How To Wear Cowboy Boots With Dresses

How to wear dresses with cowboy boots

With the right knowledge and a little effort, you can wear your cowboy boots anywhere!

This article is intended to inform you and give you visuals of how you can wear your boots. I hope I give you ideas that you have not thought of and start wearing your pair(s) more!

Let’s dive right in to answer the frequently asked questions and more for you!!!

Pssst…You do not have to be a cowgirl/ farm gal or a rancher only to pull off these looks. Get ready for inspiration and I bet you’ll be wearing them a lot more from now on!!!

In this style article you will learn:

1. What you need to know about wearing Cowboy boots.

2. The DFY Styling Cowboy Boot Pairing Guide.

3. How to wear Women’s, Cowboy Boots.

4. What kind of boots should you wear with dresses/skirts?

5. Are white cowboy boots in style?

6. White Cowboy boot Outfits.

7. What dress can I wear with cowboy boots to a wedding?

8. Summer Dresses with Cowboy Boots.

9. How to style Boho dresses with Cowboy Boots.

10. Western Dresses with Cowboy Boots.

ENJOY! —and remember to always Dress For YOU

What you need to know:

1. Cowboy Boots are for everyone.

They can be styled in an edgy way, the traditional western way, sexy, casual, or as an elevated city look.

2. When wearing pants with your cowboy boots, have your pants come down to the foot of the boot or a little longer. Do not have them long enough to drag on the floor. They are too short if the hem lands at your ankle.

* Keep in mind that most cowboy boots have a taller heel, it can be as much as one or even two inches higher than regular shoes.

3. Do I need to do anything to my cowboy boots before I wear them?

REAL LEATHER: You will need to condition them.

On the exterior use conditioning creme or consult who you purchased your pair from because they will know how to instruct you about their product.

If they can’t help you then I recommend you choose another store that knows how to assist you with the best care!

FAUX LEATHER: It is common to not have a break in period. You may need to wear them around the house for a while with your socks doubled-up to stretch them out for your foot.

OR, you can use the hack and put a sealed baggie of water in your boot and freeze it. As it expands it stretches the material.

4. What you need to know if you have a wide foot:

Real Cowboy Boots are typically available in 6 widths: B (extra narrow), C (narrow), D (regular), E (wide), EE (extra wide), and EEE (triple wide).

How do I know if I need wide cowboy boots?

The instep on a boot covers the top of your foot and is a big part of determining whether or not the boot fits. If the instep is too tight, try a wider width. If it's too loose, try a narrower width.

Or, choose a pair that has a square toe leaving you more room for your foot.

If buying a pair from a boutique or shopping center: Rockey & Roo Boutique, Chinese Laundry, Browns Shoestore & Simons is great for a wider foot.

Steve Madden & ALDO cater to a narrower foot typically.

How to wear women’s cowboy boots

How many pairs of cowboy boots do you own?

If you don’t own any I’d suggest starting with a Knee-high pair!

This section will give you a visual of How to Wear your boots with shorts, skirts & pants just to cover everything so you don’t have to look further!

Shorts & cowboy boots:

The only pairs of shorts I would suggest not wearing your cowboy boots with are your Cargo & Bermuda shorts. Their hemline and any height of your boot would not be flattering.

CHOOSE LEATHER SHORTS & COWBOY BOOTS FOR AN EDGY, SEXY LOOK!

WHITE BUTTON-UP TOP + HIGH-WAIST JEAN SHORTS + WHITE WESTERN BOOTS

LONG DRESS/SKIRT

Find a Tulle Dress/Skirt and pair it with your cowboy boots!!

FUN & FLIRTY

FRONT TIE MIDI-DRESS

Midi-Dresses and high-shaft Boots work great when the shaft is not too wide.

COWBOY BOOTS + GRAPHIC TEE + OVERSIZED BLAZER

KNEE-HIGH BOOTS + WIDE-LEG JEANS + CROP BLOUSE + RANCHER HAT

KNEE-HIGH COWBOY BOOTS + CROP TURTLENECK + HIGH-WAIST CULOTTES

CROP STRAIGHT-LEG JEANS + BODYSUIT + ANKLE COWBOY BOOTS

JUMPSUIT + ANKLE COWBOY BOOTS

Are white cowboy boots in style?

Yes, they are 100% in style and are not going anywhere.

This boot isn’t a fad. Fads tend to come and go very quickly, whereas trends tend to last for years or decades, evolving and changing as they go.

I would definitely say the white cowboy boot is a trend. This only means that people who would never have this boot on their radar now have it in their closet.

Keep scrolling to see White Cowboy Boot Outfits:

MINI-LEATHER SKIRT + SEQUIN TOP + WHITE COWBOY BOOT

WEAR THIS TO A SUMMER BBQ!

LET MY SLIP DRESS REMIND YOU TO GET ONE & WEAR IT YOUR GIRLS NITE OUT!

