Everything You Need To Know About Wearing Boots With Jeans

Everything You Need To Know About Wearing Boots With Jeans

Some of the most common questions I get are during the fall… “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 I’m walking you through how to wear ankle boots, with each specific kind of jeans… so you don’t have to wonder or worry anymore! Plus, I’m sharing my go-to way to wear skinny jeans and booties…

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Why It’s So Hard to Decide How To Wear Boots & Jeans

I’ve done TWO videos on how to wear boots with jeans so make sure you watch those here and here if you’re still not sure or have more questions after reading this post! I’m breaking down how to wear ankle boots with different jean styles. But, to make it even more complicated, in addition to different jean styles and hemlines, there are also varying bootie heights.  Ugh, it can be SO confusing!

But, don’t worry I’ve got you covered in this post! Yay!

More Questions?

If you have additional questions, feel free to ask in the comments.
You can also try out different cuffs and post your outfit pictures in the Hive for positive and encouraging feedback and outfit help from me, my team, and like-minded women!

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#1 | Skinny Jeans

With skinny jeans and boots, the key is to minimize bunching. Your jeans shouldn’t compete with your boots. 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 have 4 main options (pictured above):

1) Tuck In
2) Small Cuff
3) Large Cuff
4) Double Cuff

Another option is to tuck the jeans under so you can’t see the contrasting colors of the denim.

I show you how to do all of these in this video.

#2 | Straight & Tapered Jeans

Straight leg and tapered jeans have roomier legs and either…you guessed it, go straight down or taper toward the ankle. With either style, you can do a small cuff, large cuff, double cuff, or a tapered cuff. Again, make sure you watch the video to see exactly how I do these if you’re unsure!

1) Small Cuff
2) Large Cuff
3) Double Cuff
4) Tapered Cuff

#3 | Wide Leg Jeans

Wide-leg jeans are pretty dummy-proof. Since they’re SO wide at the bottom…you do nothing!

#4 | Cropped Jeans

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!

More Quick Tips for Booties & Jeans

  • Wear taller boots over skinny jeans.
  • With booties that are fitted to the calf, wear the boots under your jeans. This style of booties is perfect to wear under straight, tapered, and wide-leg jeans.
  • If you booties aren’t fitted to the calf and they are taller, more like mid-calf booties, try cuffing your cropped jeans. (works best on skinny and straight-leg jeans)
  • Over the knee and knee-high boots always go over skinny jeans.

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Boots With Jeans, Erin Busbee of Busbee Style sharing the complete guide to wearing jeans and booties wearing Frame skinny jeans, Louise et Cie black booties, a black Theory faux leather blazer, and white BP lace cami in her home in Telluride, ColoradoBoots With Jeans, Erin Busbee of Busbee Style sharing the complete guide to wearing jeans and booties wearing Frame skinny jeans, Louise et Cie black booties, a black Theory faux leather blazer, and white BP lace cami in her home in Telluride, Colorado

Boots With Jeans, Erin Busbee of Busbee Style sharing the complete guide to wearing jeans and booties wearing Frame skinny jeans, Louise et Cie black booties, a black Theory faux leather blazer, and white BP lace cami in her home in Telluride, Colorado

My Go-To Cuff

One large cuff is one of my go-to’s for when I wear skinny jeans and booties. I’m petite so most jeans are longer on me unless I get them in an ankle or cropped length. These jeans by Frame are not cropped so I’m able to do more with them. I did one large cuff and I love how they look with these cute black booties. These are the exact jeans and booties I’m wearing in the graphic above. So you can see how they look tucked in, a small cuff, and double cuffed. All of them work but I love the large cuff for this look!

Faux Leather Blazer… Yes, Please!

I paired the jeans with a white lace cami and one of my favorite NSale finds…this Theory black leather blazer! (You can shop a less expensive option here)

Do you have any other questions about how to wear jeans with boots? What’s your favorite way to wear jeans and booties? Please share in the comments!

Huge thank you to Nordstrom for sponsoring this post. You can subscribe to my weekly newsletter here to receive some awesome freebies including wardrobe basics checklists and a lookbook full of outfit ideas!

Thank you for stopping by!

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  1. Love skinny jeans with ankle boots but struggle with height of boot with my skinny ankles. any suggestions would be gratefully appreciated.

  2. Thank you i loved this. i just purchased a beautiful white ankle boot. any specific ideas on how to style a white ankle boot?

  3. 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.