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Dockers Men's Lakeport Leather Comfort Boat Shoe - Dark Tan Wide Width Available, Size: 7, Brown

Dockers Men's Lakeport Leather Comfort Boat Shoe - Dark Tan Wide Width Available, Size: 7, Brown

Preppy style and modern comfort meet in these men's Lakeport Dockers boat shoes . Made with real leather and lightweight mesh, these casual shoes stay looking sharp while keeping feet laid-back and cool. Memory foam cushioning conforms to your... more

$85.00 $59.99

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Dockers Men's Lakeport Leather Comfort Boat Shoe - Dark Tan Wide Width Available, Size: 7.5, Brown

Dockers Men's Lakeport Leather Comfort Boat Shoe - Dark Tan Wide Width Available, Size: 7.5, Brown

Preppy style and modern comfort meet in these men's Lakeport Dockers boat shoes . Made with real leather and lightweight mesh, these casual shoes stay looking sharp while keeping feet laid-back and cool. Memory foam cushioning conforms to your... more

$85.00 $59.99

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Best Seller
Dockers Men's Lakeport Leather Comfort Boat Shoe - Dark Tan Wide Width Available, Size: 9, Brown

Dockers Men's Lakeport Leather Comfort Boat Shoe - Dark Tan Wide Width Available, Size: 9, Brown

Preppy style and modern comfort meet in these men's Lakeport Dockers boat shoes . Made with real leather and lightweight mesh, these casual shoes stay looking sharp while keeping feet laid-back and cool. Memory foam cushioning conforms to your... more

$85.00 $59.99

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ANDREW MARC Men's Dorchester Brig Boat Shoe, Oxide/Deep Natural/Crème Suede, 8 D US

ANDREW MARC Men's Dorchester Brig Boat Shoe, Oxide/Deep Natural/Crème Suede, 8 D US

Combining preppy, casual style with rugged sensibility, the dorchester brings with stitchdown construction boasts a soft suede upper, waxy leather and cotton drill lining and a durable rubber sole._X000d__x000d_features: _x000d_suede upper_x000d_- waxy... more

$67.43

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FitFlop Men's Surfer Slide Flip Flop, Midnight Navy, 12 M US

FitFlop Men's Surfer Slide Flip Flop, Midnight Navy, 12 M US

Our sporty-casual mens’ surfer slide sandals, with wide crossover straps and high tech underfoot cushion have a dash of laid-back surf-preppy style. an easy shove-on slide for beach weekends and holiday walking. could well be his new favorite shoe. more

$80.00

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FitFlop Men's Surfer Slide Flip Flop, Supernavy, 11 M US

FitFlop Men's Surfer Slide Flip Flop, Supernavy, 11 M US

Our sporty-casual mens’ surfer slide sandals, with wide crossover straps and high tech underfoot cushion have a dash of laid-back surf-preppy style. an easy shove-on slide for beach weekends and holiday walking. could well be his new favorite shoe. more

$79.95

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Sperry Shoes | Sperry Topsiders:) | Color: Red | Size: 7.5

Sperry Shoes | Sperry Topsiders:) | Color: Red | Size: 7.5

Cute For Any Preppy Look Or Casual Day Outfit! Worn Lots Of Times But Still In Incredible Condition! more

$10.00

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Sperry Top-Sider A/O 2-Eye Mens Burnished Blue Boat Shoes

Sperry Top-Sider A/O 2-Eye Mens Burnished Blue Boat Shoes

Elevate casual style with a pop of preppy from these classic Sperry Top-Sider boat shoes. more

$100.00 $59.90

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SKICKS ECU Pirates Gray Low Top Lace Up Shoes

SKICKS ECU Pirates Gray Low Top Lace Up Shoes

No need to second guess this choice. This pair of low top ECU Pirates shoes from SKICKS are a low-key way to show you're a fan of the ECU Pirates. It is best paired with any bottoms that show off your ankles for a clean but casual preppy look. more

$59.99

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SKICKS UCLA Bruins Blue Low Top Lace Up Shoes

SKICKS UCLA Bruins Blue Low Top Lace Up Shoes

No need to second guess this choice. This pair of low top UCLA Bruins shoes from SKICKS are a low-key way to show you're a fan of the UCLA Bruins. It is best paired with any bottoms that show off your ankles for a clean but casual preppy look. more

