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Boys' Dress Shoes

Cherokee
$19.99 at Target

The boys' Cherokee Pepper dress shoes are comfortable for extended wear and ideal for formal attire. They have a stylish rounded-t...oe. The thermoplastic rubber outsole offers good traction. These boys' dress shoes have a 1" block heel. They slip on with ease. Available in black and standard sizes. Sizing: KidsWidth: MediumShoe Style: LoafersThermoplastic Rubber Toe Style: Round toeHeel: Approximately 1"; Block heel Read More

French Toast
$22.99 at Target

He'll clean up nicely in the spiffy Boy's French Toast Matthew Dress shoes in black. These boys' shoes from French Toast have a cl...assic, slip-on loafer design that looks great on formal and dressy occasions. Priced for the growing foot, you won't feel pinched when he outgrows these smart boys' dress shoes. Available in kids' sizes 4-16. Sizing: KidsWidth: MediumShoe Style: LoafersPolyurethane Thermoplastic Rubber Heel: Approximately 0.125" Read More

French Toast
$19.99 at Target

Dress your little guy up in the boys' easy strap loafer from French Toast. These round-toe shoes have a rubber sole and non-skid t...read for reliable traction on all surfaces. They're comfortable on little feet with a cushioned insole and footbed. They also have a Velcro strap closure for easy wear and removal. Available in black and brown in standard sizes. Sizing: KidsWidth: MediumConstruction: Tagless footbed, Cushioned insole, Padded tongue, Padded collarShoe Style: LoafersThermoplastic Rubber Insole Material: TextileLining Material: TextileProtective Qualities: Non skid tread on toe and heelClosure Style: Hook and loop closureToe Style: Round toeHeel: Approximately 1"; Block heel Read More

American Eagle Outfitters
$7.00 $26.99 at Payless ShoeSource

Dressed up or dressed down, this versatile shoe fills a variety of needs. It features a combination upper, laces for good fit, pad...ded tongue, mesh lining, padded insole, and a sturdy outsole. Manmade materials. Print Read More

French Toast
$19.99 at Target

Dress your little guy up in the boys' easy strap loafer from French Toast. These round-toe shoes have a rubber sole and non-skid t...read for reliable traction on all surfaces. They're comfortable on little feet with a cushioned insole and footbed. They also have a Velcro strap closure for easy wear and removal. Available in black and brown in standard sizes. Sizing: KidsWidth: MediumConstruction: Tagless footbed, Cushioned insole, Padded tongue, Padded collarShoe Style: LoafersThermoplastic Rubber Insole Material: TextileLining Material: TextileProtective Qualities: Non skid tread on toe and heelClosure Style: Hook and loop closureToe Style: Round toeHeel: Approximately 1"; Block heel Read More

French Toast
$19.99 at Target

Dress your little guy up in the boys' easy strap loafer from French Toast. These round-toe shoes have a rubber sole and non-skid t...read for reliable traction on all surfaces. They're comfortable on little feet with a cushioned insole and footbed. They also have a Velcro strap closure for easy wear and removal. Available in black and brown in standard sizes. Sizing: KidsWidth: MediumConstruction: Tagless footbed, Cushioned insole, Padded tongue, Padded collarShoe Style: LoafersThermoplastic Rubber Insole Material: TextileLining Material: TextileProtective Qualities: Non skid tread on toe and heelClosure Style: Hook and loop closureToe Style: Round toeHeel: Approximately 1"; Block heel Read More

French Toast
$22.99 at Target

He'll clean up nicely in the spiffy Boy's French Toast Matthew Dress shoes in black. These boys' shoes from French Toast have a cl...assic, slip-on loafer design that looks great on formal and dressy occasions. Priced for the growing foot, you won't feel pinched when he outgrows these smart boys' dress shoes. Available in kids' sizes 4-16. Sizing: KidsWidth: MediumShoe Style: LoafersPolyurethane Thermoplastic Rubber Heel: Approximately 0.125" Read More

Skechers
$38.00 at Skechers

Boys' Relaxed Fit: Diameter - Averie Comfort Shoes Handsome style he'll want to wear comes in the SKECHERS Relaxed Fit®: Diameter... - Averie shoe. Smooth synthetic faux leather upper in a lace up dress casual comfort oxford with stitching, overlay and perforation accents. Memory Foam insole. Construction: Smooth synthetic faux leather upper Faux leather upper is durable and easy care Lace up casual dress comfort oxford design Stitching accents Front and side overlays with stitching detail Side stripes with with perforation accents Lace up front Padded collar and tongue Soft fabric shoe lining Relaxed Fit® design for a roomy comfortable fit Memory Foam cushioned comfort insole Shock absorbing low profile midsole Flexible rubber traction outsole Ideal for dress or uniform wear Read More

