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Cushioned Insoles Rounded Dress Shoes

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  • Gift Badge For Rockport Foley Almond Toe Casual Oxfords
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    The sale price is   $145.00
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    Description:
    Polished enough for dressier moments and relaxed enough for everyday wear, the Rockport Foley delivers versatile style with dependable comfort. Designed for all‑day support, they feature a cushioned insole and Rockport's TruTech technology for lightweight shock absorption. Removable, orthotic‑friendly footbeds allow for a customized fit, making this lace‑up Oxford an easy choice for long days that move seamlessly from work to after‑hours plans.
  • Gift Badge For Rockport Whit Slip‑On Classic Dress Bit Loafers
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    The sale price is   $130.00
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    Description:
    Polished style meets everyday comfort in the Rockport Whit Slip‑On Classic Dress Bit Loafer. Designed with a refined ornament detail, this versatile loafer elevates dress looks while staying easy to wear. Inside, a cushioned insole and flexible outsole team up with Rockport's TruTech technology to deliver lightweight shock absorption and all‑day support. The result is a smart, slip‑on essential that blends classic style with modern comfort, perfect for long days and evenings alike.
  • Gift Badge For Rockport Whit Dress Bit Loafers
    New
    Online Exclusive
    The sale price is   $130.00
    Description:
    Polished yet easy to wear, the Rockport Whit delivers a refined look with everyday comfort built in. Designed with an ornament detail, it adds a classic dress touch while maintaining a relaxed, slip‑on feel. A cushioned insole, flexible outsole, and TruTech technology work together to provide lightweight shock absorption and all‑day comfort, making this loafer a stylish blend of comfort and functionality for both work and special occasions.
  • Gift Badge For Rockport Willcox Classic Penny Loafers
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    Online Exclusive
    The sale price is   $130.00
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    Description:
    Designed with a classic silhouette, this refined essential slips on easily while delivering dependable support throughout the day. A cushioned insole pairs with a flexible outsole for lasting comfort, and Rockport's TruTech technology provides lightweight shock absorption with every step. Polished, versatile, and easy to wear, this penny loafer is a smart choice for workdays, events, and everything in between.
  • Gift Badge For Cole Haan Grand Neoclassic Venetian Loafers
    New
    The sale price is   $180.00
    Description:
    Timeless simplicity blends seamlessly with the modern elegance of these Grand Neoclassic Venetian Loafers. Crafted by Cole Haan, you'll slip into effortless comfort in the form of sumptous leather, a padded insole, and a stacked heel with a rubber outsole. From a long day at the office to a breezy weekend excursion, you'll look and feel polished yet perfectly relaxed.
  • 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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    The sale price is   $140.00
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    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
    Online Exclusive
    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 Stacy Adams Sheridan Velour Moc Toe Bit Loafers
    Online Exclusive
    Description:
    Ready to make an entrance? The Stacy Adams Sheridan is the kind of shoe that walks into the room before you do. With its luxurious velour texture and patent accents, this slip‑on is made for nights when your style deserves center stage. The upper blends manmade patent and velour textile materials, giving it that rich, eye‑catching shine. Inside, things get even smoother with satin textile linings that keep every step breathable and comfortable. The fully cushioned, satin‑covered insole adds plush support, while the durable rubber outsole keeps your stride confident from the first toast to the last goodbye. This is statement style done right.
  • Gift Badge For Stacy Adams Sheridan Patent Leather Moc Toe Bit Loafers
    Online Exclusive
    The sale price is   $90.00
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    Description:
    Meet the shoe that proves "effortlessly sharp" isn't just a vibe, it's a lifestyle. The Stacy Adams Sheridan is built for those moments when you want your style to speak first. Smooth, glossy, and always ready to shine, it's the kind of slip‑on that turns a simple outfit into a statement. The upper features a bold mix of manmade patent, giving the shoe its unmistakable sheen. Inside, satin textile linings keep things breathable and smooth, and the fully cushioned, satin‑covered insole adds comfort you can feel from the first step to the last dance of the night. This is the pair you pull out when you want compliments.
  • Gift Badge For Stacy Adams Colton Moc Toe Bit Loafers
    Online Exclusive
    The sale price is   $90.00
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    Description:
    Meet the shoe that brings effortless cool to every step. The Stacy Adams Colton blends undeniable style with easygoing comfort. With its polished bit detail and smooth silhouette, the Colton keeps things looking sharp. Inside, microfiber linings wrap your feet in soft, breathable comfort, while the fully cushioned microfiber‑covered insole gives you that "ahh" feeling from the moment you step in. And underneath it all, a durable manmade outsole keeps you steady and ready for wherever the day (or night) takes you. Dressy enough for dinner, relaxed enough for everyday, this is your new go‑to for just about anything.