BUTTON UP YOUR LONG CARDIGAN SWEATER- CREATING A DRESS

FESTIVAL LOOK- LET'S GO SEE GARTH AGAIN!

SEXY DRESSES ARE COUNTRY TOO

POLISHED, EFFORTLESS & FUN

MIDI-SKIRT + LACE TOP + WHITE COWBOY BOOTS

THE INFAMOUS OTTOMAN SWEATER + FLORAL MINI-SKIRT

SQUARE NECKLINES ARE YOUR FRIEND

STYLE TIP:

It can be hard to hide your bra straps with a square neckline. Higher price point pieces have little snaps you can attach to your strap at your shoulders.

If they do not have that…extend your strap so you don’t stretch it and twist it once and put your arm through the loop and it will stay put!

Or, wear a strapless bra!

FLORAL SKIRTS ARE COUNTRY & CITY

HOW TO WEAR COWBOY BOOTS WITH DRESSES AS A WEDDING GUEST

What dresses can I wear with cowboy boots to a wedding? Find out with my styles below!

WEDDING FLORALS OR, LEATHER + COWBOY BOOTS

FLORALS TO A WEDDING:

If you choose to wear florals to a wedding be considerate of the season you are in. For winter & fall wear dark florals. In spring & summer wear bright florals.

MINK PINK LOVE CHARM FLORAL MIDI DRESS

LEATHER TO A WEDDING:

When wearing leather to a wedding consider the important factors: the venue, the season & the formality of the wedding. With these things considered you absolutely can wear leather to a wedding!

If you are going to a semi-formal wedding or a casual one, a leather jacket is a perfect accessory. For ladies, a leather jacket can be worn with anything as upscale as a ballgown or with a summery cocktail dress.

Then pair your look with cowboy boots… your look will be the envy of the night!! Not above the bride of course ;)

LEOPARD & YOUR LBD (LITTLE BLACK DRESS)

The same rules apply to wearing leopard to a wedding as leather. (see above Style Tips).

BISHOP & YOUNG ANIMAL DRESS IN BLACK

LBD To A Wedding + Cowboy Boots:

Our trustee LBDs can be worn to a wedding because they become brand new when you change up your accessories and footwear pending on the venue.

LBDs look so sharp paired with brown, black, tan, or white cowboy boots.

OUTDOOR WEDDING VIBES

This cotton gauze babydoll dress features a ditsy floral print, bow back, and back invisible zipper—You can dance all night in this number!!

FLORAL DRESS: This dress is elegant, classic, and sexy af, this dress has all the right things going on. The slight puff shoulder, sheer sleeve, and ruching detail make this dress a true show-stopper.

THESE DRESSES MAKE AN "I'M HERE FOR THE PARTY!" STATEMENT

ANY WEDDING, ANY VENUE - THE MADDIE DRESS IS A MUST-HAVE.

Wearing Summer dresses with cowboy boots

These looks express you are living the country life dream...

NOTHIN' SAYS SUMMER LIKE THE LAINEY DRESS

JEAN DRESS (OPEN BACK) + TAN KNEE-HIGH BOOTS

PICNIC CHIC

CRACK A BEER ON THE DECK LOOK

EXECUTIVE COUNTRY

FIRST DATE

How to style boho dresses with cowboy boots

WHAT MAKES A LOOK BOHO?

Boho style is defined by long flowing or tiered dresses/skirts. peasant blouses, ethnic touches to your look with tunics, wood jewelry, embroidery, or fringe.

EFFORTLESS FLOWY COW PRINT DRESS

This style of dress is everywhere. If this print is not your jam you’ll easily find it in another.

STYLE TIP:

When dresses like this are quite boxy & don’t provide a lot of shapes, make sure it fits in the bust and your shoulders so it does not overwhelm you. All body shapes can pull off this style.

THIS LOOK IS CONFIDENT & FUN

What to look for when wearing a dress that is off the shoulder?

if your bust is being squished… upsize! You will have to wear a strapless bra with this dress. Showing your straps is not flattering.

If the elastic is pinching at the top of your bust creating a bulge you do not normally have- this dress is not for you. Or, just that specific dress. If you love this look keep trying them on when you see them and eventually, you will find what works for you!

EFFORTLESS LOOK- JUST SWITCH YOUR SHOES TO SUIT WHERE YOU'RE GOING!

ON THE TOP TEN LIST, LOOK

Western Dresses with Cowboy Boots

The term western wear refers to the individual garments that create a “western look”.

You’ll see Beth Dutton vibes on people, all the way to Little House on the Prairie.

Honestly, a Western look is all of the above, and your interpretation when wearing a Cowboy hat, a Rancher hat, cowboy boots, jeans, and a buckle, with a peal snap shirt… you’re pulling off a western look!

THE RANCHER HAT COMPLETES THIS LOOK!

ALL ABOUT BETH

VINTAGE + SHERPA

THIS LOOK WILL GET THE DRINKS BOUGHT FOR YOU :)

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