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8 Wide Cushioned Insoles Loafers & Slip-Ons

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  • Gift Badge For Rockport Cory Penny Loafers
    Online Exclusive
    The sale price is   $140.00
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    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 Rodger Casual Loafers
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    Online Exclusive
    The sale price is   $125.00
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    Description:
    Designed for life on the move, the Rockport Rodger pairs effortlessly cool style with modern comfort technology. A grippy pieced rubber outsole delivers reliable traction, while advanced cushioning and TruTech technology provide lightweight shock absorption with every step. Easy to slip on and endlessly versatile, this loafer offers all‑day comfort in a trim silhouette, making it an exceptional choice for everyday wear.
  • Gift Badge For Nunn Bush Drexel Moc Toe Penny Loafers
    The sale price is   $110.00
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    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 Florsheim Tropics Moc Toe Venetian Slip-On Shoes
    Online Exclusive
    The sale price is   $120.00
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    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 Rockport Whit Slip‑On Classic Dress Bit Loafers
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    Online Exclusive
    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 Style Leader 2 Bike Toe Loafers
    The sale price is   $130.00
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    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 Stacy Adams Spratley Moc Toe Saddle Loafers
    Online Exclusive
    The sale price is   $90.00
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    Description:
    Meet the slip‑on that knows how to have a little fun while keeping things classy. The Stacy Adams Spratley blends understated style with just the right hint of flair, making it perfect for nights out, special events, or any moment when you want your shoes to impress. The upper pairs manmade patent and velour textile for a mix of shine and texture that catches the light. Inside, satin fabric linings keep every step smooth and breathable, while the fully cushioned insole with memory foam delivers that all‑day comfort you don't always expect from dress shoes.
  • Gift Badge For Eastland Tanner Slip‑On Shoes
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    Online Exclusive
    The sale price is   $90.00
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    Description:
    Easy to slip on, even easier to love. The Eastland Tanner is made for laid‑back days that still call for all‑day comfort. Designed with a removable cushioned insole, they provide a soft, supportive feel with flexibility to customize your fit. Underfoot, a lightweight and flexible rubber outsole delivers dependable comfort and slip-resistance, keeping you steady wherever the day takes you. Comfortable, casual, and effortlessly wearable, the Tanner is the kind of shoe you'll reach for again and again.
  • Gift Badge For Stacy Adams Kaylor Moc Toe Bit Loafers
    Online Exclusive
    The sale price is   $130.00
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    Description:
    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.
  • Gift Badge For Rockport Cristian Loafers
    New
    Online Exclusive
    The sale price is   $135.00
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    Description:
    Designed for effortless style and dependable comfort, the Rockport Cristian is an easy choice for everyday wear. The slip‑on design allows for quick, convenient on‑and‑off, while contrast stitching adds subtle visual interest. Inside, a cushioned insole with built‑in arch support keeps your feet comfortable throughout the day. Rockport's TruTech technology provides lightweight shock absorption, and removable, orthotic‑friendly footbeds offer a customized fit, making this loafer as practical as it is polished.
  • Gift Badge For Rockport Ellworth Slip-On Shoes
    Online Exclusive
    The sale price is   $130.00
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    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 Rockport Whit Dress Bit Loafers
    New
    Online Exclusive
    The sale price is   $130.00
    Please choose a color.
    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 Clarks Eldredge Step Slip-On Shoes
    The sale price is   $130.00
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    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 Florsheim Fleet Plain Toe Slip-On Shoes
    The sale price is   $120.00
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    Description:
    The perfect addition to your footwear rotation, this slip-on shoe offers the utmost in versatility and ease with its SupaStep hands-free design. Simply step in and go. A classic plain toe design provides a polished look suitable for both professional and dress-casual occasions. Easy on and easy off, they're a great choice for everyday wear, further enhanced by a fully cushioned, removable Comfortech footbed that ensures exceptional all-day support.