Shoes Casual & Relaxed Boots
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Alan Cap Toe Inside Zipper Ankle Boots
These refined ankle boots are crafted with a classic cap-toe profile and a convenient inner side zipper, offering both style and practicality. A supple leather upper delivers rich character while remaining versatile for casual or slightly dressier ensemble. Around the ankle, you'll find cushioned...- $39.00
$129.99- $39.00
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Alexander Cap Toe Boots
Blending texture and sophistication, the Moretti Alexander boot pairs wool with a leather cap toe for a distinctive look. The lace-up design adds classic appeal, while the mixed materials offer a modern twist. It's a refined option that transitions effortlessly from day to night.- $39.00
$129.99- $39.00
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Allagash Leather Plain Toe Boots
Take the rugged road in stride with these Eastland boots crafted from full-grain leather. Equal parts sturdy and stylish, they're your all-season sidekicks, offering comfort and classic charm. Crafted for durability with a sleek plain toe design, they walk the fine line between polished...- $43.50
$144.99- $43.50
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Anthem Plain Toe Chelsea Boots
With its streamlined profile and easy slip-on design, this plain toe Chelsea boot is ready for anything. Crafted from rich leather, it delivers versatile style that pairs well with jeans or dress pants. A cushioned, removable footbed and soft linings keep you comfortable from...- $43.50
$144.99- $43.50
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Anthem Plain Toe Chukka Boots
Blending classic design with a contemporary edge, this plain toe chukka features a three-eyelet profile and a modern stacked heel. Crafted from smooth leather, it's the kind of boot that works as easily with denim as it does with a blazer. Inside, cushioned comfort...- $43.50
$144.99- $43.50
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Austin Inside Zip Plain Toe Boots
The Frye Austin channels everything you love about the iconic silhouette, elevated with Frye's signature craftsmanship. Featuring an almond toe, it's built to bring understated confidence to every step. Crafted using meticulous Goodyear welt construction, these boots are made to last. It's shaped with...- $117.00
$389.99- $117.00
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Banksy III Plain Toe Chelsea Boots
These Chelsea boots offer a modern take on a classic silhouette. Crafted from smooth, premium leather, this ankle-high boot features a plain toe for an uncluttered and refined look. The elastic side panels and convenient side zipper closure provide a comfortable, easy-on fit, while...- $30.00
$99.99- $30.00
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Barrett Boots
Old-school soul. New-school swagger. The Barrett boot is your everyday classic with a rugged edge. Made from premium vintage leather that only gets better with time, it's built to handle boardrooms, breweries, and everything in between. The timeless silhouette, round toe, and 1.5-inch heel...- $75.00
$249.99- $75.00
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Barrett Leather Plain Toe Zip-Up Boots
Meet the boots that mean business (casual). With buttery leather, a sleek zipper, and just the right hint of boho flair, these stunners take you from boardroom to brewery without missing a beat. Cushioned for all-day comfort, they're your fall go-to for stomping through...- $60.00
$199.99- $60.00
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Blaise Chelsea Boots
Built for both edge and elegance, these Chelsea Boots combine a trim silhouette and practical design details like elastic side panels and a pull tab for easy on and off. A durable rubber outsole adds grip and comfort, making it a strong choice for...- $81.00
$269.99- $81.00
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Bruce Pull-On Plain Toe Cowboy Boots
Kick up some dust and turn heads in these leather mid-calf western boots. With a pull-on design that screams "ready for anything," these boots are perfect for casual strolls or boho-inspired fall adventures. Whether you're hitting the town or the trail, their rugged style...- $137.40
$457.99- $137.40
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Brumley Moc Toe Lace Boots
Rugged yet refined, this moc toe lace boot from Stacy Adams pairs detailed stitching with a genuine leather upper for standout style. A cushioned memory foam insole offers comfort with every step, while the durable rubber outsole adds traction and stability. It's a versatile...- $48.00
$159.99- $48.00
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Calder Chukka Plain Toe Boots
Understated and versatile, these plain toe chukka boots offer a clean silhouette that pairs easily with both casual and dressier looks. The lace-up design provides a secure fit, while the cushioned footbed and durable sole deliver comfort and support throughout the day. A timeless...- $54.00
$179.99- $54.00
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Campus Inside Zip Boots
There's a certain magic in a boot that feels broken‑in the moment you pull it on, like it's already lived a few good stories and is ready for more. This boot by Frye has that energy in spades. With its round toe, 7.8-inch shaft...- $114.00
$379.99- $114.00
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Campus Plain Toe Boots
Continuing Frye's legacy of exceptional craftsmanship, this ankle boot is a nod to the iconic Campus boot family, bringing timeless style to a versatile form. Made from high-quality, premium leather, this foundational boot features a round plain toe for a versatile and sophisticated aesthetic....- $114.00
$379.99- $114.00
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Chase Plain Toe Chukka Boots
These boots mean business - casual business, that is. The Chase Plain Toe Boots give off minimalist vibes while packing in major functionality. With anti-odor fabric to keep things fresh and a sustainable build to keep the planet happy, they're a win-win. Perfect for...- $28.50
$94.99- $28.50
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Chimney Pond Leather Plain Toe Chelsea Boots
Step into effortless style with the Chimney Pond Leather Chelsea Boots. Designed for the modern man who values both versatility and comfort, these boots feature a timeless plain-toe look that pairs as easily with your office wardrobe as it does with your weekend denim....- $43.50
$144.99- $43.50
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Circuit Plain Toe Lace-up Boots
Your secret weapon for conquering business casual with ease. These lace-up boots are as flexible as your weekend plans and as minimalist as your "I woke up like this" vibe. With a wide toe for all-day comfort and breathable construction, these boots are made...- $27.00
$89.99- $27.00
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Classic Plain Toe Lace Up Waterproof Boots
Face the elements with confidence in these iconic waterproof boots, crafted from premium leather with seam-sealed construction to keep your feet dry in any weather. Packed with 400 grams of PrimaLoft insulation, they provide essential warmth without the bulk, while a padded collar ensures...- $54.00
$179.99- $54.00
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Crest Cap Toe Chelsea Boots
A modern essential with classic appeal, the Crest Chelsea boot offers a sophisticated blend of style and convenience. The trim profile is defined by elastic side panels and a convenient pull tab, while a distinctive cap toe adds a touch of tailored elegance. Crafted...- $30.00
$99.99- $30.00
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