Skechers
$37.00-$38.00 at Skechers

Boys' Relaxed Fit: Diameter - Landon Z-Strap Shoes Make comfort and smooth style even easier with the SKECHERS Relaxed Fit®: Diam...eter - Landon shoe. Smooth faux leather synthetic upper in a zigzag strap front dress casual oxford with stitching and overlay accents. Memory Foam insole. Construction: Smooth synthetic faux leather upper Synthetic upper is durable and easy care Zigzag strap front casual dress comfort oxford design Stitching accents Overlay detail on toe and front Side stripe overlays with perforation accents Heel panel overlay with embossed side S logo Zigzag strap front with adjustable side hook and loop closure Padded collar and tongue Soft fabric shoe lining Relaxed Fit® design for a roomy comfortable fit Memory Foam cushioned comfort insole Shock absorbing low profile midsole Flexible rubber high traction outsole Ideal for school uniform or dress-up wear Read More

Skechers
$38.00 at Skechers

Boys' Relaxed Fit: Diameter - Averie Comfort Shoes Handsome style he'll want to wear comes in the SKECHERS Relaxed Fit®: Diameter... - Averie shoe. Smooth synthetic faux leather upper in a lace up dress casual comfort oxford with stitching, overlay and perforation accents. Memory Foam insole. Construction: Smooth synthetic faux leather upper Faux leather upper is durable and easy care Lace up casual dress comfort oxford design Stitching accents Front and side overlays with stitching detail Side stripes with with perforation accents Lace up front Padded collar and tongue Soft fabric shoe lining Relaxed Fit® design for a roomy comfortable fit Memory Foam cushioned comfort insole Shock absorbing low profile midsole Flexible rubber traction outsole Ideal for dress or uniform wear Read More

Skechers
$39.00 at Skechers

Boys' Relaxed Fit: Diameter - Walter Loafers Ease him right into comfortable style with the SKECHERS Relaxed Fit®: Diameter - Wal...ter shoe. Smooth synthetic faux leather upper in a slip on dress casual comfort loafer with stitching and overlay accents. Memory Foam insole. Construction: Smooth synthetic faux leather upper Faux leather upper is durable and easy care Slip on dress casual comfort loafer design Stitching accents Stitched overlays at toe, front, and sides Side stitched stripe detail Soft canvas fabric side stripe accents Heel panel overlay Embossed side S logo SKECHERS logo pull on front tab Dual side elastic fabric panels for easy slip on fit Padded collar Soft fabric shoe lining Relaxed Fit® design for a roomy comfortable fit Memory Foam cushioned comfort insole Shock absorbing low profile midsole Flexible rubber traction outsole Ideal for dress looks or uniforms Read More

Skechers
$38.00 at Skechers

Boys' Relaxed Fit: Diameter - Walter Loafers Ease him right into comfortable style with the SKECHERS Relaxed Fit®: Diameter - Wal...ter shoe. Smooth synthetic faux leather upper in a slip on dress casual comfort loafer with stitching and overlay accents. Memory Foam insole. Construction: Smooth synthetic faux leather upper Faux leather upper is durable and easy care Slip on dress casual comfort loafer design Stitching accents Stitched overlays at toe, front, and sides Side stitched stripe detail Soft canvas fabric side stripe accents Heel panel overlay Embossed side S logo SKECHERS logo pull on front tab Dual side elastic fabric panels for easy slip on fit Padded collar Soft fabric shoe lining Relaxed Fit® design for a roomy comfortable fit Memory Foam cushioned comfort insole Shock absorbing low profile midsole Flexible rubber traction outsole Ideal for dress looks or uniforms Read More

Skechers
$37.00-$38.00 at Skechers

Boys' Relaxed Fit: Diameter - Landon Z-Strap Shoes Make comfort and smooth style even easier with the SKECHERS Relaxed Fit®: Diam...eter - Landon shoe. Smooth faux leather synthetic upper in a zigzag strap front dress casual oxford with stitching and overlay accents. Memory Foam insole. Construction: Smooth synthetic faux leather upper Synthetic upper is durable and easy care Zigzag strap front casual dress comfort oxford design Stitching accents Overlay detail on toe and front Side stripe overlays with perforation accents Heel panel overlay with embossed side S logo Zigzag strap front with adjustable side hook and loop closure Padded collar and tongue Soft fabric shoe lining Relaxed Fit® design for a roomy comfortable fit Memory Foam cushioned comfort insole Shock absorbing low profile midsole Flexible rubber high traction outsole Ideal for school uniform or dress-up wear Read More

