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This is a great option for those who want to be comfortable and stylish at the same time. For a more dressed-up look, try pairing your tall brown boots with a dress or skirt. This is a great option for a date night or dinner with friends. Choose a dress or skirt in a solid color that hits at or above the knee. Add a touch of glamour with some dangling earrings or a bracelet stack.

For a dressier look, pair tall brown boots with khaki shorts. However, you may want to consider a lighter shade of brown to avoid looking too heavy. You can also pair brown boots with a summer dress or skirt to add a touch of sophistication. If you’re anything like me, you love tall brown boots. They’re stylish, they go with everything, and they make you feel like a badass. In this article, I’ll tell you what to wear with tall brown boots, so you can rock them with confidence.
How to Wear Classic Blue Jeans with Brown Boots
However, take it from us, steer clear of pants that match the shade of your brown boots. Well, we can say that the same browns on your feet and your legs do no match. Yes, dear reader, you can even slap on a pair of khakis shorts and channel your inner Indiana Jones with the right pair of brown boots. For this look, you’ll pair a monochromatic suit with a darker brown boot. In this example, the model opted for a full navy suit and a slightly-roughed-up shade of brown boots. Allow this simple combination of a bright jumpsuit and light brown boots to guide you to summer paradise.

Add a sky blue leather shoulder bag to make yourself look smart and youthful. This is a very minimal and breezy outfit that is surprisingly easy to pull off. First, wear a blue chambray button up long sleeve shirt dress as the focal point of your outfit.
Denim Jacket + T-Shirt + Leather Skirt + Tall Boots
Tights can sometimes just really be there for looks, they can be so sheer they don’t really do anything to keep you warm. Again, brown is best when it brings out the other colors of the outfit. If you have warm tones and lighter colors, brown will be a better match than black with such a stark difference in tones and shades. Not only do the boots complement the light brown/beige shade of this dress, but they also add an outdoorsy essence. Another thing I love are the details on the dress, they really make this piece stand out.
A cover-all poncho is the ideal closet essential for those days you feel you’ve got nothing to wear. Simply throw it on over a black sweater and black leggings and you’re all set. A fitted navy blazer keeps things chic and classic on top featuring an unexpected pop of color as the sleeves turn up. Bring in a rusty fall color like this burnt orange scarf to tie back into the fall color palette.
Coat + Leather Jacket + Turtleneck + Culottes + Tall Boots
What we mean is that this outfit shines by using the rarely-seen above-the-knee trenchcoat to conjure a dangerous image. They provide a streamlined look that’s daring and fashionable. Laura wore some wide-leg snake print pants with a black turtleneck and some brown boots. Should you pick printed wide leg pants, it’s better to ensure that the print is in a color that matches the boots. Sweater skirts come in different styles, straight, asymmetrical or flared. They are comfortable on the skin, and look really great paired with boots.
Ciandra looks classy in her knee-length dress paired with some brown boots. When you have a dress that’s a statement piece, it’s worth picking simpler boots like she did so that your look is nice and clean. Styleiconandmore styled her lace shift dress with a pair of knee high brown boots.
The sweater dress is off-white and everything else is in brown, including the belt and clutch. Meagan styled a pullover with a floral skirt and a brown pair of boots. Since the boots are brown, an easy-to-style neutral color, you have any options for the midi dress, when it comes to the prints or patterns. It’s a look that’s well balanced, considering the simplicity of the boots that allows the print on the dress to stand out.
If you thought our last outfit was cozy then you haven’t seen anything yet. It’s time to highlight an item we believe was scientifically engineered to go well with brown boots. This outfit proves that one of the best ways to wear brown boots is by using them to accent another piece in your outfit.
In case it’s too cold outdoors, you could always go for a knee length or midi length A-line skirt for the look. We’ve paired them with a sweater dress and YSL bag for a classic autumn look. A brown boot can set the tone for an outfit or be the focal point of your look. Take a classic Chelsea boot for example; the styling options are truly endless. Wake up, grab a coffee, and go to the office in your brown boots and blazer. Switch out your denim for a dress and head straight to dinner with friends.

If you are into a sassy and provocative style, then go for these boots and style them with mini shorts or with a patent long trench coat. If you are into slender and snug boots, then you can try them on with skinny bottoms and loose fit top. If you are more into slouchy footwear, then pair them with a flared skirt and a slim sweater. What I love the most, tall boots look awesome on women of all ages.
I think it would be too short as I never wear anything less than knee length. Go for uncommon colors when selecting your spring combinations. Beige pants are always a good choice in warm weathers and team it up with this cool green collared shirt.

Wearing brown boots with leggings is one of the easiest outfits in the spring or the fall. They are great for women of any age, and can be styled with brown boots to give you that amazing edgy yet feminine look. Make sure to add some color down below, though, such as these suede brown boots. With slight ruching along the length of the lower leg, they’re great to add some shape and proportion to your figure.
Sweatpants are great for lounging around, considering they are so comfortable. You can style them with sneakers for a sporty look, heels for a dressier look or go with a pair of brown boots. Shweta styled her leather dress with a pair of brown boots for a simple laid back look. Gayle styled her flared jeans with a black top and a pair of brown boots. Denim is comfortable whether you go for a denim shirt jacket, pants or a skirt.
I created BelleTag to share my passion for style, fashion, and beauty. She has a broad area of interest in fashion – ranging from the 70s-80s style staples to contemporary street style looks. Hi I'm Victoria Hudgins & I believe in style with a smile...
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