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You are here: Home / How to Wear / How to Wear Booties and Boots with Jeans

How to Wear Booties and Boots with Jeans

January 28, 2021 By Katie Rushton 2 Comments

One of THE top topics our clients and followers like to chat with us about is how to wear boots and booties with jeans. We all know that there are countless styles, shaft heights, colors, and heel heights to choose from. And each one of them are unique in terms of how they pair with your denim (which incidentally is another category that features endless options to choose from). When it comes to boots and booties, the world is your oyster.

Before we dive into some detailed tips on styling your boots with denim, here is our first trick of the trade. There are certain pieces you will definitely want to have as staples in your closet: a pair each of black booties and taupe booties (you will wear this color tone far more than you think – more on that later) with an everyday heel that works for you (for some, that might mean flat, and for others, that might mean a three inch heel, depending on your preference), as well as a heeled bootie that you can dress up for date night or girls night.  

 

 

How to Wear Booties with Jeans

How to Wear Booties with Jeans Nashville Stylist Katie Rushton Black Booties and Jeans Look

We think everyone should have a dressier, heeled bootie in their closet. You will reach for it time and time again – not just with denim, but with pants, skirts, and dresses too! A heeled notched bootie like this pair Katie is wearing here is one of our go-to’s for a dressier option.

The key when wearing this style of bootie with your denim is to ensure that the hem of your denim sits just above the top of the bootie. If you can achieve this without rolling, that is perfect. Otherwise, do enough small rolls to get there.  That said, don’t choose jeans that will require a thick roll to get the length right. That will detract from the sexy notch that makes this bootie so special in the first place! It is OK for the jeans to come a very small bit into the notch, but keep it to an absolute minimum so the jean isn’t competing with the whole point of the bootie!

 

 

Dressier Booties with Jeans

How to Wear Dressier Booties with Jeans Franklin Stylist Katey Preston Dressier Booties and Jeans Look

Katey has elevated a fairly casual look here by putting on a pair of slightly dressier booties. The heel height and shape lend these booties to both casual and dressy. A bootie like this will work overtime for you! Note the wooden heels. Such a fun edition of a special detail.

Katey has paired her booties with a classic skinny jean with a slightly tapered ankle. Because this bootie has a wider opening at its top, you can either roll your jeans to the top of the bootie or tuck your jeans into the bootie. If you choose to tuck your jeans into the bootie, make sure there is no visible bunching or puddling at the bottom. If you do experience this, roll your jean UNDER and then tuck into the bootie. Lastly, we just have to point out Katey’s mixing of color hues here!  We absolutely love that she paired a brown bootie with black denim and a grey scarf! Do not be afraid to mix these three color tones, ladies!

 

 

How to Wear Sock Booties with Jeans

How to wear sock booties with jeans Effortless Style Stylist Katie Rushton Sock Bootie and Jeans Look

We love a good sock bootie – this is a bootie featuring a higher ankle shaft fitting close to the leg. Katie has had this pair for years and has found that the combination of the style and color make for endless options! Again, don’t be afraid of wearing your taupe bootie with a dark top! When you pair your sock booties with a bit of a wider leg jean, you can allow your jeans to fall over the bootie a little bit. 

 

How to Wear Sock Booties Sock Bootie and Distressed Denim Look

In this look, Katie is wearing the same sock booties with a distressed boyfriend jean. Love the contrast of this classic sweater and snakeskin crossbody with an edgy jean! With this particular pair of denim, Katie rolled her jeans to where the roll sits just below the top of the sock bootie. We love this look! If you choose to do this, just make sure the roll isn’t super thick or standing too wide from the bootie.

 

 

How to Wear Snakeskin Booties with Jeans

How to Wear Edgy Booties with Jeans Murfreesboro Stylist Jenny Grubb Snakeskin Booties and Raw Hem Jeans Look

We all know that Jenny KNOWS how to mix traditional with edgy – this is how you do it right here! Love Jenny’s sweet, ruffled sweater paired with the distressed asymmetrical hem jean. And then the fun addition of pattern with these classically cut snakeskin booties just finishes the look off to perfection. Note that the jeans at their lowest point sit right at the top of the snakeskin bootie. A little skin shows in front where the hem notches up, which is spot on.

