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Cushioned Insoles Loafers & Slip-Ons

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  • Gift Badge For Rockport Style Leader 2 Bike Toe Loafers
    The sale price is   $130.00
    Please choose a color.
    Description:
    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® 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.
  • Gift Badge For Rockport Cory Penny Loafers
    Online Exclusive
    The sale price is   $140.00
    Please choose a color.
    Description:
    A masterful blend of tradition and innovation, these Rockport loafers are crafted for the gentleman who values both style and substance. The embossed leather upper and woven detailing lend a distinguished touch, while the classic penny keeper anchors the design in timeless elegance. With a cushioned insole and Rockport's signature truTECH® technology for lightweight shock absorption, these slip-ons offer day-to-night comfort without compromising sophistication. Whether paired with tailored trousers or dressed-down denim, they're a wardrobe essential that speaks volumes quietly.
  • Gift Badge For Rockport Cory Slip-On Dress Penny Loafer
    Online Exclusive
    The sale price is   $140.00
    Description:
    The Rockport Cory Slip-On Dress Penny Loafer delivers exceptional comfort without compromising a classic, handsome appearance, making it an essential piece of footwear for your business and formal wear. Constructed with a smooth, premium leather upper, this penny loafer offers a timeless profile and a versatile finish. Engineered for those on their feet, the shoe incorporates Rockport's truTECH® technology—a lightweight, shock-absorbing foam into the EVA footbed and heel area, ensuring superior underfoot cushioning and all-day support. Easy to put on and durable with a sturdy rubber outsole, the Cory Loafer is the perfect functional addition to your favorite polished 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 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
    Please choose a color.
    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.
  • Gift Badge For Johnston & Murphy Flynch Braided Strap Loafers
    Online Exclusive
    The sale price is   $328.00
    Please choose a color.
    Description:
    Made with smooth, premium leather, the Flynch features a cool braided strap across the top that adds a touch of personality and texture. The timeless moc-toe design keeps things looking sophisticated, while the cushioned footbed and flexible sole make sure you're comfortable all day long.
  • Gift Badge For Johnston & Murphy XC Flex Landry Bit Moc Toe Loafers
    The sale price is   $159.00
    Please choose a color.
    Description:
    Designed for effortless style and all-day comfort, this loafer blends classic sophistication with modern performance. The moc toe design is elevated by a metal bit detail, giving it a polished, versatile look that transitions seamlessly from office to evening. Built with Johnston & Murphy's XC Flex technology, it features a high-rebound TRUFOAM midsole and a flexible, grooved sole with rubber pod inserts for lightweight cushioning and superior traction. Inside, a removable memory-foam footbed offers personalized support, while the leather and mesh lining treated with antimicrobial protection ensures lasting freshness.
  • Gift Badge For Johnston & Murphy Flynch Bit Loafers
    Online Exclusive
    The sale price is   $328.00
    Description:
    Polished and easygoing, the Flynch loafer blends classic detailing with modern comfort. With a leather upper and a refined metal bit across the vamp, they have a sophisticated look that transitions effortlessly from work to weekend. The moc toe adds subtle structure, while a cushioned footbed and flexible outsole ensure all-day wearability. Whether paired with chinos, denim, or suiting separates, this loafer delivers timeless style with a contemporary twist.
  • Gift Badge For Stacy Adams Todridge Moc Toe Bit Slip On Shoes
    Online Exclusive
    The sale price is   $140.00
    Please choose a color.
    Description:
    The Todridge loafer features rich tumbled leather, a moc toe, and a metal bit detail across the vamp. The lightweight EVA outsole ensures everyday durability, while the RedZone cushioned footbed with a molded heel cup provides anatomical arch support for a more comfortable stride. Soft microfiber linings enhance wearability, making this slip-on ideal for both dress and casual occasions.
  • Gift Badge For Stacy Adams Haelton Moc Toe Penny Loafers
    The sale price is   $110.00
    Description:
    Bold and contemporary, this Stacy Adams penny loafer brings standout style to your look. Featuring a high-shine patent upper and a chunky modern sole, this loafer adds a fashion-forward edge to a classic silhouette. Inside, the RedZone cushioned footbed with a molded heel cup and anatomical arch support ensures lasting comfort. Soft microfiber linings and a lightweight EVA outsole complete the design, making it a versatile choice for both dress and elevated casual wear.
  • Gift Badge For Stacy Adams Richardson Moc Toe Bit Loafers
    Online Exclusive
    The sale price is   $90.00
    Please choose a color.
    Description:
    Refined yet relaxed, the Richardson blends timeless loafer styling with modern comfort. A polished bit detail adds a touch of sophistication, while soft microfiber linings and a fully cushioned footbed ensure all-day wearability. The flexible, lightweight sole makes it an easy choice for both workdays and weekends, offering a versatile look that transitions effortlessly across settings.
  • Gift Badge For Stacy Adams Brinkley Moc Toe Bit Loafers
    Online Exclusive
    The sale price is   $90.00
    Please choose a color.
    Description:
    A bold blend of classic and contemporary, the Stacy Adams Brinkley loafer features a moccasin-inspired toe and a polished metal bit detail that adds a refined touch. The upper combines printed suede and leather for a textured, eye-catching look, while the slip-on design ensures easy wear. Inside, the FlexZone removable footbed with a molded heel cup provides anatomical arch support for lasting comfort. Finished with soft microfiber linings and a lightweight rubber outsole, this loafer is ideal for both business and casual occasions.
