Leather Rounded Shoes

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Create the perfect casual look with these chukka boots from Johnston & Murphy. Made with comfort in mind, they feature a TRUFOAM midsole for lightweight cushioned support and a flexible rubber outsole.

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These shoes from Johnston & Murphy are a dress classic made modern with their sleek profile and XC4 waterproof performance. A removable, memory-foam cushioned footbed and high-density rubber sole for shock absorption keep you comfortable all day.

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As stylish as they are comfortable, this sleek Venetian loafers from Florsheim are the perfect pair. They look just as great with denim as they do your favorite suit.

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Offering a modern update on the classic penny loafer, this pair from Florsheim is one of the most versatile styles around. Featuring Suedetec linings, a Comfortech footbed and Flexsole technology, it's as comfy as it is good looking. Genuine leather upper. Imported.

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Experience comfy luxury as you slip on these formal loafers from Stacy Adams. Soft tassels top the intricately patterned, textile upper. Leather linings add breathability while a fully cushioned, memory-foam insole provides all day comfort. Rubber outsole. Imported.

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Refined and comfortably designed, these Stacy Adams loafers provide sophisticated, slip-on style. The classic metal bit and fine moc toe add definition to the soft leather upper. The RedZone removable footbed with molded heel cup provides anatomical arch support for a more comfortable stride. Breathable textile linings and padded collar. Durable rubber outsole. Imported.

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The 2.Zerogrand Oxford with Stitchlite™: more energy, more breathability, less weight. Stretch knit upper materials and precision construction promote airflow and cooling, while the dynamic Grand.OS energy foam delivers targeted cushioning right where you need it. A finished jersey stitch in the topline area allows for ease of entry and tight knitting in the midfoot area provides ultimate medial and lateral stability. Unbelievably light and flexible, they are the ultimate in reductive engineering so nothing weighs you down. These knit kicks also have rubber pods on the forefoot and heel for increased traction.

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A remarkably innovative upgrade on a classic style, the 2.ZERØGRAND Laser Wingtip Oxford seamlessly integrates craftsmanship with athletic innovations to carry you comfortably through any kind of day. Its Integrated Motion Outsole, Flex Welt, and laser-perforated leather support unrestricted movement and flexibility, while the dynamic energy foam rivals top-of-the-line running shoes as it comforts and propels each part of the foot. And the Zonal tongue and Achilles padding generate ready-to-wear comfort from day one.

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These sleek dress shoes feature a trim profile and seam-sealed construction. A molded footbed and removable, memory-foam insole accompany a rubber sole for high-density shock absorption. Full-grain, waterproof leather. Spot clean. Imported.

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Elevate your everyday style with a refined blend of craftsmanship and comfort. This standout design features a hand‑braided, adjustable strap that adds a touch of artisanal detail while giving the loafer a distinctive, modern edge. Crafted with a leather upper and full leather lining, this shoe delivers a smooth, premium feel from the inside out. The hand‑finished leather with a subtly burnished toe adds character, making it a versatile choice for both suiting and sport‑coat looks. A full‑length cushioned, leather‑lined footbed keeps every step comfortable, while the rubber sole offers reliable grip thanks to its exclusive tread pattern designed for enhanced traction and slip resistance.

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Step into standout sophistication with these loafers from Carrucci, a refined, formal essential designed to elevate your most dressed‑up looks. Crafted with a leather upper and full leather lining, this shoe offers a smooth, premium feel that pairs perfectly with its high‑shine finish. The hand‑finished patent leather, complete with a subtly burnished toe, adds depth and dimension to the polished silhouette. At the center, the loafer features exclusive horse bit hardware for a touch of timeless elegance. Ideal for tuxedos and other formal wear, it's built with comfort in mind too: a full‑length cushioned, leather‑lined footbed delivers support during long evenings or special occasions. The rubber sole is designed with an exclusive tread pattern that provides enhanced grip and slip resistance.

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Bring refined elegance to your formal lineup with these loafers, offering a modern take on a classic. Crafted with a leather upper and quarter leather lining, this shoe delivers a smooth, premium feel while keeping the silhouette polished. The hand‑finished leather, complete with a subtly burnished toe, adds richness to the overall design. At the vamp, exclusive horse bit hardware offers a distinguished touch, making it an ideal choice for tuxedos, suits, and other formal wear. Built for comfort as much as style, a full‑length cushioned, leather‑lined footbed supports you through long events and special evenings. A rubber sole engineered with an exclusive tread pattern provides a reliable grip and slip resistance, giving you confidence with every step.

