12 Ways to Wear Tan Knee-High Boots This Fall

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I fell HARD for Reiss’ knee-high boots during this year’s Nordstrom Anniversary Sale. I totally wasn’t expecting to walk away with any knee-high leather boots this year (I’ve been on more of a chunky-lug-sole, ankle-boot kick lately), but as soon as I tried them on, I was hooked.

These boots have made every single outfit I’ve tried look so incredibly chic and put-together. Although they are a little pricier than most shoes I’ve bought in the past, they are well worth the investment because, as you’ll see in this post, I keep coming up with so many different ways to style them. I’ve already convinced myself that I have to keep them and I’m pretty sure you’ll be convinced you need a pair of slouchy knee-high boots in your forever closet as well.

An Unexpected Fave: Slouchy Knee-High Boots (+ Fall Outfit Inspo)

From wool coats to maxi dresses to midi skirts to oversized sweaters — there are so many different ways to style a pair of slouchy knee-high boots this fall and beyond! The outfit ideas just kept coming. Keep scrolling for 12 ways I’ll be wearing my favorite Reiss boots as the weather cools down.

1. With A Plaid Collarless Coat & Light-Wash Skinny Jeans

This gorgeous blue-plaid collarless coat by Bernardo was another one of my favorite finds from this year’s Anniversary Sale, and the brown tones throughout really make it the perfect coat to pair with these Reiss boots. I completed the look with a pair of light-wash, distressed Levi’s 501 Skinny Jeans (also from the #NSale) and a ribbed knit tee.

This gorg blue-plaid collarless coat by Bernardo was another 1 of my fave finds from this year's NSale, & the brown tones throughout really make it the perfect coat to pair with these Reiss boots.

Coat (S) | Top | Jeans (28) | Boots (38)

2. With A Slouchy Blue Cardigan & White Skinny Jeans

I love how well the Reiss boots pair with my white high-waisted Madewell skinny jeans and this light-blue, chunky-knit cardigan by Topshop — a classic and clean look for fall.

I love how well the Reiss boots pair with my white high-waisted Madewell skinny jeans + this light-blue, chunky-knit cardigan by Topshop — a classic & clean look for fall.

Cardigan (M) | Jeans (28) | Boots

3. With A Moto Jacket & Black Skinny Jeans

I love a good motorcycle jacket and needed a tan option in my closet this year, so I wound up keeping this ridiculously luxe cropped AllSaints Suede Biker Jacket. It’s gorgeous in person.

This AllSaints Suede Biker Jacket is ridiculously luxe. It's cropped at the perfect length, + it's so gorg in person.

Suede Moto (M) | Tee | Jeans (28) | Boots

4. With A Gray Knit Cardigan & Matching Skirt

I love a good combo of a ribbed-knit midi skirt and knee-high boots! I think it’s always a stylish yet comfy and casual way to wear these boots, and this type of look is one of my go-to outfits every fall.

Pairing with a ribbed-knit midi skirt is a stylish yet comfy + casual way to wear these knee-high Reiss boots, & this type of look is 1 of my go-to outfits every fall.

Similar Cardigan | Similar Skirt | Boots

5. With A Double-Breasted Wool Coat & Black Skinny Jeans

This coat was actually one of my favorite coats from last year’s #NSale, but I was so excited to find this similar style at Abercrombie this season. I love oversized, double-breasted coats — such a classic look.

I love oversized, double-breasted coats like this dad coat from Abercrombie — such a classic look.

Similar Coat | Top | Jeans | Boots

6. With A Long-Sleeve Wrap Bodysuit & High-Waisted Skinny Jeans

A silky wrap bodysuit is one of my go-to tops for a night out. I love to pair it with some high-waisted, light-wash skinny jeans or trousers.

A silky wrap bodysuit is 1 of my go-to tops for a night out. I love to pair it with some high-waisted skinny jeans or trousers.

Similar Top | Jeans | Boots

7. With A Camel Wool Coat, A Turtleneck Top & Black Skinny Jeans

Camel coats are timeless closet staple, and they just so happen to pair perfectly with these Reiss knee-highs as well.

Camel coats are timeless closet staple, & they just so happen to pair perfectly with these Reiss knee-high boots as well.

Similar Coat | Top | Jeans | Boots

8. With An Oversized Hoodie Dress

I recently found this little cutie of a sweatshirt-hoodie dress by AllSaints, and I’m in love. I like the sassiness of this combination, but it would also look cute with a pair of medium-wash skinny jeans underneath as well.

I like the sassiness of these knee-high Reiss boots with this long-sleeve hoodie dress by AllSaints, but it would also look cute with a pair of medium-wash skinny jeans underneath as well.

Dress (M, Runs large) | Boots

9. With An Oversized Tunic Sweater & Black Skinny Jeans

A simple yet effective outfit: an oversized tunic sweater, skinny black jeans and, you guessed it…my tan, knee-high boots. Also, my tan leather Rebecca Minkoff Julian backpack is practically the same shade as my boots. Perfect!

A simple yet effective outfit: an oversized tunic sweater, black skinny jeans &, you guessed it...my tan, knee-high Reiss boots.

Similar Sweater | Jeans | Bag | Boots

10. With A Tie-Front Maxi Shirtdress

I wasn’t expecting to love this look as much as I did! This summer maxi shirtdress by Free People is deserving of some cool-weather styling. I will definitely be transitioning this one into my fall closet.

This summer maxi shirtdress by Free People is deserving of some cool-weather styling. I will def be transitioning this 1 into my fall closet.

Dress (S) | Boots

11. With A Hooded Parka, A Tee & Black Skinny Jeans

I was immediately obsessed with this Mango colorblocked hooded parka from the moment I saw it online. This is going to be my go-to lightweight jacket for the fall — especially for hiking. So cute!

This Mango colorblocked hooded parka is going to be my go-to lightweight jacket for the fall — especially for hiking.

Parka (M)| Top | Jeans | Boots

12. With A Cropped Chevron Blazer & Black Skinny Jeans

OK, I loved, loved, LOVED this cropped chevron blazer by Halogen as soon as I put it on! The fit is perfect, with a structured-and-clean fit. I will be wearing this jacket a TON this fall.

The fit of this cropped chevron blazer by Halogen is perfect, with a structured-&-clean fit. I will be wearing this jacket a TON this fall.

Cropped Blazer | Top | Jeans | Boots

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Hope you found this post hopeful! Until next time,

xo, Jess ( My Closet | My Instagram )