$59.99

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SKICKS ECU Pirates Gray Low Top Lace Up Shoes

SKICKS ECU Pirates Gray Low Top Lace Up Shoes

No need to second guess this choice. This pair of low top ECU Pirates shoes from SKICKS are a low-key way to show you're a fan of the ECU Pirates. It is best paired with any bottoms that show off your ankles for a clean but casual preppy look. more

$59.99

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Sperry Boys' or Little Boys' Billfish Sport Slip-on Shoes

Sperry Boys' or Little Boys' Billfish Sport Slip-on Shoes

Casual, slip-on style with a dapper twist, these Sperry boat shoes are the perfect pick for your preppy little guy. more

$60.00

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Polo Ralph Lauren Men's Vaughn Lace Sneakers Men's Shoes

Polo Ralph Lauren Men's Vaughn Lace Sneakers Men's Shoes

Class-up a classic. These low-slung sneakers from Polo Ralph Lauren are an easy way to give your casual style a preppy infusion. more

$59.00

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Polo Ralph Lauren Men's Vaughn Lace Sneakers Men's Shoes

Polo Ralph Lauren Men's Vaughn Lace Sneakers Men's Shoes

Class-up a classic. These low-slung sneakers from Polo Ralph Lauren are an easy way to give your casual style a preppy infusion. more

$59.00

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Florsheim Lakeside Oxford

Florsheim Lakeside Oxford

Florsheim Lakeside Oxford. This comfortable, casual and timelessly preppy oxford boat shoe will add instant sophistication and style to your casual look. more

$90.00

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Clarks Benero Edge Slip-On

Clarks Benero Edge Slip-On

Clarks Benero Edge Slip-On. The Benero Edge is a comfortable and sleek slip-on. This essential casual shoe pairs perfectly with denim pants or chino shorts for a perfectly preppy ensemble. more

$79.99

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Keds Anchor Chambray Sneakers

Keds Anchor Chambray Sneakers

Keds Anchor Chambray Sneakers. Boost your cool shoe collection with these Anchor Chambray Sneakers that will easily become your new casual favorites. These weekend-bound must-haves will add a classic and preppy touch that you'll love to wear every... more

$55.00

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Tommy Hilfiger Mens Pharis Fabric Closed Toe Boat Shoes

Tommy Hilfiger Mens Pharis Fabric Closed Toe Boat Shoes

Style: Boat Closure Type: Slip On Material: Fabric Sole Material: Manmade Toe Style: Closed Toe Occasion: Casual With his all American preppy aesthetic, Tommy Hilfiger has been designing clothing, shoes, jewelry, watches, fragrances, and accessories... more

$54.00 $31.46

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Lacoste Giron Pus Spm Leather Men's Shoes Size

Lacoste Giron Pus Spm Leather Men's Shoes Size

A signature Lacoste shoe with plenty of preppy meets sporty style,the Lacoste Giron Pus SPM Leather Casual Shoes are ready to strut their stuff.Featuring a leather upper and the signature Lacoste Croc logo, these sneaks are sure to add a timeless vibe... more

$105.00 $89.99

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Born - Baum (Black/Carbone) Men's Lace up casual Shoes

Born - Baum (Black/Carbone) Men's Lace up casual Shoes

Keep it cool and preppy with the refined Baum sneaker by B rn . ; Full grain leather upper. ; Lace-up closure. ; Leather and fabric lining. ; Generously cushioned footbed. ; Fabric and tucker board shank. ; Rubber outsole. ; Opanka hand-crafted... more

$48.00

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Quiksilver - Shorebreak Deluxe (Grey/Blue/White) Men's Lace up casual Shoes

Quiksilver - Shorebreak Deluxe (Grey/Blue/White) Men's Lace up casual Shoes

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Add that beach vibe appeal to your preppy look with the Shorebreak Deluxe slip-on by Quiksilver. ; Printed or patterned weave canvas upper. ; Easy slip-on style with stretch goring. ; Quiksilver boardshort eyelets at the top. ; Layered insole with arch... more