Skechers
$38.00 at Skechers

Boys' Relaxed Fit: Diameter - Conroy Slip-On Shoes Give him some instant class with the SKECHERS Relaxed Fit®: Diameter - Conroy ...shoe. Smooth faux leather upper in a slip on dress casual comfort oxford with stitching and overlay accents. Construction: Smooth faux leather upper Faux leather is durable and easy care Slip on dress casual comfort oxford design Stitching accents Stitched seam detail Side and heel panel overlays Side stripe overlays Embossed side S logo Stretch elastic laced front panel for easy slip on fit Instep strap with stitching detail Adjustable side hook and loop closure Padded collar and tongue Soft fabric shoe lining Relaxed Fit® design for a roomy comfortable fit Memory Foam cushioned comfort insole Shock absorbing midsole Flexible rubber traction outsole Read More

Skechers
$29.25 $39.00 at Skechers

Boys' Relaxed Fit: Diameter - Schelling SKECHERS USA Give him easygoing style and lots of comfort with the SKECHERS Relaxed Fit®:... Diameter - Schelling shoe. Smooth faux leather upper in a slip on dress casual comfort oxford with stitching and overlay accents. Memory Foam insole. Construction: Smooth synthetic faux leather upper Slip on dress casual comfort oxford design Stitching accents Overlay detail at front, sides and heel panel Perforated side stripe overlay Heel overlay with embossed side S logo Stretch elastic laced front panel for easy slip on fit Instep strap with stitching detail Adjustable hook and loop side closure for a precise fit Padded collar and tongue Soft fabric shoe lining Relaxed Fit® design for a roomy comfort fit Memory Foam topped cushioned comfort insole Shock absorbing low profile midsole Flexible rubber traction outsole Ideal for uniform and school looks Read More

Skechers
$44.00 at Skechers

Boys' Relaxed Fit: Superior - Melvin Loafers Grown-up style and all day comfort come in the SKECHERS Relaxed Fit®: Superior - Mel...vin shoe. Soft woven canvas fabric and soft suede upper in a slip on dress casual comfort loafer with stitching and overlay accents. Memory Foam insole. Construction: Soft woven canvas fabric upper Soft suede overlays at toe, heel and collar Slip on dress casual comfort loafer design Stitching accents Stitched raised seam moc toe front Side seam detail Heel panel overlay with embossed S logo Plain front Dual side elastic fabric panels for easy slip on fit Heel pull on tab Lightly padded collar Soft fabric shoe lining Relaxed Fit® design for a roomy comfortable fit Memory Foam cushioned comfort insole Shock absorbing lightweight flexible midsole Color accents on midsole Flexible traction outsole Read More

Skechers
$44.00 at Skechers

Boys' Relaxed Fit: Superior - Melvin Loafers Grown-up style and all day comfort come in the SKECHERS Relaxed Fit®: Superior - Mel...vin shoe. Soft woven canvas fabric and soft suede upper in a slip on dress casual comfort loafer with stitching and overlay accents. Memory Foam insole. Construction: Soft woven canvas fabric upper Soft suede overlays at toe, heel and collar Slip on dress casual comfort loafer design Stitching accents Stitched raised seam moc toe front Side seam detail Heel panel overlay with embossed S logo Plain front Dual side elastic fabric panels for easy slip on fit Heel pull on tab Lightly padded collar Soft fabric shoe lining Relaxed Fit® design for a roomy comfortable fit Memory Foam cushioned comfort insole Shock absorbing lightweight flexible midsole Color accents on midsole Flexible traction outsole Read More

Skechers
$38.00 at Skechers

Boys' Relaxed Fit: Diameter - Conroy Slip-On Shoes Give him some instant class with the SKECHERS Relaxed Fit®: Diameter - Conroy ...shoe. Smooth faux leather upper in a slip on dress casual comfort oxford with stitching and overlay accents. Construction: Smooth faux leather upper Faux leather is durable and easy care Slip on dress casual comfort oxford design Stitching accents Stitched seam detail Side and heel panel overlays Side stripe overlays Embossed side S logo Stretch elastic laced front panel for easy slip on fit Instep strap with stitching detail Adjustable side hook and loop closure Padded collar and tongue Soft fabric shoe lining Relaxed Fit® design for a roomy comfortable fit Memory Foam cushioned comfort insole Shock absorbing midsole Flexible rubber traction outsole Read More