 

 

How to Wear Booties with Flare Jeans

How to Wear Booties with Flare Jeans Brentwood Stylist Katey Preston Booties and flare jeans look

Flare jeans have made a comeback in the last couple of years. We had all gotten so used to pairing our skinny, tapered leg jeans with our boots and booties that we had to reteach ourselves how to accessorize jeans with a wider leg! The key here is don’t overthink it! In terms of boots and booties to wear with your flares, anything that only shows the heel, a bit of the back of the bootie, and the toe goes.

In fact, it is more about getting the length of the jean right than choosing the right boot. Make sure the hem of your flare jeans sits about an inch (maybe even a little less) from the floor. This maximizes the point of this type of jean, which is to elongate those legs! It might be best to choose one or two pairs of boots to wear with this pair of jeans and cater the hem to that particular heel height. We typically recommend at least a two inch heel with this style of jean (unless you are already tall and don’t wear heels in general). Again lengthen those legs ladies!

 

 

How to Wear Combat Boots and Jeans

How to Wear Combat Boots and Jeans Nashville Stylist Emily Goodin Combat Boots and Jeans Look

Combat boots. Well, what can we say?? People tend to have very strong opinions about combat boots. It’s true that back in the day, they used to be considered an “alternative” look. Many of our clients love to rock a traditional combat boot. And some of our clients don’t love an edgy look – and we get that for sure! BUT if you are on the fence on the combat boot, please know that there are SO many fabulous takes on them out there that are more classic. In fact, this has us thinking we might need to do a blog post just on combat boots…. 

Emily certainly shines in a combat boot. Whether she is going more traditional with a pretty sweater and jeans, or edgy with a graphic tee and leather jacket. We love this particular pair she is wearing here. The lace up style and lug sole are a nod to the edgier side of the trend, but the heel lends itself to a dressier look if that’s what you want to go for! There are endless ways to wear combat boots, and honestly no real rules about how to do it. It all depends on your fashion preferences! You can lace combat boots up over your skinny jeans. You can roll your jeans with a tapered ankle to the top of the boot (and maybe let your boot socks peek through). Or you can wear your distressed boyfriend jeans with your combat boots. This is one that it is best just to have fun with and know that almost anything goes!

 

 

How to Wear Over the Knee Boots with Jeans

How to Wear Over the Knee Boots with Jeans Over the Knee Boots with Jeans Outfit

Let’s chat one of this year’s big trends – over the knee boots! Whether you are wearing slouchy or structured over the knee boots, you will always want to wear jeans that are form fitting on the thighs. No bunching or bagginess allowed!

 

How to Wear Over the Knee Boots with Jeans Over the Knee Boots with Jeans Outfit Murfreesboro Stylist Jenny Grubb Neutral Over the Knee Boots and Jeans Look

For those petite followers out there – just be extra cognizant of where the boot hits you on your thigh. You wouldn’t want them to come up more than about 1/3 of your thigh. Use Jenny, who is 5’2” as a point of reference.

 

How to Wear Over the Knee Boots Nashville Stylist Emily Goodin Over the Knee Boots and Jeans Look for Fall

We love so many things about the structured over the knee riding boots that Emily is wearing here. Emily has expertly paired two different shades of brown here. Her whiskey colored faux leather jacket and her chocolate brown boots are perfect together. Again, don’t overthink mixing browns! Contrary to popular opinion, you do NOT have to go matchy matchy on your color tones ladies! 

   

Filed Under: How to Wear, Styling Tips

Comments

  1. Tina Ferguson says

    January 29, 2021 at 8:11 am

    Katie,
    I am trying to find the Gucci bag shown in stylings. Can you tell me if it is a version that I can find in the stores currently? Thanks, Tina

    Reply
    • Katie Rushton says

      January 29, 2021 at 11:05 am

      HI Tina! Checking with Jenny and will send you a message in a bit!

      Reply

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Katie Rushton

katie_rushton

Being a stylist, image & wardrobe consultant, and personal shopper means I get to do things I love every single day. Read more...