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Crafted from soft nubuck leather, these perforated plain toe Oxfords bring a modern, breathable twist to a classic lace‑up silhouette. The smooth leather lining enhances comfort, while a removable, contoured footbed with memory foam provides personalized cushioning that supports you throughout the day. An ultra‑light TRUFOAM midsole delivers responsive comfort without added weight, complemented by a padded collar and tongue for an easy, secure fit. Finished with durable rubber pods on the outsole for reliable traction, this style blends everyday versatility with elevated, lightweight comfort.

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Soft nubuck leather lends these Venetian loafers a relaxed yet refined finish, enhanced by subtle perforations that add breathability and style. A flexible, unlined construction creates an instant broken-in feel, while the molded, removable memory foam footbed provides personalized cushioning with every step. Underneath, a lightweight TRUFOAM EVA outsole keeps them flexible and responsive, and rubber pods add durability along with extra cushioned comfort.

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Elevate your everyday style with the XC+ Parker Wingtips, expertly crafted to deliver modern performance within a timeless silhouette. These lace‑up shoes feature waterproof suede that stands up to the elements while maintaining a refined, polished look. Inside, added cushioning in the tongue, heel, and arch ensures exceptional comfort, complemented by a smooth leather lining for a premium feel against the foot. The ultra‑light, molded, and removable XC Foam footbed provides responsive support with every step, making long days feel noticeably easier. Finished with a slip‑resistant rubber outsole for confident traction, these wingtips blend durability and comfort, making them perfect for work, travel, or everyday wear.

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Step into lightweight versatility with the Dawson sneaker, crafted for breathable comfort and modern refinement. Designed with a contoured, removable POWERFOAM footbed, these sneakers deliver cushioned support that keeps you comfortable from morning to night. The leather and mesh lining enhance airflow while providing a smooth, premium feel against the foot. A full‑grain leather upper pairs with a high‑rebound TRUFOAM midsole that adds bouncy, responsive comfort to every step. Finished with a padded tongue and collar for a secure, plush fit and a grooved rubber traction sole that offers flexibility and grip, these sneakers are built for everyday ease with elevated style.

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Easygoing sophistication comes naturally in this ultra‑flexible Venetian loafer, crafted with genuine handsewn moccasin construction that moves comfortably with every step. The combination of soft sheepskin and microfiber linings adds a touch of unexpected luxury inside. Underfoot, the highly cushioned, molded, and removable TruFoam footbed delivers lightweight rebound and all‑day support, making this an effortless choice for polished style that feels as good as it looks.

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Keep him looking sharp and feeling comfortable in these Florsheim loafers. This classic slip-on features a clean, unadorned vamp and a stitched toe for timeless style that works for school, family events, or special occasions. Built for all-day wear, it includes a fully cushioned memory foam footbed for superior comfort and a durable rubber sole for long-lasting performance. Inside, breathable, moisture-wicking Suedetec linings help keep feet cool and dry, while the smooth faux leather upper adds a polished finish parents will love.

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These penny loafers bring grown-up style to little feet with smooth vegan leather uppers, a lightweight unlined design, and cushy memory foam footbeds that keep him comfortable all day long. Whether dressing up for a special occasion or a school function, this loafer delivers timeless style with kid-tough durability thanks to its sturdy rubber sole.

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A classic choice for young gentlemen, these Oxfords from Florsheim are as stylish as they are comfortable. Made of fine leather, they're the perfect choice when the occasion calls for something a little dressier. The comfortable fit and durable construction ensure all-day wearability.

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Create a casual yet polished look for the young gentleman in your life with the Supacush Jr. from Florsheim's Boys collection. Made with richly textured, milled leather and a smooth, plain toe, these Oxfords have a fully cushioned footbed and breathable Suedetec linings that wick away moisture with every step. The dual-density EVA midsole offers extra cushioning and rebound responsiveness while the rubber outsole is non-marking and slip-resistant.

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Striking the perfect balance between dress and casual, the Great Lakes Jr. from Florsheim's Boys collection will make a versatile, comfortable, and stylish addition to your young gentleman's wardrobe. Crafted from milled leather in classic wingtip fashion, these Oxfords feature a fully cushioned footbed and breathable Suedetec linings that wick away moisture with every step. The dual-density EVA midsole offers extra cushioning and rebound responsiveness while the rubber outsole is non-marking and slip-resistant.

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These sneakers from Jos. A. Bank offer a timeless, versatile look that pairs well with almost any outfit. Crafted from premium leather, they combine durability with all-day comfort, making them perfect for casual days and weekend wear. Simple yet stylish, they are an essential addition to your footwear rotation.

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Refined craftsmanship meets everyday comfort in this moc toe penny loafer, designed with detailed stitching and a rich two-tone leather upper. Lined with breathable Suedetec for moisture control, it features a removable Comfort Gel footbed with memory foam and a heel pod for all-day support. The lightweight LITES outsole, made with millions of air bubbles for feather-light durability, pairs with KORE technology to deliver a smooth, cushioned stride.