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.
A blue cowgirl monotone look, anyone?
By teaming similar shades from head to toe, it elongates your figure and makes you appear to be taller and slimmer.
It’s such a great styling tip especially if you wanna wear light hues.
❤️Girl’s fashion hack #1:
Use nail polish clear coat on fraying thread ends to stop further unraveling until you can properly repair the item!
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!
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.
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.
❤️Girl’s fashion hack #2:
Prevent button-down shirts from gapping between buttons by using double-sided fashion tape <3
3. Split mini skirt & cowboy boots
As a 5″3 girl, I adore this combo so much.
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.
❤️Girl’s fashion hack #3:Rub clear deodorant on the inside hem of pants/skirts to prevent thigh chafing. ❤️
Some days you just gotta put on your boots and dance anyway.
If you are reading this blog post till now, there’s one thing for sure…
You have good taste! <3 If you approve of some of these looks, please kindly pin or share some of these outfits so many tasteful fashion babes can come across this outfit inspo, thanks pretty! ❤️
And…it would truly mean the world to me if you stay until the very end. ❤️
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.
It just freshens up all kinds of looks.
Floral prints and pink boots can always work wonders.
❤️Girl’s fashion hack #4:Use rolled-up magazine pages to maintain boot shape when storing – truly work wonders imo lol
“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.
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!
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!
The full fringe moment you didn’t know you needed.
❤️Girl’s fashion hack #5:
Stretch tight shoes by wearing them with thick socks and blowing them with a hairdryer!
6. Waistcoat with cowboy boots
We are talking about all kinds of waistcoats from the effortlessly chic baggy look to the cute cropped version.
Together with this tiered bag, this is giving a minimalist boho style at its best.
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!
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.
( ´ ▽ ` )ﾉ MY NOV PICKS !! ʕ•̬͡•ʔ
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❤️Girl’s fashion hack #6:
Quick fix – Brighten yellowed white clothing by soaking in a solution of lemon juice and hot water!
7. Graphic tee dress and cowboy boots
I never thought about this combo but oh my, they look so good together.
The versatility of graphic dress offers endless possibilities for expressing your one-of-a-kind style.
Feeling boss babe? I’d say rock that pink blazer.
Or else, drape a denim jacket that looks equally flattering.
To dress things up, adding a Fedora hat works wonders.
If I have a music festival night with my girls, this will be the look.
❤️Girl’s fashion hack #7:
Whenever I feel bloated, I’ll always use a rubber band to loop through a button hole and around the button for a temporary fix to pants that are too tight!
❤️For my baddies who wanna spoil themselves: ❤️
It’s almost Christmas (in two months!!)…for the baddies who wanna spoil themselves but don’t wanna break the bank… check out the bags babies below❤️
From my backend data, almost every 3 days someone from LTK and my email list will buy these two bags lol (Different sizes - some prefer mini some prefer the normal).
It's always so fun see from data to know what you girls prefer!
8. Do it creative, do it cool
I love how Emily Ratajkowski blend the hard and soft style in the same outfit.
She just proves us a rugged edge pair of cowboy boots can have endless pairing combos.
This high street look is a 10/10.
Baddie x cowgirl style.
❤️ Girl’s fashion hack#8: Keep Jewelry Organized While Traveling hackThread necklaces through drinking straws to prevent tangling – simply clasp the necklace and thread the chain through a straw.
9. Dressy look in cowboy boots
For a date night look, a flowy print dress and white cowboy boots is here to keep the elegant yet edgy energy alive.
Green slip dress and white western boots = full of attitude.
❤️Girl’s Beauty hack #9:Go for the budget-friendly retinol body cream for a mild but still noticable skin tightening effect!
❤️Affordable pick❤️Advanced Clinical Retinol Cream for firming skin$17.99It really works... Ladies you don't really need the high end skincare - don't fall for marketing <3!
10/25/2025 12:24 am GMT
I’ve been using this jar for 2 years and it works. That being said, if your skin is sensitive so I’m not too sure can you use it.
10. My cowboy boots pick
If you are looking for some cute pairs to add in to your collection, these are my two handpicks.
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.
❤️Girl’s fashion hack #10: Make your lipstick stay longer!
Apply lipstick, then lightly press lips against a coffee filter which absorbs oil without removing pigment like tissues do! Try it out girlies<3
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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