  • Gift Badge For Clarks Mapstone Sport Sneakers
    Online Exclusive
    The sale price is   $130.00
    Description:
    The perfect fusion of athletic style, urbane fashion, and unbelievable comfort. The Mapstone Sport by Clarks rocks a low-profile for a modern, laid-back look. The cushioned insole and lightweight EVA midsole are supremely supportive and comfy, making them ideal for all-day wear. A durable rubber outsole ensures excellent traction, whether you're exploring the city or running errands.
  • Gift Badge For Nunn Bush Stark Cap Toe Oxfords
    Online Exclusive
    The sale price is   $100.00
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    Description:
    A good pair of shoes should feel timeless, comfortable, and easy to wear, and this style checks every box. Crafted from naturally soft genuine leather, the upper brings a polished, classic look that only gets better with time. The cap toe adds that subtle, refined detail that makes this Oxford feel just a little extra special. Inside, Suedetec linings keep things smooth and comfortable, wrapping your feet in a soft touch that feels great from the very first step. Beneath it all, the Comfort Gel footbed blends molded EVA with a memory foam insole, creating a cushioned, supportive base that makes long days surprisingly easy on your feet.
  • Gift Badge For Johnston & Murphy Tyson Plain Toe Oxfords
    Online Exclusive
    The sale price is   $169.00
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    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 Belvedere Ravello Suede Moc Bit Loafers
    The regular price is   $149.50 The sale price is   $124.99 sale
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    Description:
    Elevate your everyday with the Belvedere Ravello. This loafer is a luxurious blend of craftsmanship and comfort. Handcrafted from premium suede, it features a moc toe that's accented with a polished metal bit. The cushioned footbed and flexible sole offer all-day wearability, while the refined stitching and rich texture make it a standout choice for both casual and dressier occasions.
  • Gift Badge For Nunn Bush Centro Flex Formal Plain Toe Oxfords
    Online Exclusive
    Description:
    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.
  • Gift Badge For Nunn Bush Centro Flex Formal Slip-On Shoes
    Online Exclusive
    The sale price is   $85.00
    Description:
    Step into timeless elegance with the Nunn Bush Centro. Made for formal occasions, this shoe features a plain toe design and a smooth, easy-care upper for a refined look. Comfort meets sophistication with a fully cushioned memory foam footbed, comfort gel heel pod, and Flex Technology for superior flexibility and shock absorption. The lightweight outsole ensures all-day comfort, making it the perfect choice for weddings and black-tie events.
  • Gift Badge For Rockport Keefe Cap Toe Oxfords
    The sale price is   $120.00
    Please choose a color.
    Description:
    <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>
  • Gift Badge For Rockport Keelan Plain Toe Oxfords
    The sale price is   $130.00
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    Description:
    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.
  • 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 Belvedere Silvano Formal Sneakers
    The sale price is   $169.00
    Description:
    Step into elevated style with Belvedere. Crafted from rich black velvet and accented with genuine patent leather, their hip style blends luxury with modern edge. Hidden elastic laces create a smooth look and are easy wearing, while a padded collar and tongue ensure all-day comfort. Finished with a breathable lining and durable rubber sole, it's the perfect choice for dressing up without sacrificing ease.
  • Gift Badge For Belvedere Eros Formal Sneakers
    Online Exclusive
    The sale price is   $169.00
    Description:
    Elevate your formal footwear game with Belvedere. This low-top sneaker features a luxurious velvet upper paired with smooth leather accents at the toe, heel, and eyestay. Hidden elastic laces offer a clean, slip-on fit, while the fully padded tongue and collar ensure comfort with every step. A breathable lining and foam-cushioned insole enhance wearability, and the durable rubber sole provides reliable grip and flexibility. The Eros is ideal for pairing with tailored suiting or upscale casual looks.
  • Gift Badge For Johnston & Murphy XC Flex Harrison Penny Loafers
    Online Exclusive
    The sale price is   $169.00
    Please choose a color.
    Description:
    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.
  • Gift Badge For Johnston & Murphy XC Flex Harrison Bit Loafers
    Online Exclusive
    The sale price is   $169.00
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    Description:
    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.