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Cushioned Insoles Rounded Casual Shoes

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  • Gift Badge For Jos. A. Bank Hybrid Wingtip Shoes
    The sale price is   $120.00
    Description:
    Bridging the gap between dress shoe and sneaker, these versatile shoes feature a classic wingtip upper crafted from smooth leather for a touch of sophistication. But look underneath, and you'll find a crisp white sole, a modern twist that injects a touch of sporty flair. This unexpected detail makes them perfect for dressed-down office looks or weekend adventures.
  • Gift Badge For Florsheim Capitol Canvas Plain Toe Lace Up Oxfords
    Description:
    Lighten up for warm weather without missing a step in this casually cool Oxford from Florsheim. Leather details add rich contrast to the smooth canvas upper. Soft, comfortable Suedetec lining. Durable rubber sole. Imported.
  • Gift Badge For Florsheim Finance Cap Toe Oxfords
    The sale price is   $149.50
    Please choose a color.
    Description:
    Smooth and stylish, these classic cap-toe oxfords will complete your dress-wear look. Breathable, durable, and soft leather quarter linings and sock liner. Fully cushioned insole with removable footbed with ortholite high rebound foam. Flexible rubber sole. Full grain leather upper. Spot clean. Imported.
  • Gift Badge For Eastland Scarborough Venetian Loafers
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    The sale price is   $125.00
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    Description:
    The Eastland Scarborough delivers modern styling with endless comfort for everyday wear. Crafted from leather, it features a soft microsuede fabric lining for a smooth, comfortable feel from the first step. A fully lined, cushioned insole provides lasting all‑day comfort and support. Finished with a lightweight, flexible rubber outsole, this loafer offers dependable slip-resistance and easygoing comfort: perfect for both casual and refined looks.
  • Gift Badge For Eastland Newport Slip-On Shoes
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    The sale price is   $140.00
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    Description:
    Designed for all-day comfort with effortless casual-to-dress versatility, the Eastland Newport takes you seamlessly from work to weekend. A padded collar and dual elastic goring provide a secure, customized fit that's easy on and easy off. Inside, a removable, cushioned insole delivers lasting comfort and support. Hand-sewn construction with classic Opanka stitch-to-sole design offers immediate flexibility with no break-in required. Finished with a shock-absorbing polyurethane outsole, this slip-on provides durable traction and dependable wear wherever the day takes you.
  • Gift Badge For Eastland Buck Oxfords
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    Online Exclusive
    The sale price is   $125.00
    Description:
    A classic with a little Ivy League swagger. The Eastland Buck brings timeless style to modern days with its signature red sole: an instant nod to retro campus cool. Crafted from soft, easy‑to‑care suede, this shoe keeps things polished without feeling fussy. Inside, a fully lined interior and cushioned insole provide all‑day comfort, while the lightweight EVA outsole and supportive shank help reduce foot and leg fatigue step after step. Equal parts nostalgic and easygoing, the Buck Oxford is made to dress up your everyday look with confidence and comfort.
  • Gift Badge For Eastland Plainview Lace‑Up Shoes
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    Online Exclusive
    The sale price is   $140.00
    Please choose a color.
    Description:
    The kind of shoe that fits right into your day and keeps up from start to finish. The Eastland Plainview delivers all‑day comfort with a versatile look that works just as well dressed up as it does dressed down. A padded collar and classic five‑eyelet lace‑up design provide a secure, customizable fit, while the easy‑to‑care full‑grain leather upper keeps things looking polished. Inside, a breathable fabric sock lining and removable cushioned insole offer comfort you'll appreciate with every step. Finished with hand‑sewn Opanka stitch‑to‑sole construction for no‑break‑in flexibility and a shock‑absorbing polyurethane outsole for durability and traction, the Plainview is built for everyday wear that feels anything but ordinary.
