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8.5 D Width Cushioned Insoles Dress Shoes

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  • Gift Badge For Donald Pliner Victor Moc Toe Bit Driving Loafers
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    The sale price is   $179.00
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    Description:
    With a buttery soft upper and high-traction outsole, the Victor is designed for both speed and ease. Crafted by Donald Pliner, these driving loafers embody a washed goat leather exterior with a fine moc toe and a polished, metal bit adorning the vamp. Inside, its memory foam footbed, sock lining, and arch support ensure all-day comfort. Secured by rubber soles with driver style, these loafers wear well with chinos, jeans, and even shorts.
  • Gift Badge For Donald Pliner Tristan Venetian Loafers
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    The sale price is   $170.00
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    Description:
    Refined yet easy to wear, this Venetian loafer brings together timeless style and everyday comfort. The supple suede upper delivers a sophisticated look, while the hand-stitched vamp adds a touch of artisanal craftsmanship. A memory foam lining cushions every step, and the stacked heel provides a classic finishing detail. Designed in a convenient slip-on silhouette, it's a versatile choice for both casual and dressed-up occasions.
  • Gift Badge For Donald Pliner Ted Bit Loafers
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    The sale price is   $170.00
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    Description:
    Classic sophistication meets all-day comfort in the Donald Pliner Ted Bit Loafer. Crafted with a premium leather upper, this timeless slip-on style is accented with a polished metal bit for a refined, elevated look. Inside, a memory foam sock lining provides exceptional cushioning and support, while the stacked heel adds a distinguished finishing touch. Expertly made, the Ted loafer is a versatile choice for both professional and special-occasion wear.
  • Gift Badge For Donald Pliner Tristan Venetian Loafers
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    Online Exclusive
    The sale price is   $170.00
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    Description:
    Timeless refinement meets everyday comfort in the Donald Pliner Tristan Venetian Loafer. Crafted from premium calf leather, this sophisticated slip-on style showcases the streamlined profile that defines the classic Venetian loafer. The rich texture of the leather and hand-stitched vamp details lend an elevated, artisanal touch, making it a versatile choice for everything from office days to evening occasions. Inside, memory foam delivers cushioned comfort with every step, while the stacked heel provides a polished finish. Expertly crafted, the Tristan combines quality craftsmanship, luxurious materials, and effortless wearability in a silhouette that never goes out of style.
  • Gift Badge For Donald Pliner Ted Bit Suede Loafers
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    The sale price is   $170.00
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    Description:
    Step into effortless sophistication with the Donald Pliner Ted Bit Suede Loafer. Designed with a soft suede upper, this versatile loafer offers a rich, refined look that's easy to dress up or down. The metal bit detail adds a touch of classic polish, while the memory foam lining delivers cushioned comfort with every step. A stacked heel completes the look, making it a stylish choice for everything from office days to weekend outings. Expertly crafted, this loafer combines elevated craftsmanship, lasting comfort, and understated elegance: proof that looking sharp can feel great, too.
  • Gift Badge For Donald Pliner Damiano Woven Moc Toe Loafers
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    The sale price is   $155.00
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    Description:
    The Donald Pliner Damiano Loafer combines artisanal craftsmanship with modern comfort. Designed with a richly woven calf leather upper, this sophisticated slip-on showcases a classic moc toe silhouette accented by contrast heavy-thread stitching for distinctive character. Inside, a memory foam footbed provides cushioned support for all-day wear, making it as comfortable as it is refined. Expertly crafted, the Damiano is an elevated choice for both casual and polished looks.
  • Gift Badge For Rockport Cristian Loafers
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    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 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
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    The sale price is   $130.00
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    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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    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
    The sale price is   $180.00
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    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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    The sale price is   $125.00
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    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 Johnston & Murphy Tyson Cap Toe Dress Shoes
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    The sale price is   $169.00
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    Description:
    A clean cap toe design meets modern comfort tech in this refined dress shoe crafted from full‑grain leather with a smooth leather lining for a truly elevated feel. Beneath the classic exterior, a removable contoured footbed with memory foam provides plush, personalized cushioning, while the ultra‑light TruFoam midsole adds soft, responsive support that keeps you comfortable from the first meeting to the last. Finished with durable rubber pods for steady traction, it's a smart blend of timeless style and everyday ease, making it perfect for days when looking polished and feeling great need to go hand in hand.
  • Gift Badge For Stacy Adams Sheridan Velour Moc Toe Bit Loafers
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    The sale price is   $90.00
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    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 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 Stacy Adams Spratley Moc Toe Saddle Loafers
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    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 Stacy Adams Sheridan Patent Leather Moc Toe Bit Loafers
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    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
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    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 Stacy Adams Lockwood Wingtip Ornament Slip On Shoes
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    The sale price is   $140.00
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    Description:
    Meet the slip‑on that proves classic style can still have a little swagger. The Stacy Adams Lockwood brings together timeless wingtip detailing with a modern silhouette. It's the perfect shoe for moments when you want to look sharp without putting in too much effort. Crafted with a rich mix of burnished smooth leather and textured leather, the upper has depth, dimension, and that just‑right touch of polish. Inside, textile linings keep things breathable and comfortable, so your feet stay cool. And for all‑day support, the Lockwood features the RedZone removable footbed with a molded heel cup: a cushioned, supportive base that keeps every step feeling steady and comfortable.
  • Gift Badge For Clarks Mapstone Sport Sneakers
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    The sale price is   $130.00
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    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 Plain Toe Oxfords
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    The sale price is   $100.00
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    Description:
    Stepping into a pair of shoes has never felt this easy. Crafted from naturally soft genuine leather, this style delivers that rich, classic look while staying wonderfully comfortable from day one. Smooth SuedeTec linings greet your feet with a soft, glove‑like feel, making every wear effortlessly comfortable. The Comfort Gel footbed, where molded EVA support meets a memory‑foam insole, creates a cushiony, step‑softening feel you'll notice immediately. Clean lines keep the silhouette timeless, while the modern sole adds lightweight flexibility perfect for both work and weekend outings. Stylish, comfortable, and never fussy, this Oxford is designed to look sharp while keeping life simple.
  • Gift Badge For Nunn Bush Stark Cap Toe Oxfords
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    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.