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Black 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 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 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 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 Aldwin Step Slip On
    Online Exclusive
    The sale price is   $110.00
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    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.
  • Gift Badge For Florsheim Motor Knit Moc Toe Penny Loafers
    The sale price is   $110.00
    Please choose a color.
    Description:
    Laid-back style meets modern comfort in this lightweight knit penny loafer. Designed with a breathable upper and classic moc toe detailing, it's a fresh take on a timeless silhouette. The cushioned footbed and flexible sole deliver all-day comfort, making it an easy choice for everything from weekend outings to casual Fridays.
  • Gift Badge For Stacy Adams Swenson Woven Shoes
    The sale price is   $90.00
    Description:
    Effortlessly combining casual comfort with refined style, this woven slip-on adds rich texture and depth to your look. The slip-on silhouette offers convenience and ease, while the breathable, lightweight feel makes it perfect for warmer weather or laid-back days. Pair it with chinos or jeans for a polished yet relaxed vibe.
  • Gift Badge For Rockport ProWalker Eureka Plus Slip-On Shoes
    The sale price is   $120.00
    Please choose a color.
    Description:
    Engineered with topnotch walking shoe technology, the Rockport ProWalker Eureka Plus is practical, fashionable, and incredibly comfortable. The richly pebbled leather upper features a fine moc toe, distinctive topstitching, and dual elastic gores for easy on and off. These trusty slip-ons have removable footbeds made with memory foam, as well the EVA midsole and heel cup that cushions every step. Featuring truTECH® for lightweight shock absorption, breathable mesh lining, and moisture wicking properties, these loafers are secured with a slip-resistant rubber sole.
  • Gift Badge For Born Marcel Moc Toe Driving Loafers
    The sale price is   $110.00
    Please choose a color.
    Description:
    Quite possibly the most cozy loafers you'll ever wear outdoors, the Marcel exudes cool comfort and style. Created by Born, these debonaire drivers have a buttery soft, hand-finished leather upper, removable, plush foam footbed, and a lightweight, flexible rubber sole. Sewn with two-way Opanka handcrafted construction, these chic moc toes feature Born's signature Quad Gore Flex with two stretch points in the front and back. You can even forget your socks thanks to their soft and breathable moisture-wicking lining.
  • Gift Badge For Eastland Baldwin Penny Loafers
    Online Exclusive
    The sale price is   $125.00
    Please choose a color.
    Description:
    The classic penny loafer gets a refresh with sleek lines and innovative materials. This updated design retains the timeless elegance of the original while offering a touch of contemporary flair, perfect for the modern wardrobe.
  • Gift Badge For Johnston & Murphy XC4 Stanton 2.0 Runoff Slip-On Loafers
    Online Exclusive
    The sale price is   $179.00
    Please choose a color.
    Description:
    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.