  • Gift Badge For Stacy Adams Ridgley Moc Toe Loafers
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    The sale price is   $90.00
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    Description:
    Meet the slip‑on that makes looking polished feel almost too easy. The Stacy Adams Ridgley blends modern style with laid‑back comfort. It's the kind of shoe you slide into once and immediately think, "Yep, this is the one." Crafted with a smooth mix of textile and manmade materials, the upper delivers a versatile look that pairs just as well with chinos as it does with your favorite denim. Lightweight and easy to wear, the Ridgley keeps things breezy without sacrificing refinement. Underneath, a durable manmade outsole gives you steady traction and dependable comfort from the first step out the door to the last step home. Effortless, comfortable, and endlessly wearable - this is your new everyday go‑to.
  • Gift Badge For Johnston & Murphy Braxton Knit Saddle Sneakers
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    The sale price is   $155.00
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    Description:
    Experience modern ease with the Braxton sneaker, where athletic-inspired comfort meets elevated craftsmanship. Designed with a breathable knit and full‑grain leather upper, this unlined style offers a soft, flexible fit that adapts naturally to your foot. Inside, a highly cushioned, removable TRUFOAM footbed provides ultra‑light comfort and responsive support, making every step feel effortless. Finished with durable rubber pods on the outsole for enhanced traction and longevity, these sneakers deliver the perfect blend of comfort, versatility, and refined casual style.
  • Gift Badge For Clarks Radwell Leather Sneakers
    Online Exclusive
    The sale price is   $110.00
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    Description:
    Look both laid-back and luxe in these chic Radwell sneakers. Made by Clarks from smooth, durabale leather, these kicks come cushioned with a molded contour comfort footbed and a lightweight, impact-absorbing EVA midsole. Stylish and comfy, they sport an XTRALITE outsole for effortless traction and increased durability. Whether worn with slacks, chinos, or jeans, you'll feel confident and cool with every step.
  • Gift Badge For Clarks Lockford Suede Boat Shoes
    Online Exclusive
    The sale price is   $110.00
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    Description:
    Combining classic panache with modern charm, these boat shoes are sailing in with standout style. What makes the Lockford by Clarks so impressive is the way it pairs preppy boat shoe detailing such as a fine moc toe with sneaker elements like woven shoelaces over sumptuous suede leather. With a breathable, cushioned footbed and a durable, rubber outsole, they can go from brunch downtown to dinner uptown with ease.
  • Gift Badge For Cole Haan GrandPro Luxe Slip-On Sneakers
    The sale price is   $170.00
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    Description:
    Effortlessly stylish and engineered for comfort, the Cole Haan GrandPro slip-on sneaker is crafted from premium leather in a low-top silhouette. Designed with elastic stretch laces for easy on-and-off wear, it features Cole Haan's innovative FlowerFoam® cushioning, delivering responsive energy return with every step. A padded collar and fully cushioned footbed enhance all-day comfort, while the durable rubber cup sole offers stability and traction. Perfect for casual outings or elevated everyday wear, this versatile sneaker blends modern design with heritage craftsmanship.
  • Gift Badge For Cole Haan Grand Phaze Laser Quick-On Oxfords
    The sale price is   $150.00
    Description:
    Meet your new go-to for style that doesn't slow you down. These Cole Haan shoes combine classic Oxford charm with modern ease, thanks to quick-on elastic laces that make slipping in and out a breeze. Laser-cut detailing adds a fresh, contemporary twist, while lightweight comfort keeps you moving effortlessly from work to weekend. It's polished, practical, and ready for anything.
  • Gift Badge For Johnston & Murphy Tyson Plain Toe Oxfords
    Online Exclusive
    The sale price is   $169.00
    Please choose a color.
    Description:
    The Johnston & Murphy Tyson blends timeless craftsmanship with modern comfort, featuring a full‑grain leather upper and smooth leather lining that offer both durability and breathability. Its removable, contoured footbed with memory foam provides personalized cushioning that adapts to your stride, while the ultra‑light TRUFOAM midsole delivers soft, responsive support without added weight. Finished with durable rubber pods for enhanced traction and longevity, this versatile style moves effortlessly from work to weekend while keeping comfort at the forefront.