  • Gift Badge For Johnston & Murphy Collier Penny Moc Toe Loafers
    Online Exclusive
    The sale price is   $149.00
    Please choose a color.
    Description:
    Crafted with precision and purpose, the Collier loafer features a hand-sewn moc toe and a penny keeper, offering a distinguished look that transitions seamlessly from office to evening. The lightweight lug sole adds a contemporary edge without compromising sophistication, while the TRUFOAM footbed ensures comfort that lasts. It's footwear that speaks to tradition.
  • Gift Badge For Cole Haan Newmark Grand Penny Loafers
    Online Exclusive
    The sale price is   $148.00
    Description:
    Timeless and versatile, this penny loafer pairs classic design with modern comfort for effortless everyday wear. Crafted from rich full-grain leather, it features a traditional moc toe and penny keeper strap that nod to heritage style. Beneath the surface, Cole Haan's FlowerFoam™ cushioned footbed and FlexCraft™ technology provide lightweight support and enhanced flexibility, making it ideal for long days on your feet. With durable construction, they're a smart choice for both professional and casual settings.
  • Gift Badge For Belvedere Maurizio Hybrid Penny Loafers
    Online Exclusive
    The sale price is   $179.00
    Please choose a color.
    Description:
    This hybrid penny loafer blends timeless design with modern comfort. Crafted from supple Nappa leather, it features a classic silhouette complemented by a two-tone rubber gel sole for enhanced durability and traction. The foam-cushioned insole and soft lining ensure all-day comfort, making it suitable for both formal occasions and everyday wear.
  • Gift Badge For Clarks Eldredge Step Slip-On Shoes
    The sale price is   $130.00
    Please choose a color.
    Description:
    The Eldredge Step blends polished looks with Clarks signature comfort technology. Effortlessly versatile, this slip-on shoe combines classic style with everyday comfort. Made from smooth leather with subtle stitching details, it features elastic side gores for easy on-and-off wear. A cushioned EVA footbed and slip-resistant rubber sole provide support and stability, making it an ideal choice for work, travel, or casual outings.
  • Gift Badge For Clarks Wallabee EVO Shoes
    Online Exclusive
    The sale price is   $100.00
    Please choose a color.
    Description:
    Expanding on a classic, this updated version arrives in premium leather or suede for versatile, everyday style. The natural crepe-effect rubber outsole adds a retro-cool vibe while delivering durability and traction. With a supersoft footbed and signature suede logo fobs, each step feels easy and unmistakably authentic.
  • Gift Badge For Clarks Aldwin Step Slip On
    Online Exclusive
    The sale price is   $110.00
    Please choose a color.
    Description:
    Infinitely versatile, this polished lace-up brings timeless style to everyday dressing. With rich leather, subtle brogue details, and a streamlined silhouette, it transitions effortlessly from office hours to after-hours. A cushioned footbed and lightweight sole keep things comfortable every step of the way.
  • Gift Badge For Clarks Un Kendric Go Shoes
    Online Exclusive
    The sale price is   $170.00
    Please choose a color.
    Description:
    Effortless, and built for comfort, these shoes from Clarks bring a modern edge to classic style. Crafted from rich leather with subtle detailing, they slip on easily, thanks to hidden elastic panels, and deliver a flexible, breathable feel from morning meetings to evening outings. Lightweight cushioning and a soft footbed keep every step comfortable, while the streamlined profile pairs perfectly with both weekday tailoring and weekend denim.
  • Gift Badge For Rockport Ellworth Slip-On Shoes
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    Description:
    Combining hands-free convenience with everyday polish, this slip-on features Rockport's Step Activated technology, which allows you to step in and out with ease. A molded heel keeps your foot securely in place. The leather and textile upper balances durability with a relaxed look, and the removable cushioned insole accommodates custom orthotics. Finished with a rubber outsole for reliable traction, it's a smart, low-effort option for daily wear.
  • Gift Badge For Johnston & Murphy Richland Monk Strap Shoes
    The sale price is   $165.00
    Please choose a color.
    Description:
    Classic sophistication meets modern craftsmanship in these Johnston & Murphy shoes. Featuring a single-strap design and smooth leather upper, they offer a refined alternative to traditional dress shoes. Cushioned insoles and a flexible sole provide all-day comfort, making them ideal for everything from office wear to dressier occasions.
  • Gift Badge For Vintage Foundry Dwight Dress Penny Loafers
    Online Exclusive
    The sale price is   $110.00
    Please choose a color.
    Description:
    Refined and timeless, these penny loafers from Vintage Foundry are a nod to classic sophistication. Crafted from smooth leather with a signature penny keeper strap, it's the kind of shoe that transitions seamlessly from boardroom to dinner out. Cushioned for comfort and built to last, these shoes are a smart staple for your footwear collection.
  • Gift Badge For Florsheim Tropics Moc Toe Venetian Slip-On Shoes
    Online Exclusive
    The sale price is   $120.00
    Please choose a color.
    Description:
    Relaxed style meets all-day comfort in this easy slip-on Venetian. The soft Suedetec lining and Comfortech footbed crafted with molded EVA and an anti-odor treatment keep feet feeling fresh and supported. Finished with a lightweight EVA outsole and rubber traction for added durability, it's the perfect go-to for warm-weather outings or casual days on the move.