10/14/2025
Lucchese Bootmaker & Chris Stapleton Just Dropped a 2nd Capsule Collection Full of Fall Staples: Shop It Now
The collab includes three new cowboy boots and a versatile shirt.
By Amina Ayoud
Amina Ayoud
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Chris Stapleton x Lucchese David McClister/Courtesy Lucchese
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If there’s one thing that Grammy award-winning musician Chris Stapleton takes seriously, it’s his cowboy-boot game.
The Kentucky native is a longtime lover of the silhouette, specifically styles from Lucchese Bootmaker. The “Tennessee Whiskey” singer often keeps the brand’s shirts in his tour outfit rotation. It makes perfect sense, then, that Stapleton would want to collaborate with the brand on a second capsule, expanding upon his first collection of sold-out styles from 2023 to give his fans a chance at walking in his shoes.
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The second collaborative endeavor with Lucchese Bootmaker launched Tuesday (Oct. 14) on the brand’s website and features three cowboy boot silhouettes and a button-up long sleeve, the first of its kind for both parties. You’ve got all new colorways and exotic leathers married with good craftsmanship, a factor that is important to both collaborating parties. These styles, down to the apparel, are a great fit for the fall season and an easy way to diversify your wardrobe. The boots are a splurge item, but one we can see our readers getting lots of milage out of. Keep reading to shop our favorite picks from Lucchese Bootmaker and Chris Stapleton’s latest collection.
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Old Friend in Chocolate
$695
Chocolate brown cowboy boots.
The Original Exotic
$3,995
Tan cowboy boots.
First up on our list is the Old Friend silhouette, currently retailing for $695. The boot comes in two new colorways, Chocolate and Gray. The boot is said to be a nod to Stapleton’s songwriting heroes and what he calls the “songwriters’ uniform.” The style features a 12-inch quarter and French toe accompanied by textural suede vamps, a beloved fabric for fall. (Pro tip: When we talk about quarters, we’re talking about the height of the boot shaft. That height will determine where the boot will sit on your leg.) A subtle block heel rounds out the set, offering the wearer a subtle lift. The silhouette is vintage-inspired with a nod to classic Italian tailoring, giving it that classy meets country vibe.
Next up, we’ve got the Original Exotic for $3,995, one of the more expensive options on our list. The boot comes in two new colorways, Anthracite Grey and Cognac. The silhouette is one pulled directly from Lucchese’s archive for the vintage vibe. The silhouette was made with American Alligator leather — hence the price tag — and modified with shorter 11-inch quarters to provide that lived-in feel. The Cognac hue is perfect for fall and versatile. Alligator leather is durable, something you want in your cowboy boots. The fabric is known for its strength and flexibility, often outlasting traditional leathers such as cowhide if taken care of properly. These are an investment piece for sure, but ones that will last you a lifetime.
San Antonio in Black Cherry
$995
A reddish brown cowboy boot.
Finally, last on the boot front is the San Antonio retailing for $995. We immediately fell in love with the new deep, rich, reddish brown Black Cherry hue, though the Tan colorway is also a winner. This silhouette is also vintage-esque and inspired by Lucchese’s original San Antonio factory. You’ve got lush Santini goat vamps, a goat hide with a metallic finish, along with 12-inch quarters and a dark mahogany stacked-leather heel to match that deep cherry-red hue.
Lucchese x Chris Stapleton Classic Fit
$195
A button-up black shirt.
As for apparel, the collaborative collection includes an all-arounder, a button-up shirt in black. The Classic Fit currently retails for $195. This shirt is made of 100% cotton, giving the long sleeve a breathable finish. While the shirt is quite simple — which is, in reality, the beauty of it — its details are what make it a winner. You’ve got a cobranded tag, black pearl snaps to close and notched barrel cuffs with snap-sleeve plackets, giving the style a tailored finish. A black button-down is a staple. As far as black button-downs, this one is as good as it gets.
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