Leather Rounded Shoes

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Embrace timeless style with a touch of rugged charm in these wingtip Oxfords from Vintage Foundry. These shoes seamlessly blend traditional craftsmanship with modern sensibilities, making them perfect for the man who appreciates heritage with a contemporary edge. Their versatile design effortlessly transitions from the office to a casual outing. Pair them with sharp chinos for a dressed-down Friday vibe, or elevate your denim.

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Crafted for the modern man on the go, these sneakers from Eastland seamlessly blend style and comfort. Featuring a well-balanced combination of premium leather and suede alongside breathable nylon, this versatile shoe offers both durability and a touch of sophistication. Conquer any terrain with the rugged rubber tread sole, and experience all-day comfort thanks to the high-energy foam midsole.

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Embrace timeless moc comfort and effortless style with these Eastland boat shoes. This one-eyelet slip-on combines classic aesthetics with modern functionality. Handsewn moccasin construction provides a flexible and supportive fit, while the easy-to-care-for, soft and smooth leather upper offers both durability and luxurious comfort. Active memory foam comfort insoles mold to your foot for all-day support, and the shock-absorbing, flexible natural rubber outsole ensures reliable traction on any surface.

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A casual classic that's always on-trend, these sneakers feature Cole Haan engineering inside and out. With a Grandfoam insole, you get all-day comfort and cushioned, lightweight steps.

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A versatile option for all of your looks, these leather Oxfords from Cole Haan pair just as perfectly with business attire as they do with more casual looks.

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Everything you need in an everyday shoe, this style combines effortless wear with premium comfort. Crafted from soft, hand-finished full-grain leather, it features a breathable microsuede lining and a removable footbed with added foam for superior cushioning. The high-traction, lightweight rubber outsole ensures flexibility and durability, while 2-way Opanka handcrafted construction delivers exceptional quality and comfort. Perfect for slipping on and off with ease, these loafers are designed for all-day wear.

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The Cole Haan GrandPro Angleace sneakers offer a refined blend of minimalist design and advanced comfort technology. Crafted from premium leather and suede, they feature laser-cut perforations for enhanced breathability and a modern silhouette. Inside, the GRANDFORM midsole provides responsive cushioning and energy return, while the removable memory foam footbed ensures personalized comfort. A durable rubber outsole delivers reliable traction, making these sneakers have a versatile style and lightweight construction.

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Ready for anything your weekend throws at you, this knit sneaker delivers an ultralight fit that's breathable and incredibly comfortable. A combination of soft knit fabric and hand-finished leather gives it a premium look, while the removable cushioned footbed with enhanced arch support ensures all-day ease. Finished with a high-traction, flexible EVA and rubber outsole and Born's signature 2-way Opanka handcrafted construction, it's the perfect blend of style and performance.

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With its smooth plain toe, stacked heel, and refined profile, the Centro Flex Plain Toe Oxford offers formidable fashion for your formal occasions. Whether you're heading to a wedding or dressing up for an event, this patent leather shoe offers high-sheen style with thoughtful comfort built in. The easy-care upper requires minimal maintenance, while breathable stretch linings keep your feet cool. A Comfort Gel footbed with molded EVA, memory foam, and a signature heel pod provides luxe cushioning and support all day and all night long. Finished with a lightweight TPR sole and Flex Technology, it moves effortlessly with you from start to finish.

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Classic style meets innovative comfort in these Cole Haan Oxfords. Featuring brogue detailing and a streamlined silhouette, they blend traditional design with lightweight cushioning and a flexible sole. Perfect for dressing up your everyday look without sacrificing ease.

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Meet your new everyday favorite. With its easy slip-on design and adjustable strap with buckle, this clog is all about effortless comfort and style. The cork midsole adds a natural touch and lightweight feel, while the padded insole with moisture control keeps your feet happy from morning coffee runs to evening strolls. Crafted from rich leather, it's a classic with a modern twist that's perfect for pairing with jeans, casual pants, or even your laid-back weekend look. Comfortable? Check. Stylish? Double check. Slide in and step out like you own the day.

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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 plain toe design, they walk the fine line between polished and laid-back. Whether you're tackling city streets or weekend getaways, these boots stay ready to roll. Lace up, step out, and let them carry you wherever adventure calls. They're a versatile win for your casual wardrobe upgrade.

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Built for everyday versatility, this chukka boot features a full-grain leather upper that adds a rich, polished finish to casual and business-casual looks alike. The durable, super lightweight rubber and EVA combo outsole delivers comfort without the bulk, making it ideal for long days on your feet. Pair it with slim-fit jeans and a Henley for a relaxed weekend vibe, or style it with tailored trousers and a sport coat for a modern office-ready ensemble.

