highrise wedge sneakers in my previous post ( all apply here.

Just like highrise sneakers, ankle boots in a way optically truncate the lower calves. However, if the thighs are seen at the same time, then the length of the entire legs will dilute the calf-shortening effect of the ankle boots. That's why you can rest assured about tucking your skinny jeans into ankle boots. You can also wear shorts or a miniskirt (around mid-thigh length or shorter) with ankle boots.

Perhaps surprisingly, it's actually flattering to pair your ankle boots with a midi (also known as mid-calf or tea length) skirt. Please read the bottom paragraphs of my previous post ( for a detailed explanation.

Cropped pants around the length of midi skirts will work well with ankle boots, too, for the same reason. In fact, it's a new trend of this fall to pair ankle boots with cropped pants, as detailed in my previous post:

In case you haven't read that post, below is a photo of a runway modeling demonstrating the trend.


By now you've seen how versatile ankle boots are. The only bottom you may want to avoid pairing them with is a knee-length skirt.

Actually, if you have proportionally long calves and your knee-length skirt hits above most of your knees, then you probably can match them with a knee-length skirt, too, as demonstrated below.


Generally speaking, however, the best boots to go with a knee-length skirt are mid-calf boots, which I'll talk about next week. See you next week!

 About the Blog

Flatter Your Figure is a weekly blog on about how to make the latest fashion work for real women of differen body types. It presents a new post every Wednesday or Thursday.



Jeez, I would never wear ankle boots unless with tights or skinny jeans. Somehow my chubby legs would blow out of proportion with midi skirts like your pictures. LOL. Have fun!

Would you wear ankle boots with a longer midi skirt which hits a little below mid-calf, only two or three inches above the ankle boots?

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