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10 types + 26 Short dress with cowboy boots *look taller tips!*

10 types + 26 Short dress with cowboy boots *look taller tips!*

Looking for some short dresses to wear with your cowboy boots? Look no further my loves!

Is that just me but there’s something about cowboy boots that makes me feel unstoppable and adventurous.

Such a confidence booster.

So yeah, regardless of what you dress, it’s always a good idea to add a dash of Wild West flare to the get-up.

Below, I’ve gathered 10 types of short dresses (In total 26 looks) that look body-forgiving and stylish when you pair them up with cowboy boots – enjoy!

1. Do it monotone

First thing first, rock it monotone.

Not only because it’s always on-trend and failproof, this styling way just looks extra forgiving.

If you think you can only go the classic western way when you wearing cowboy boots, well, check this out.

Together with the white ribbon and basket bag, this white monotone look gives 100% dreaminess.

white Short dress cowboy boots
Source: Pinterest


A blue cowgirl monotone look, anyone?

blue short dress cowboy boots monotone outfits
Source: Pinterest

By teaming similar shades from head to toe, it elongates your figure and makes you appear to be taller and slimmer.

white monotone outfit idea
Source: Pinterest

It’s such a great styling tip especially if you wanna wear light hues.

2. That Sassy Redeo girl

Featuring the V-line, cowboy boots are actually very forgiving to wear as the V-shape extends the legs visually.

In other words, that’s the best chance for you to giddy up and rock all the sassy mini dress!

cute short dress and cowboy boots
Source: Pinterest

Compared to the pencil dress, a mini flared dress can actually be more leg flattering as the thighs look comparatively thinner by comparison.

To add some dimensions to the look, an animal print shoulder bag just elevates your style tenfold.

white short dress and cowboy boots
Source: Pinterest

A simple white tube dress and classic cowboy boots just make you feel like a baby doll.

By the way, avoid pairing a midi tight dress with cowboy boots as that’s so tricky to wear and makes you appear to be shorter.


3. Split mini skirt & cowboy boots

As a 5″3 girl, I adore this combo so much.

Source: Pinterest

Need I say more? It just elongates your leg in the best possible way.

For a classic country chic look, get yourself a western buckle belt as a statement piece and let your inner cowgirl to shine.

black side slit skirt and cowboy boots
Source: Pinterest

Some days you just gotta put on your boots and dance anyway.

4. Add a dash of pink

To all the cowgirl boot collectors out there – have you tried out pink cowgirl boots?

They are absolutely gorgeous.

pink cowboy boots and white mini dress
Source: Pinterest

It just freshens up all kinds of looks.

floral mini dress and pink cowboy boots
Source: Pinterest

Floral prints and pink boots can always work wonders.

“Pink is not just a color; it’s a state of mind.” 

5. Short fringe dress with cowboy boots

Want to make a statement on the Redeo night?

A fringe dress is your gem sis.

plus size fringe dress and cowboy boots
Buy this dress on Shopwildething

The eye-catching nature of fringes and tassels just highlights your body in the most flattering way.

Whenever you make a move, that’s extremely feminine and fun!

pink tassel skirt and white boots
Shop Shopgug for the dress

While some ladies might think tassel dress can make your body look bigger, that is just not true.

I tried out a ton of tassel dresses and found out they are surprisingly tummy-forgiving – the tiered tassel just camouflages the midsection area safely and makes you feel the best!

gold tassel dress
Buy this fringe dress on VICI

The full fringe moment you didn’t know you needed.

6. Waistcoat with cowboy boots

We are talking about all kinds of waistcoats from the effortlessly chic baggy look to the cute cropped version.

waistcoat and cowboy boots
Source: VOUGE

Together with this tiered bag, this is giving a minimalist boho style at its best.


cropped denim vest and cowboy boots
Source: Pinterest

Or else, get experimental with a puppy sleeve white romper with a denim cropped vest – such a new combo for me.

Bring the sunnies on ladies!

black waistcoat and cowboy boots
Source: Pinterest

This look is giving “I just randomly grab my boyfriend’s shirt and look effortlessly cool” vibes.

I feel like whenever I wear cowboy boots, It just instantly dresses up the look and people will think I’ve given serious thought to mixing and matching.

It works every time.

7. Graphic tee dress and cowboy boots

I never thought about this combo but oh my, they look so good together.

graphic tee dress and cowboy boots
Source: Pinterest

The versatility of graphic dress offers endless possibilities for expressing your one-of-a-kind style.

Short dress with cowboy boots
Source: Pinterest

Feeling boss babe? I’d say rock that pink blazer.

Short graphic tee dress with cowboy boots
Source: Pinterest

Or else, drape a denim jacket that looks equally flattering.

To dress things up, adding a Fedora hat works wonders.

black girl dress and cowboy boots
Source: Pinterest

If I have a music festival night with my girls, this will be the look.

8. Do it creative, do it cool

I love how Emily Ratajkowski blend the hard and soft style in the same outfit.

burberry dress and black cowboy boots
Source: INSTYLE

She just proves us a rugged edge pair of cowboy boots can have endless pairing combos.

short dresses with cowboy boots
Source: Pinterest

This high street look is a 10/10.

black girl short dress and cowboy boots
Source: Pinterest

Baddie x cowgirl style.

9. Dressy look in cowboy boots

dressy short dress and white cowboy boots
Follow @Fashionablenes on LTK

For a date night look, a flowy print dress and white cowboy boots is here to keep the elegant yet edgy energy alive.

slip dress and white cowboy boots
Source: Pinterest

Green slip dress and white western boots = full of attitude.

10. My cowboy boots pick

If you are looking for some cute pairs to add in to your collection, these are my two handpicks.

wide fit cowboy boots
Get these wide fit cowboy boots on ASOS

For my wide feet gilies I got you.


Any Jeffrey Campbell fans here? Their quality and design of their shoes are unbeatable with that given price range.

FINAL THOUGHTS:

So there you go – the 10 types and 26 short dresses that go well with cowboy boots.

What are your thoughts on that? I hope that get you inspired and it’s time to freshen your country chic style up!

Looking for more cowgirl or country chic outfit ideas? Check out these popular posts down below – see you there loves!

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