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Democracy Clothing Womens Fashion Tie Dye Sweater and Absolution Indigo Denim Skinny Jegging Jeans

How to Wear Booties with Skinny Jeans in 2023

Similar to your favorite pair of jeans, ankle boots (or booties) never go out of style. While the ankle boot has evolved over the years, it is a timeless shoe and a welcome addition to every outfit. That being said, ankle boots look absolutely fabulous when worn with a pair of skinny jeans


The only lingering question is exactly how to wear booties with skinny jeans. We’ve put together a guide to help you style your skinny jean and ankle bootie combos. Soon you’ll be confident when coordinating these types of outfits. See our blog on the best shoes for skinny jeans for more skinny jean inspiration.


These boots were made for walking, and that’s just what they’ll do–and one of these days you’ll wear skinny jeans with them too.


What Are Ankle Boots?


The only thing we love more than some Nancy Sinatra is showing off a little bit of ankle. To put it simply, ankle booties are a nickname for boots that stop at the ankle. They come in a

Absolution Grey Sknny Jeans and Tie Dye Sweater

variety of shapes, styles, materials, and heel heights. 


What Are Skinny Jeans? 

While there are many types of jean styles and cuts, skinny jeans are an ever-popular favorite. This is because skinny jeans look flattering on most body types. Aside from jeggings, skinny jeans are the most form fitting of denim pants. See our article on slim vs skinny jeans for a deeper dive into the world of skinny jeans.


How to Wear Ankle Boots With Jeans


Ankle boots are gorgeous when paired with skinny jeans, but they pair well with other types of jeans too: bootcut jeans, straight leg jeans, and girlfriend jeans. Out of all of the combinations, skinny jeans and ankle boots are our favorite.


Types of Skinny Jeans & How to Style Them With Ankle Boots


  • Original - Ankle length skinny jeans are a classic way to wear your ankle booties. This looks best when your inseam is the perfect length on your leg. Your skinny jean opening should line up naturally with your ankle and chosen booties. 

    Ankle Boots on Table

    For ankle boots, you can try a chelsea boot or a nice pair of heeled booties. In terms of material, you can try black leather boots or faux leather to add some sophistication to your outfit. If you have shorter legs, try wearing petite skinny jeans and heeled ankle boots to make your legs look longer. If you are planning an outfit for a night out, you can try black skinny jeans with black ankle boots – the black on black will make your legs look slimmer and more defined.


  • Distressed -   These skinny jeans will be styled in the same way we styled the originals. The denim itself will be different – there will be ripping or a distressed appearance on the skinny jeans to give an edgier look. Also, the hem at the pant leg openings might be frayed. These will look good with a simpler ankle boot since the distressed look can appear busy. You can go for flat ankle boots or ones with a heel – either are an excellent choice.

  • Cropped - Another option when pairing your ankle boots is to wear a cropped jean. Capri skinny jeans can be form fitting all the way through the pant leg opening, and sometimes they can loosen up slightly at the opening. Either way, this look shows a little more ankle and will definitely highlight your ankle booties. This skinny jean might pair well with a sock boot or suede booties. You could also try pairing cuffed white jeans with flat boots
  • Cuffed Skinny Jeans and Ankle Boots


  • Cuffed -   If your skinny jeans are on the longer side and you don’t want to
    have them hemmed, you can always do a single cuff. A purposeful single cuff looks lovely when coupled with ankle booties. You can do a double cuff as well for a thicker cuff and to achieve more of a capri skinny jean. Cuffed skinny jeans look great with a more casual ankle boot.

    Tucked Skinny Jeans in Booties

    When to Tuck Jeans Into Boots or Booties


    While skinny jeans typically line up with the opening of your ankle boot, sometimes you might want to wear a taller ankle boot. When wearing booties that go slightly above your ankle and your hemming, it looks best to tuck your skinny jeans into your boots. This looks natural and creates a beautiful contrast with your skinny jeans.


    Wearing Your Skinny Jeans with Your Booties


    There may be many styles of skinny jeans, but one thing is certain: ankle boots always look stunning when paired with skinny jeans. Be sure to keep these styling techniques in mind when coordinating your next outfit. Also, feel free to check out our blog on how to wear sneakers with skinny jeans.