The Complete Guide to Wearing Boots with Jeans

Can I Wear These Boots with Those Jeans? Your Questions…Answered!

Some of the most common questions I get are… “What boots do I wear with these jeans!? Can I wear these boots with those jeans? Do I cuff them?”

There are so many types of jeans and boots now…it can get VERY confusing!  So in the video above, I’m walking you through how to wear different boots, with each specific kind of jeans… so you don’t have to wonder or worry anymore!

I have also created the graphic below for quick reference on how to wear boots with jeans!

Wearing Boots with Jeans | How to wear ankle boots with every pair of jeans including skinny, cropped, split hem, zipper hem and kickflare

Breaking it Down…

Hopefully the video and graphic above will help you, but if you feel like you need more explanation, I also break it all down below.

Tuck In…Wearing Boots with Jeans | Traditional black boots tucked in to skinny jeans

 Cuff Once…

Wearing Boots with Jeans | Traditional black boots with cuffed skinny jeans

 Cuff Twice…

Wearing Boots with Jeans | Traditional black boots with double cuffed skinny jeans

Pinch and Roll…

Wearing Boots with Jeans | Traditional black boots with rolled skinny jeans

#1 | Skinny Jean

The first thing I want to address is the traditional skinny jean.
With the traditional skinny jeans, you have multiple options.
I did a video on how to wear ankle boots with skinny jeans if you want to go back and watch it here.

With skinny jeans, you can either tuck the jeans into the boots, cuff the jeans once, double cuff, or you can do the J. Crew roll.
I show you how to do all of these in the video above.

[clickToTweet tweet=”With skinny jeans & boots, the key is to minimize bunching. Your jeans shouldn’t compete w/ boots.” quote=”With skinny jeans & boots, the key is to minimize bunching. Your jeans shouldn’t compete w/ your boots.”]

Do Nothing…Wearing Boots with Jeans | Traditional black boots with cropped jeans

Cuff Once…

Wearing Boots with Jeans | Taller booties, cuffed, with cropped jeans

#2 | Cropped Jean

The next pair of jeans I want to tackle… is the cropped jean. Ankle boots and cropped jeans are a match made in heaven.
The hemline of the jean is typically not going to compete with the boots, which means you do NOTHING. Yay!

If you have a taller ankle boot (more mid-calf), all you have to do is cuff the jeans once to create that jean-boot harmony!

With Split Hem Jeans…
Wearing Boots with Jeans | Black booties with split hem jeans

Try Sock Booties…

Wearing Boots with Jeans | Black sock boots with split hem jeans

#3 | Split Hem Jean

The split hem jean is wonderful for framing a beautiful pair of pumps or sandals… but you can also rock em’ with your booties.

You can try the traditional ankle bootie. But an even better option is …the sock bootie!
Sock booties are a lot more versatile than you think, and can work with cropped split hem jeans, or full-length split hem jeans.

Read more about the sock bootie, fashion trend here.

Shop sock booties here.

With Zipper Bottom Jeans…

Wearing Boots with Jeans | Traditional black boots with black zipper hem jeans

Try Sock Booties…

Wearing Boots with Jeans | Black sock booties with black zipper hem jeans

#4 | Zipper Bottom Jeans

Jeans with a zipper at the ankle are the same concept as the split hem jean.
If you’re going to do a classic bootie just play with the zipper so that it ends at a spot where the jeans will lay flat against the booties.
You can also pair them easily with sock booties.

With Kickflare Jeans… Wearing Boots with Jeans | Black traditional booties with kick flare jeans

Works well with Sock Booties…

Wearing Boots with Jeans | Black sock booties with kick flare jeans

#5 | Kick Flare Jeans

The last pair of jeans I want to talk about are kick flare. These jeans are cropped, fitted in the thighs and legs, and flare out at the bottom.
Kick flare jeans are made for ankle booties. But they are also perfect with sock or mid-calf bootues.
This style of jean is very popular right now, and I don’t think it’s going anywhere anytime soon!

Shop kick flare jeans here.

Other Tips

Wear Taller Boots OVER Skinny Jeans…

Wearing Boots with Jeans | Black moto boots with skinny jeans

With Mid-Calf Booties, Cuff Your Cropped Jeans…

Wearing Boots with Jeans | Taller booties, cuffed, with cropped jeans

Mid-Calf & Moto Boots

If you have a taller boot, like moto boots or mid-calf boots, I would wear those over the jeans.
If your jeans are cropped and too short to tuck in, but too long to do nothing, simply cuff the jeans one time.

OTK Goes Over Skinny Jeans…

Wearing Boots with Jeans | Black over the knee boots and skinny jeans

Over The Knee & Knee High Boots

Lastly, let’s talk about over the knee boots and knee-high boots. They should always be worn with skinny jeans or leggings (or skirts and dresses).
If you try them with any other type of jeans, you will get major bunching.

Shop tall boots here.

Other Posts

You might also like this post featuring five essential winter boots.
The top ten most popular style products in 2017 post here.
And the only shoes you need for your beach vacation here (and pictured above).

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And, thank you SO much for stopping by!

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  1. Hi, thank you for this info. What about straight legged jeans, with a high heel ankle boot and a flat heeled ankle boot? Lise

    1. Same concept… if the leg is wide enough and the boot skinny enough, wear boot inside jeans. If not, cuff jeans if needed so the hemline is just above top of bootie.
      Same with flat boots or booties. Inside if there is enough leg room or cuff so bottom of cuff is just above top of boot.

  2. People seem to be afraid of socks! A cute pair of cozy marled socks look great with (not too low) ankle boots.

  3. Thank you for this great video, Erin! I’ve often been at a loss over the jeans vs boots issue. This helps a lot!

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