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Step into effortless style with these boots from Eastland. Designed for the modern man who values both versatility and comfort, they feature a timeless plain toe look that pairs as easily with your office wardrobe as it does with your weekend denim. The elastic side panels and pull tab make slipping them on a breeze. Built with durable leather and a sturdy sole, they're ready to wander wherever you're headed. Whether it's coffee runs or a night on the town, these boots keep you grounded in style.

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With a smooth leather upper that's easy to care for, this pull-on boot delivers everyday polish with minimal effort. The Active Memory Foam comfort insole cushions each step, while the flexible TPR outsole moves with you for all-day wearability. Slip it on with slim jeans and a utility jacket for a casual, go-anywhere look, or pair it with khakis and a sweater for a laid-back office outfit.

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Crafted from rich leather with brogue detailing and a textured wedge, this loafer blends vintage charm with modern comfort. Its cushioned sole and slip-on design make it an easy, polished choice. Vintage Foundry Co. is known for quality craftsmanship and timeless silhouettes inspired by traditional shoemaking.

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The Martin is a modern reinterpretation of the classic court shoe, designed to deliver both style and comfort. Featuring a synthetic leather and suede upper, it has a retro-inspired look with subtle branding that reflects Ben Sherman's signature aesthetic. The sneaker includes soft fabric linings and a padded footbed for enhanced comfort, while the TPR rubber outsole gives you reliable traction and durability. With its lace-up front and versatile design, it's perfect for elevating casual outfits with a sporty edge.

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Crafted for everyday wear, the Whitby chukka delivers a modern take on a timeless favorite. Its smooth synthetic leather upper pairs effortlessly with both jeans and chinos, while the lightweight EVA outsole adds a sporty edge. With a cushioned insole and breathable lining, it's built for comfort without compromising style.

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<p>The Rockport Style Leader 2 Bike Toe Slip-On is the essential dress shoe for the working professional. It features a polished full-grain leather upper with a modern bike-toe detail, ensuring a sharp look with no fuss. Dual elastic side panels make for quick and easy wear. The shoe is built for endurance: an EVA outsole provides lightweight shock absorption, and truTECH&reg; technology cushions the heel, drastically reducing foot fatigue. Additionally, DEWIX linings manage moisture and fight odor. This durable, easy-to-care-for shoe handles long days on your feet while maintaining a sophisticated appearance.</p>

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<p>Dress shoes that don&#39;t act like dress shoes. The Keefe Oxford brings the best of both worlds; sharp style and serious comfort. With an almond-shaped toe and cushioned insole, they look polished but feel like a dream. Thanks to Stretch Adapt, they flex and move with your feet for a custom fit that keeps up with your day. And with truTECH &reg; shock absorption, every step feels lighter.</p>

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Experience the perfect blend of polished style and all-day comfort with these Rockport dress Oxfords. These distinguished lace-ups feature the innovative Stretch Adapt system, precision-engineered to flex with your foot's natural movement for a truly personalized fit. With the truTECH® system for lightweight shock absorption and a cushioned insole for 360 degrees of support, these Oxfords ensure you maintain a confident, comfortable stride no matter how long your day lasts.

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Polished and performance-driven, these penny loafers reimagine a timeless silhouette with modern comfort technology. Its classic penny strap and moc toe design offer understated good looks, while Johnston & Murphy's XC Flex construction ensures flexibility and support with every step. A removable memory-foam footbed provides personalized cushioning, and the ultralight TRUFOAM midsole delivers high-rebound comfort ideal for long days on your feet. Finished with a flexible, grooved sole and rubber pod inserts for enhanced traction, this loafer is perfect for travel, commuting, or everyday wear.

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Refined and ready for anything, the Harrison loafer combines timeless style with advanced comfort features. The soft suede upper is accented by a metal bit, adding a touch of polish to the classic moc toe silhouette. Built with Johnston & Murphy's XC Flex technology, this loafer features a high-rebound TRUFOAM midsole and a flexible, grooved sole with rubber pod inserts for lightweight cushioning and excellent traction. Inside, a removable memory-foam footbed offers personalized support, while the antimicrobial-treated leather and mesh lining ensures lasting freshness. Whether you're dressing for the office or heading out for the weekend, this loafer delivers all-day comfort.

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Sporty yet sophisticated, these Johnston & Murphy sneakers offer a fresh take on casual footwear. Perforated leather uppers add texture and breathability while maintaining a modern look. The cushioned interior and flexible sole provide all-day comfort, making them ideal for travel, weekend outings, or everyday wear. They pair effortlessly with everything from jeans to chinos.