Since we know you're not about to wear your cowboy boots [1] naked à la Kacey Musgraves [2], you'll probably be needing some outfit ideas for one of the season's biggest trends in footwear [3]. Ganni, Isabel Marant, and classic Western inspired brands like Durango, Frye, and Tecovas have come out with plenty of new iterations, most with exciting details like contrast stitching, playful embroidery, metallic finishes, and even add-ons such as buckles and chains.
Your cowboy boots should wholeheartedly speak to your personality, so think carefully about the clothing you're going to wear with them. If you're still in the market for these, we've lassoed up a handful of our favourite styles on the market, and if you already own them, we bet there's a cool combination here you haven't tried yet. Read on to approach cowboy boot dressing in a whole new light, then click over to our ultimate boot guide [4] to find other silhouettes we're spotting on everyone right now.
How to Wear Cowboy Boots With Bermuda Shorts
Opt for a printed short and a super minimal top, like a ribbed tank or long-sleeved tee.
How to Wear Cowboy Boots With a Midi Dress
Try a style that hits mid-shin to reveal a sliver of skin below your hemline. Bonus points if the colour of your shoes accent the pattern on your dress.
How to Wear Cowboy Boots With Denim-on-Denim
Make sure you select a boot cut length that shows off as much shoe as possible, and try to match your denim washes so the boots accent your look and really pop.
How to Wear Cowboy Boots With Biker Shorts
Style them with an oversize statement cardigan that covers the top half of your shorts.
How to Wear Cowboy Boots With Tights
A combination you didn't quite expect, but we highly suggest this season — wear with a tennis skirt and add '90s staples like a bandana and simple gold hoops.
How to Wear Cowboy Boots With a Slip
Add an oversize button-down shirt in a contrasting colour and lots of layered necklaces to bring your look some edge.
How to Wear Cowboy Boots With a Blazer
Go for an oversize look and complete with biker shorts or a miniskirt underneath if your boots are knee-high. For Parisian flair, add a beret.
How to Wear Cowboy Boots With a Cosy Sweater
We love to approach this outfit from an '80s perspective and tuck in a straight leg or skinny jean to your boot. Employ the half-tuck trick with your roomy sweater up top.
How to Wear Cowboy Boots With a Long-Sleeved Maxi Dress
You'll be more comfortable in a shorter style since, when you're standing up, the toe and heel of the boot will be all that's visible. To coordinate them with a micro floral print, choose a neutral or earth-toned shade.
How to Wear Cowboy Boots With a Midi Skirt
Tuck in your favourite blouse and separate your look with a wide belt, which also adds a Western tinge and polishes off your outfit.
How to Wear Cowboy Boots With a Graphic Tee
We love putting a Western spin on the classic '90s combination of a slip skirt and graphic tee. Finish with cool, jet black sunglasses.
How to Wear Cowboy Boots With a Printed Dress
When it comes to wearing a busy pattern, you don't want it to distract entirely from your boots, so make sure they're simple in colour but come with a noteworthy detail that's easy on the eyes, like contrast stitching. Keep accessories to a minimum.
How to Wear Cowboy Boots With Shorts
Opt for an over-the-knee style and choose a formfitting top or bustier you can tuck into the waistband.
How to Wear Cowboy Boots With Baggy Jeans
Throw on a cowboy hat and a simple, monochrome bodysuit.
How to Wear Cowboy Boots With a Minidress
Add an element of cool but also a layer of warmth when you add a simple white button-down that's at least the same length as your dress.
How to Wear Cowboy Boots With a Turtleneck
Try breaking up your look with preppy details, like pleats or plaid.
Shop Cowboy Boots
UO Leena Cowboy Boot [6] ($99)
ASOS Design Western Chelsea Boot
ASOS Design Western Chelsea Boot in White Patent With Silver Chain [7] ($64)
HAVVA Texas Stitched
HAVVA Texas Stitched [8] ($607)
Ganni Suede Knee-High Western Boots
Ganni Suede Knee-High Western Boots [9] ($625)
Jeffrey Campbell Dagget Western Boot
Jeffrey Campbell Dagget Western Boot [10] ($260)
Tecovas Cowboy Boots - The Harper
Tecovas Cowboy Boots - The Harper [11] ($275)
Khaite Dallas Leather Cowboy Boots
Khaite Dallas Leather Cowboy Boots [12] ($980)
Larroude Thelma Boot In Sand Suede
Larroude Thelma Boot In Sand Suede [13] ($390)
Isabel Marant Neutral Liela Embroidered Leather Cowboy Boots
Isabel Marant Neutral Liela Embroidered Leather Cowboy Boots [14] ($1,490)
Alohas Buffalo Silver
Alohas Buffalo Silver [15] ($177, originally $202)
Brother Vellies Sombra Atlas Boot
Brother Vellies Sombra Atlas Boot [16] ($895)
Vanessa Wu Olive Faux Suede Cowboy Ankle Boots
Vanessa Wu Olive Faux Suede Cowboy Ankle Boots [17] ($158)
Steve Madden West White Leather Boot
Steve Madden West White Leather Boot [18] ($200)
Bala Di Gala Flame Black and White Cowboy Boots
Bala Di Gala Flame Black and White Cowboy Boots [19] ($285)
Ganni Western Leather Low-Shaft Boots
Ganni Western Leather Low-Shaft Boots [20] ($545)
Durango Crush Heart Boot
Durango Crush Heart Boot [21] ($118-$140)
Frye Harness Boot
Frye Harness Boot [22] ($144-$421)
ARIAT Magnolia Western Boot
ARIAT Magnolia Western Boot [23] ($219-$239)