Smartfit
$24.99 at Payless ShoeSource

He'll find durability and comfort in this stylish dress shoe. It features traditional oxford styling, round toe, pin hole details,... laces for good fit, smooth lining, padded insole, and a skid-resistant outsole. Manmade materials. All Smartfit shoes are built with Tried and True Technology: wiggle room for toes, easy on/easy off and durable design. Print Read More

Levi's
$26.99 at Sears

Levi's Relaxed-Fit Jeans Look Good Dressed Up or Down Looking good for Sunday or playing in the dirt on Saturday can both be comfo...rtable for him when he wears Levi's boy's 550 relaxed-fit jeans. They'll become his go-to pair when he wants to wears something comfortable or if he needs to go somewhere that requires a tucked in shirt. These relaxed-fit jeans are versatile for wherever he needs to be. Levi's relaxed-fit jeans are a classic jean and made of breathable 100% cotton. That means they not only feel nice to wear, but they are easy to care for because they are machine washable. A five-pocket design and a button and zip front closure make these jeans even more classic. He won't be worrying about them every going out of style. The back of the jeans feature the Levi's logo patch above the right back pocket. Levi's boy's 550 relaxed-fit jeans are made of a breathable 100% cotton A five-pocket design makes it easy to fit things like a wallet, cell phone and keys Button and zip fly closure keep these jeans looking classic Levi's logo is featured above right back pocket of jeans Jeans can be dressed up or down for a school production or a game of tag Pairs nicely with a variety of shoes Machine washable makes for easy care Read More

Smartfit
$19.99 at Payless ShoeSource

This handsome oxford features a sleek stacked heel and stitch details. Padded footbed adds comfort. Manmade materials. All Smartfi...t shoes are built with Tried and True Technology: wiggle room for toes, easy on/easy off and durable design. Print Read More

Smartfit
$24.99 at Payless ShoeSource

This handsome dress shoe features classic oxford styling, complete with round toe and laces. It has mesh lining, padded insole, an...d a skid-resistant outsole. Manmade materials. All Smartfit shoes are built with Tried and True Technology: wiggle room for toes, easy on/easy off and durable design. Print Read More

Smartfit
$24.99 at Payless ShoeSource

This sleek Smartfit dress oxford features textured croco details, a stylish square toe, laces for a good fit and a padded insole f...or comfort. Manmade materials. All Smartfit shoes are built with Tried and True Technology: wiggle room for toes, easy on/easy off and durable design. Print Read More

Smartfit
$24.99 at Payless ShoeSource

Perfect for special occasions, this smart Smartfit style features a polished upper with croc details, a stylish square toe and cus...hioned insole for comfort. 1" heel. Skid resistant outsole. Manmade materials. All Smartfit shoes are built with Tried and True Technology: wiggle room for toes, easy on/easy off and durable design. Print Read More

Smartfit
$16.99 $19.99 at Payless ShoeSource

This handsome Smartfit slip-on features rich faux leather, hidden twin gores for easy on/off, a stylish square toe, a padded insol...e for comfort and a flexible, skid resistant outsole. Manmade materials. All Smartfit shoes are built with Tried and True Technology: wiggle room for toes, easy on/easy off and durable design. Print Read More

Babies R Us
$6.59 $16.99 at Babies R Us

He'll look sharp from stem to stern in the Koala Kids Boys' Hard-Sole Boat Shoes, a Babies'R'Us exclusive. Bright blue laces woven... through metal grommets add a modern twist to the classic style, while the faux-leather material keeps him dressed to impress on formal occasions. The Koala Kids Boys' Gray/Blue Hard Sole Boat Shoes features Read More

Smartfit
$16.99 $19.99 at Payless ShoeSource

This handsome Smartfit slip-on features rich faux leather, hidden twin gores for easy on/off, a stylish square toe, a padded insol...e for comfort and a flexible, skid resistant outsole. Manmade materials. All Smartfit shoes are built with Tried and True Technology: wiggle room for toes, easy on/easy off and durable design. Print Read More