$55.00

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Zappos.com

(425,000+)
Born - Sanchez (Black Full Grain Leather) Men's Lace up casual Shoes

Born - Sanchez (Black Full Grain Leather) Men's Lace up casual Shoes

Keep it casually cool this season in the preppy Sanchez lace-up by B rn . ; Full grain leather or combination upper. ; Lace-up closure. ; Leather lining. ; Generously cushioned footbed. ; EVON outsole. ; Opanka hand-crafted construction. ; Imported.... more

$46.00

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Quiksilver - Shorebreak Deluxe (Grey/Grey/White) Men's Lace up casual Shoes

Quiksilver - Shorebreak Deluxe (Grey/Grey/White) Men's Lace up casual Shoes

Add that beach vibe appeal to your preppy look with the Shorebreak Deluxe slip-on by Quiksilver. ; Printed or patterned weave canvas upper. ; Easy slip-on style with stretch goring. ; Quiksilver boardshort eyelets at the top. ; Layered insole with arch... more

$32.99

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ECCO - Soft VII Sneaker (Dark Shadow) Men's Lace up casual Shoes

ECCO - Soft VII Sneaker (Dark Shadow) Men's Lace up casual Shoes

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Add a flattering touch to your preppy outfit with the Soft VII Sneaker from ECCO. ; Leather upper in a sporty silhouette. ; Lace-up closure for an adjustable fit. ; Soft leather lining for breathability. ; Leather-covered inlay sole with ECCO Comfort... more

$135.00

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Zappos.com

(425,000+)
ECCO - Soft VII Sneaker (Mahogany) Men's Lace up casual Shoes

ECCO - Soft VII Sneaker (Mahogany) Men's Lace up casual Shoes

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Add a flattering touch to your preppy outfit with the Soft VII Sneaker from ECCO. ; Leather upper in a sporty silhouette. ; Lace-up closure for an adjustable fit. ; Soft leather lining for breathability. ; Leather-covered inlay sole with ECCO Comfort... more

$150.00

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Zappos.com

(425,000+)
Frye Allen Tie Loafer at Nordstrom Rack - Mens Shoes - Mens Slip-On Shoes - Casual Shoes

Frye Allen Tie Loafer at Nordstrom Rack - Mens Shoes - Mens Slip-On Shoes - Casual Shoes

Suede and tie details add style to the classic Allen Loafer.Sizing: True to size. Moc toe. Leather lace tie closures. Suede construction. Topstitched detail. Slip-on. Curved heel. Grip sole. Imported more

$198.00 $89.97

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Los Altos Mens Genuine Full Caiman Casual Lace Up Shoes

Los Altos Mens Genuine Full Caiman Casual Lace Up Shoes

These exotic casual shoes will have you catching envious stares everywhere you go! These shoes feature laces and full genuine caiman. Features: Genuine Caiman (Full). Material: Genuine Caiman Style: Casual more

$299.00

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(2,500+)
Made In Italy Designer Mauri Los Altos White Genuine Crocodile Belly W/Deer Casual Shoes

Made In Italy Designer Mauri Los Altos White Genuine Crocodile Belly W/Deer Casual Shoes

"Belvedere Exotic Skin Shoes, Color: WhiteMaterial Upper : Genuine crocodile / deer SkinMaterial Lining :Full Genuine Leather For Added Comfort And DurabilityMaterial Sole: Natural Rubber For Added Durability And Traction, ""Made In Italy Designer... more

$179.00

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(2,500+)
Los Altos Mens Genuine Full Ostrich Casual Lace Up Shoes

Los Altos Mens Genuine Full Ostrich Casual Lace Up Shoes

These exotic casual shoes will have you catching envious stares everywhere you go! These shoes feature laces and full genuine ostrich. Features: Genuine Ostrich (Full). Material: Genuine Ostrich Style: Casual more

$259.00

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(2,500+)
Men's Freeman Free-Flex Stretch Casuals by Haband, Blue Size 9.5 D

Men's Freeman Free-Flex Stretch Casuals by Haband, Blue Size 9.5 D

Shoes by Haband. Comes in Blue, Size 9. 5 D. Feather-light, and so easy to slip on! The secret is in the neoprene inset that stretches for a near-custom fit. Polyester mesh upper with faux-nubuck trim. Self lining; cushiony textured footbed. Flexible... more

$39.99

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Mens Skechers Stamina Nuovo Training Shoes Charcoal/Black

