How to Wear Boots with Jeans? Styling Tips for Trendy Street Style Outfits!

by Kremy

Boot season is finally here. And while knee-high and cowboy boots seem to be a popular fashion choice, there are women who will always stay loyal to ankle boots because they are versatile. The same goes for jeans, which are the preferred clothing choice all year round. For this reason, it is more than necessary to consider the question of how to wear boots with jeans according to the trends for fall-winter 2023-24? This article answers that question and provides some helpful styling tips on how to create fashionable street style outfits!

Jeans Models to Combine With Boots

how to wear boots with jeans styling tips for trendy street style outfits

Jeans and boots are a classic combination that you can wear in a variety of ways if you know how best to combine them. We recommend that you consider these combinations:

  • Straight-leg jeans have a straight cut that extends over the entire leg. You can wear this type of jeans with ankle boots, cowboy boots and Chelsea boots.
  • Skinny jeans are slim fitting all over the leg, from thigh to ankle. You can wear these models with any type of boots depending on the effect you want to achieve. If you want to create a relaxed street style look, then combine them with Chelsea boots. If you want to make your outfit more sophisticated and feminine, we recommend pairing it with high heel ankle boots. Either way, you can easily tuck these jeans styles into any pair of boots and all combinations will look great.
  • Bootcut jeans are slightly flared at the ankle. They go perfectly with ankle boots and cowboy boots.
  • Wide-leg jeans are cut wide across the entire leg. They look super cool when you combine them with ankle or Chelsea boots.

Also read: Dare to Wear Slim Jeans at 50: Yes or No? Which Model Is Right for You?

How to Wear Boots with Jeans – Check Out These Outfit Ideas

how to wear boots with jeans for a casual day look
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Go for a casual daytime look: Wear a pair of Chelsea boots or UGGs with a pair of faded blue jeans in a design of your choice. Both skinny and baggy jeans work for this look. Choose the model depending on whether you want to tuck the jeans into the boots or cover them up. Complete the look with a sweater or cardigan in the same color as the boots.

combine bootcut jeans with ankle boots for a going out outfit

Turn your jeans a night out outfit: If you want to create a look suitable for dancing at a nightclub, then dressing warm isn’t your top priority. That’s why we recommend you pair jeans, which can be either skinny or bootleg, with ankle boots with a high heel. For a street style outfit, add a black crop top and a lined denim jacket. If you want to add a more elegant touch to your look, replace the crop top with a black bodysuit and complete the outfit with a leather or faux leather trench coat.

suede ankle boots jeans and a short white blazer for a casual business look

Business casual for the office: Pair a suede ankle boot or a pair made of leather or faux leather with blue skinny jeans, a white button-down shirt and a blazer for a casual business look that’s perfect for the office. A white t-shirt and a cardigan can also create a great look, depending on your work environment.

how to wear boots with jeans try an outfit with contrasting colors

How to wear boots with jeans – Create an outfit with contrasting colors: If you think that white jeans are only suitable for summer, you are wrong! They are great for fall and one of the street style outfits you can create with them is pairing them with black boots and outerwear. But first, let’s get back to the jeans. Choose either straight-leg jeans or a wide-leg model – whichever suits you better. As for boots, choose either combat or Chelsea boots and complete the outfit with a black sweater and a leather or faux leather blazer.

how to wear boots with jeans how to style trendy outfits

Try Western style: Wear cowboy boots, bootcut jeans, a loose button-down shirt, and a cowboy hat for a head-to-toe Western look. If this western aesthetic is too much for you, then opt for skinny jeans with a t-shirt and a long cardigan and complete the outfit with cowboy boots. In this way you get a look where the cowboy boots are just an interesting accent to an otherwise pretty simple outfit.

Also read: Fall Boots for Women Over 50 for a Stylish and Trendy Look This Season

More Styling Tips That You Can Try

which jeans models to combine with boots

Tuck your jeans into your boots: If you want to tuck your jeans into your boots, skinny jeans are best. Tucking works particularly well with tall boots, rain boots or snow boots. If you wear boots with a larger opening, such as cowboy boots or winter boots, you can tuck straight-leg jeans and bootcut jeans into them without deforming them.

How to wear boots with jeans – cuffed styles show off your boots: Cuffed jeans work best with ankle boots because the cuff sits right over the boots. Another fashion trick you can try is rolling up the jeans legs so that they stand just above the boots. Jeans models that are suitable for this are straight-leg jeans and bootcut jeans.

Also read: Are Skinny Jeans in Style 2024? Trendy Styling Tips for Different Body Shapes



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