Skechers
$37.00 at Skechers

Boys' Relaxed Fit: Diameter - Chandler Comfort Shoes Make friends with smooth style and easy-wearing comfort in the SKECHERS Rela...xed Fit®: Diameter - Chandler shoe. Smooth faux leather upper in a slip on dress casual loafer with stitching and overlay accents. Memory Foam insole. Construction: Smooth durable faux leather upper is easy care Slip on dress casual loafer design Stitching accents Stitched seam moc toe front Side stripe overlays Canvas side overlay detail Toe and heel overlay accents Embossed small side S logo Dual side elastic fabric panels for easy slip on fit Padded collar Soft fabric shoe lining Relaxed Fit® design for a roomier comfortable fit Memory Foam topped cushioned comfort insole Low profile shock absorbing midsole Flexible rubber high traction outsole Read More

pediped
$55.00 at Diapers.com

Pediped Flex Vail - Black Stylish causual shoe that can double as a dress or school shoe. All leather uppers insure comfort, breat...hability and style. Flexible soles insure comfort and natural foot motion. Slip on for ease of wear. Flex fit system for additional wear time. Made in China Read More

Nike
$59.95 at Paragon

Ultra-lightweight and breathable, the Nike Roshe Run (3.5y-7y) Kids' Shoe features a full mesh upper and EVA foam outsole. The sho...e is intended to be versatile, worn with or without socks, dressed up or down, for walking or just taking it easy. Combination suede and textile upper for style and durability Full-length Phylon midsole for lightweight cushioning Waffle outsole for traction Cushioned collar for protection around ankle EVA foam outsole for lightweight impact absorption and durability Item: 5-599728 Read More

Scott David
$19.99 at Target

Sizing: KidsWidth: MediumConstruction: Adjustable strap, Cushioned insole, Non marking soleShoe Style: MonksUpper Material: 100 % ...PolyurethaneOutsole Material: 100 % Thermoplastic RubberInsole Material: Man made materialsLining Material: NylonClosure Style: Hook and loop closureStrap Style: Monk strapToe Style: Square toeCare and Cleaning: Wipe with damp clothShoe height Type: Low top Read More

Williams-Sonoma
$39.99 at Kohl's

Featuring a metal accent, sleek silhouette and comfort footbed, these SONOMA life + style dress shoes are perfect for any special ...occasion. In black. Shoe Features: Slip-on design makes for easy on and off. Soft fabric lining keeps him comfy all day long. Shoe Construction: Manmade upper Nylex lining TPR outsole Shoe Details: Square toe Slip-on Padded footbed Read More

Kenneth Cole Reaction
$54.95 at Amazon

He'll be as handsome as can be wearing the T-Flex Sr. oxford from Kenneth Cole REACTION. It's a lace-up dress shoe with a square t...oe box and moc-toe stitching. It also features a buttery leather upper, soft leather linings, and a lightly padded removable footbed for long-lasting comfort. Read More

Jumping Jacks
$48.00-$50.95 at Amazon

She`ll feel like a grown up in the sweet Dianna dress shoes from Jumping Jacks.rn<ul><li>Faux leather upper in a dress Mary Jane s...tyle with a round toern<li>Scalloped trim detailrn<li>Adjustable instep strap with Velcro(R) closure and sequinsrn<li>Padded collarrn<li>Smooth lining, cushioning insolern<li>Traction outsole</ul> Read More

Kenneth Cole Reaction
$48.00-$48.95 at Amazon

The Kenneth Cole Reaction Kids Saving Chase Sandals feature a Canvas upper with a Open Toe. The Man-Made outsole lends lasting tra...ction and wear. Read More

Deer Stags
$40.00 at Amazon

Boy's Deer Stags Travis Slip-on Shoes. Somewhere between sneakers and dress-up. Great-looking Slip-ons that aren't altogether fanc...y, but are made for more than gym class, the ball field and the playground. With slip-on design, so they're easy to put on and take off. Made of durable synthetic leather, with elastic twin gores for that personalized fit that's never too tight, never too lose. Padded collar provides extra comfort. TPR outsole sole for great hold-up power. From Deer Stags, a long-established brand of comfort shoes. Just right: Synthetic leather upper for long wear; Padded collar for cushion; Sturdy TPR outsole for traction and stability; 10 ozs. each. State Size. Order these Travis Slip-ons today! Boy's Deer Stags Travis Slip-on Shoes, Black Read More

Crocs
$24.95-$44.00 at Amazon

Same as the original Crocs model, just a little less wiggle in your walk..

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