  • Gift Badge For Rockport LiteCourt Sneakers
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Keep it casually cool with the ultra-comfy LiteCourt Sneakers. Made by Rockport, these laid-back lace-ups are fashioned from genuine, durable leather. They're both stylish and orthopedic friendly with their padded collar and tongue, cushioned insole, EVA midsole, and truTECH® technology for lightweight shock absorption. Complete with a thick and grippy rubber outsole, these kicks are sure to become an instant wardrobe favorite.
  • Gift Badge For Born Nigel Loafers
    Online Exclusive
    The sale price is   $125.00
    Please choose a color.
    Description:
    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.
  • Gift Badge For Born Shep Knit Sneakers
    Online Exclusive
    The sale price is   $120.00
    Please choose a color.
    Description:
    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.
  • Gift Badge For Eastland Gabe Clogs
    Online Exclusive
    The sale price is   $100.00
    Please choose a color.
    Description:
    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.
  • Gift Badge For Ben Sherman Hammond Sneakers
    The sale price is   $65.00
    Description:
    This Ben Sherman sneaker has a slip-on design that balances smart style with everyday ease. Made with a manmade upper and laceless vamp, it's built for quick wear without sacrificing sophistication. A padded collar, breathable lining, and cushioned insole add comfort, making it a versatile choice for both office wear and casual outfits.
  • Gift Badge For Nunn Bush Drexel Moc Toe Penny Loafers
    The sale price is   $110.00
    Please choose a color.
    Description:
    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.
  • Gift Badge For Nunn Bush Centro Flex Formal Cap Toe Oxfords
    The sale price is   $85.00
    Description:
    With its cap toe, stacked heel, and refined profile, the Centro Flex Cap Toe Oxford delivers standout style for your formal occasions. Whether you're heading to a wedding or dressing up for an event, this shoe offers a polished look 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 all-day cushioning and support. Finished with a lightweight TPR sole and Flex Technology, it moves effortlessly with you from start to finish.
  • Gift Badge For Nunn Bush KORE EZ Icon Cap Toe Oxfords
    Online Exclusive
    The sale price is   $110.00
    Please choose a color.
    Description:
    A timeless essential with added polish, these Nunn Bush Oxfords offer the versatility to complement everything in your wardrobe. The smooth leather upper features classic cap toe detailing for a refined touch, while the modern sole brings everyday wearability. Inside, breathable padded mesh linings ensure all-day comfort, and the Dual Comfort footbed crafted with two EVA foam layers and arch support provides lasting cushioning with sustainable materials. The dual-density KORE midsole and slip-resistant rubber sole offer shock absorption and traction, while Flex Technology and an EZ rigid heel make for easy movement and effortless on-and-off wear.
  • Gift Badge For Nunn Bush KORE CityWalk EZ Lace-To-Toe Oxfords
    Online Exclusive
    The sale price is   $85.00
    Please choose a color.
    Description:
    Blending the polish of a dress shoe with the ease of a sneaker, the Nunn Bush KORE CityWalk EZ is built for style and comfort. Its manmade upper includes recycled content for a more sustainable choice, while soft textile linings enhance flexibility and ease of movement. A molded Memory Foam insole, Comfort Gel heel pod, and Smartscent technology deliver lasting cushioning and help control odors. Designed with KORE technology for forward momentum and supported strides, this lightweight Oxford also features an EVA sole made with recycled material and an EZ rigid heel for easy on-and-off convenience.
  • Gift Badge For Nunn Bush Griff Plain Toe Oxfords
    Online Exclusive
    The sale price is   $110.00
    Please choose a color.
    Description:
    With a polished leather upper and an athletic-inspired sole, these Nunn Bush Oxfords effortlessly blends dressy style with everyday comfort. A hidden elastic gore patch ensures easy on-and-off and a flexible, personalized fit, while fully padded mesh linings keep your feet cool and supported. The Dual Comfort footbed crafted with two EVA foam layers and arch support offers cushioning that lasts all day, and the lightweight sole with a rubber heel pod absorbs impact with every step.