Mens Skechers Stamina Nuovo Training Shoes Charcoal/Black

This casual athletic training shoes features a smooth Nubuck leather upper, rounded reinforced toe, mesh fabric panels at front and sides for ventilation, reflective metallic trim, cushioned insole with high impact and EVA and shock absorbing midsole. more

$59.99 $49.99

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Boscov's

(50,000+)
Guide Gear Gunflint Men's Casual Shoes, 14d, Brown

Guide Gear Gunflint Men's Casual Shoes, 14d, Brown

Style meets comfort! You'll look great with these Guide Gear Gunflint Shoes on your feet. Not only are they great-looking, extensive field-testing ensures that they're all incredibly comfortable, too, hour after hour, day after day. Made from durable... more

$49.99 $39.99

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Rockport Total Motion Fusion Wingtip Oxfords Men's Shoes

Rockport Total Motion Fusion Wingtip Oxfords Men's Shoes

These classic wingtip Oxfords are go-to dress-casual favorites. Their polyurethane outsole provides durable shock absorption to help reduce foot fatigue. A polyurethane midsole plate gives midfoot support. EVA footbed. Nanoglide lining reduces... more

$140.00

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Men's Softspots Grand Prix - Black Leather Casual Shoes

Men's Softspots Grand Prix - Black Leather Casual Shoes

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Shock-absorbing pads at strike points - extra protection where you need it most. Premium leather or nubuck upper with padded collar and tongue. EZ Speed lacing system. Dryz moisture control footbed. Lightweight polyurethane. more

$99.95

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shoes.com

(175,000+)
Men's Casual Joe Deck Shoes by Haband, Brown Size 10 D

Men's Casual Joe Deck Shoes by Haband, Brown Size 10 D

Shoes by Haband. Comes in Brown, Size 10 D. Slip on these fashionable casuals with soft fabric linings and enjoy maximum comfort! Manmade uppers have a handsome, brushed texture & twin stretch insets for easy on/off. Flexible treaded outsole bends with... more

$24.99

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Men's Casual Joe Sandals by Haband, Brown Size 7 D

Men's Casual Joe Sandals by Haband, Brown Size 7 D

Shoes by Haband. Comes in Brown, Size 7 D. The breathable comfort of a sandal, with the coverage and protection of a shoe! Dual MagicCling closures and six elastic strap insets give you an easy, customized fit. Durable TPR outsoles have superior flex.... more

$19.99

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G. H. Bass Walter Loafers Men's Shoes

G. H. Bass Walter Loafers Men's Shoes

Soft, comfortable, and casual the Walter loafer is crafted with a genuine leather upper, genuine leather linings and features a cozy, cushioned footbed. Rubber EVA outsole. Spot clean. Made in Brazil. G. H. Bass Walter Loafers more

$100.00

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Men's Rockport Langdon 3 Eye Oxford - Taupe Nubuck Moc Toe Shoes

Men's Rockport Langdon 3 Eye Oxford - Taupe Nubuck Moc Toe Shoes

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Rockport's Langdon 3 Eye Oxford is a must-have for any casual wardrobe. Crafted with a Strobel construction, this deck shoe has excellent forefoot flexibility. This lace-up shoe features an IMEVA outsole and footbed that team up for lightweight shock... more

$99.95

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shoes.com

(175,000+)
Men's Skechers Relaxed Fit Elected Horizon Boat Shoe - Light Brown Slip-on Shoes

Men's Skechers Relaxed Fit Elected Horizon Boat Shoe - Light Brown Slip-on Shoes

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Sail along in style and comfort with the SKECHERS Relaxed Fit®: Elected - Horizon shoe. Soft woven canvas fabric upper in a lace up casual boat shoe with stitching and overlay accents. Air Cooled Memory Foam insole. Lace up casual comfort boat shoe... more

$58.95

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shoes.com

(175,000+)
Genuine Grip 330 Women's Size 9 Wide Width Black Leather Casual Athletic Non Slip Shoe

Genuine Grip 330 Women's Size 9 Wide Width Black Leather Casual Athletic Non Slip Shoe

Provide your employees with this pair of stylish and comfortable Genuine Grip 330 women's size 9 wide width black leather casual athletic non slip shoes. Protect employees at your restaurant, bar, healthcare facility, or other slip-prone workplace with... more

$60.99 $45.00

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