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Effortless Style
Rain, rain, go away! 🌧☔️ We’ve got some f Rain, rain, go away! 🌧☔️ We’ve got some fun facts to share about @jennymgrubb today! 🌈 For all of you that are new around here and/or even if you’ve been following us for a while, we are sharing some fun facts about our stylist Jenny today. Jenny is coming up on her two year anniversary with Effortless Style, and we figured no better time than now to re-introduce her to you guys! 💗
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Jenny lives in Murfreesboro but she is originally from Owensboro, KY, and she bleeds KY Blue! 💙
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Jenny was a ballerina growing up and got on the wait list for The School of American Ballet. 🩰
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Jenny was voted Best Dressed of her Senior Class (no surprise there)! 💕
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Jenny studied Merchandising, Apparel and Textiles at the University of Kentucky. 🧥
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Jenny is a Wife, Mom to an 11 year old girl and to a 3 year old 85 lb Doodle - Sadie Grace. 🐶
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Jenny LOVES supporting southern women designers. A few of her favorites are Hunter Bell, Crosby by Mollie Burch and Laroque. 
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Jenny’s sister is her best friend and they talk no less than 8-10 times a day on the phone. 👯‍♀️
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Jenny’s favorite accessory is definitely large statement earrings. 🌟
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Shop Jenny’s look via the @liketoknow.it app and keep checking back over the next few days to get to know Jenny a little more! http://liketk.it/39iUJ #liketkit #LTKSeasonal #LTKsalealert #LTKunder100
It may be a rainy Friday here in Nashville, but we It may be a rainy Friday here in Nashville, but we are walking on sunshine heading into this weekend! 🌞🥰
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In case you missed it, our stylist @jennymgrubb was featured over on @emilyunscripted last weekend. If you didn’t catch it, check our stories for the post Emily shared and stay tuned to our feed over the next few days, as we are going to share a little more in depth here about Jenny and her time here with Effortless Style! She’s coming up on her two year anniversary with us!!! 💕 Shop Jenny’s look via screenshot when you download the @liketoknow.it app! 🖤 http://liketk.it/39fB6  #liketkit 
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Happy Saturday, you guys! Even though it's cold he Happy Saturday, you guys! Even though it's cold here in Nashville, the sun is shining!!! ☀️ And we are looking forward to a great day today.  We hope you all have a great weekend! Katie’s outfit details via the @liketoknow.it app. http://liketk.it/38N7Q #liketkit
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Show of hands for who’s excited for the first (real) snow fall in Nashville! 🙋🏼‍♀️ Whether you love it or hate it, dressing warm for it isn’t an option, and warm, cozy sweaters are one of our favorites for cold, snowy days! ❄️ Katey’s outfit details via the @liketoknow.it app. http://liketk.it/38oP5 #liketkit
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Happy Valentine's Day weekend, you guys! Head over Happy Valentine's Day weekend, you guys! Head over to our stories for some fun Saturday reading - What to wear for Valentine's Day! Whether you are staying in or going out, our stylists have put together some fun looks for the occasion! ♥️❣️Outfit details linked via @liketoknow.it http://liketk.it/37ZQA #liketkit #LTKVDay
🎶 All you need is love 🎶 * Valentine's Day i 🎶 All you need is love 🎶
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Valentine's Day is here and love is in the air! ❤️💗❤️ If you are running behind and still looking for a special gift for that special someone, let us wrap and deliver an Effortless Style gift card for you today (or tomorrow)! DM us or click on the link in our bio to reach out! 
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Joggers on repeat 🔂 …..anyone else??? Loving Joggers on repeat 🔂 …..anyone else??? Loving how our @jennymgrub paired her joggers with this fun layered blazer. The perfect ‘elevated casual’ look! 🖤 Outfit details linked via @liketoknow.it http://liketk.it/37ZGd #liketkit 
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Looking to treat someone you love to an extra spec Looking to treat someone you love to an extra special Valentine's Day gift this year? Our Effortless Style gift cards are such a wonderful thing to gift someone (or yourself even) on such a special day! 💗❤️ 
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We have so many services to choose from ~ from closet audits, to personal shopping, to styling sessions, we would love to put the perfect combination together for you. 🛍Check out the link in our bio to learn more! And for details on Katie’s fun Valentine’s Day inspired look make sure and follow us on the @liketoknow.it app. http://liketk.it/37Zvd #liketkit
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