How To Wear Tall Boots

The trending of tall boots has ebbed and flowed over the years for sure. Even so, they are always on the style scene…. The steady and loyal friend in your closet. Today, we are talking all about how to wear tall boots!
How To Wear Tall Boots
Tall boots, like so many iconic fashion staples, have ebbed and flowed through the style scene for decades. That said, they are always a classic option no matter what! Flat, heeled, leather, suede, rain…. We love them all. There are a few basic pointers to think about, however, when styling your tall boots:
- If pairing your tall boots with pants, make sure they are on the fitted side to eliminate any bulk around the lip of the boot. Don’t wear pants that have to stuffed into your boots, like trousers or joggers.
- Tall boots can tend to draw attention to the bottom half of your outfit, so wear something on top that brings attention upwards. That could be a chunky sweater, blazer, or fur coat… Or a top in a bold pattern or color… Or even a scarf!
- When you pair your tall boots with a dress or skirt, make sure the hem of your dress isn’t getting caught up in the top of your boot.
Keep reading for a few more tips and tricks as we chat about some looks that Dana and Katie put together for you guys!
Dana | Styled Looks With Tall Boots
Tall boots are a great way to carry your shorter skirts into the winter season. Layer them over tights to elevate the look and shield from the cold. Keep your tights sheer!

Faux Fur Coat | Turtleneck | Pleated Leather Mini Skirt | Tan Suede Slouchy Knee Boots | Sheer Brown Tights
Because straight and wide leg jeans are trending, we don’t see jeans tucked into a tall boot as much as we used to at the moment… But it’s a look that that we still (and always will) love! For a polished, casual look, go for it and tuck those jeans into a tall boot! In this look, leave the colorblocked blouse open over the bodysuit and belt.

Oversized Button-Up Shirt | Tank Bodysuit | Super High Rise Cigarette Jeans | Black Leather Flat Knee Boots | Black Belt
Katie | Styled Looks With Tall Boots
I love a tall boot paired with a sweater dress. It’s an easy put-together look that works great for brunch with your girlfriends or a casual meeting. Layer the sweater dress over a collared shirtdress for an interesting twist and as a way to elevate the look!

Tunic Sweater Dress | Collared Shirt Dress | Taupe Suede Tall Boots | Convertible Satchel Bag | Chain Link Earrings
Iconic and classic, tall boots paired with a longer skirt is certainly a great option – always. The tall boots add interest and texture to your long skirt look… Not to mention provide an extra layer of warmth in the colder months!

Wool Turtleneck Sweater | Chunky Gold Hoop Earrings | Faux Leather Maxi Skirt | Black Leather Tall Boots | Checkerboard Handbag
A Few More Styled Looks
Here are a few more styled looks to give you guys even more inspiration for your tall boots!



Printed Blouse & Midi Skirt | Sweatshirt & Jeans | Faux Leather Blazer & Jeans



Blazer & Jeans | Faux Fur Coat & Midi Skirt | Graphic Sweatshirt & Midi Skirt



Faux Leather Jacket & Midi Skirt | Faux Fur Coat & Jeans | Blazer & Shorts
To see the details of Dana’s look in the cover photo, you can click the link below!
