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How to Wear Ankle Boots & Jeans: (Skinny, Boyfriend, Mom Jeans, Straight Jeans & Cropped)

This is basically how to wear ankle boots & jeans 101...you may have asked yourself, should you stick the jeans down into the bootie? What kind of booties work with what type/ style of jean. How and when do you cuff...etc! This post will make this all super easy and with items you most likely have in your closet - woot woot! 

You can watch the YouTube video below where I share all the style tips! Or you can scroll below the video to shop the items I shared along with the details on each bootie style and jean. 

More...


Straight Jean

How to style Ankle boots & Jeans

click and scroll with the arrows on the left & right to shop the products! 

Styled best when you cuff the jean instead of tucking it into the bootie because it can tend to look bunched at the ankle or over the boot which doesn't look the best. Slightly roll the hem for a tapered effect. Stick with a High or low shaft bootie


Skinny Jeans

How to style Ankle boots & Jeans

Most people assume you should stick the hem of your skinny jean down the top of the boot - this works for high knee boots or OTK boots, but not ankle boots. 

How to style Ankle boots & Jeans

The ideal combo is when the hem of the skinny jean just grazes the top of your bootie - the cuff. This really works for any skinny or slim leg jean. This style of jean is the easiest to style with most booties. 


Flare Jean

How to style Ankle boots & Jeans

Cuffs are a no go with flare or wide leg pants. Ideally try to find a sock boot (hugs your leg). You just don't want the hem of the jean to get caught in the bootie as you walk. Your jeans should be long enough so the front hem reaches the top of your bootie and the back is in the middle of your boot heel. You don't want the top of the jean bunching at the top of the boot or the hem dragging on the floor. 


Cropped Straight / Cropped Flare Jean

How to style Ankle boots & Jeans

These jeans are super trendy right now. Since they have a wider leg opening they follow a lot the same guidelines as the flare/boot jeans. In most cases you want the bootie shaft to slide up under the jean- it's OK if a little skin shows but if over an inch it can look a bit funky. Boots that are snug to your ankle are best with cropped jeans so your jeans don't get caught in the top.


Mom Jeans

How to style Ankle boots & Jeans

Mom jeans are very similar to straight jeans! They look best when the bootie shaft is much skinnier than the width of the jean. So any boot that is a high shaft, tight ankle. Or, a low shaft boot with a tight opening. 


Boyfriend Jean

How to style Ankle boots & Jeans

Another super popular style of jean right now is the boyfriend fit- I love this pair from Levi! With this style of jean only wear tight ankle booties

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