Massimo Matteo Teens & Young Guys Shoes

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Massimo Matteo
$159.00

Craft a dapper look with sophisticated appeal in the Massimo Matteo Moc Toe Bit loafer. ; Smooth leather or suede upper. ; Please ...note: upper material is listed in the color name. ; Slip-on construction. ; Soft, square toe. ; Leather and metal bit detail over vamp. ; Leather lining. ; Cushioned, non-removable insole. ; Stacked heel. ; Leather outsole. ; Made in Italy. Measurements: ; Weight: 1 lb 1 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$65.00

Grab these handsome driver moccasins to ensure a stylish season. ; Suede leather upper features perforated detail. ; Slip-on entry.... ; Moc toe. ; All leather linings. ; Leather insole offers ventilation. ; Synthetic sole. ; Made in Brazil. Measurements: ; Weight: 8 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$40.99

Get a runway look on your casual days with these plush loafers. ; Upper made of leather. ; Easy slip on wear. ; Lining made of lea...ther. ; Lightly cushioned leather insole. ; Flexible leather and synthetic sole. ; Made in Brazil. Measurements: ; Weight: 10 oz ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size. read more

Massimo Matteo
$69.99

Sunny, relaxed days call for the ultimate Massimo Matteo leather flip-flop. ; Leather upper in a thong sandal style. ; Sleek leath...er-lined, cushioned insole. ; Flexible synthetic outsole. ; Made in Italy. Measurements: ; Weight: 10 oz ; Product measurements were taken using size 9.5, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$127.99

Embrace modern sophistication in the Massimo Matteo Mocc Toe Penny. ; Leather upper. ; Slip-on construction. ; Moc toe design. ; P...enny keeper detail at vamp. ; Leather lining and footbed. ; Stacked heel. ; Leather sole. ; Made in Italy. Measurements: ; Weight: 14 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$112.99

Redefine polished warm-weather style in the Massimo Matteo Huarache sandal. ; Leather upper. ; Slip-on construction. ; Closed toe.... ; Leather lining and insole. ; Rubber sole. ; Made in Italy. Measurements: ; Weight: 14 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$110.99

Make a visual impact with your contemporary style in this dress monk shoe from Massimo Matteo. ; Upper made of smooth, genuine lea...ther. ; Single buckle monk-strap construction. ; Soft square toe with wingtip detail. ; Leather-lining and cushioned insole. ; Leather and rubber sole. ; Made in Italy. Measurements: ; Weight: 1 lb ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$155.00

The Velvet Slip-On is so luxurious and classy that you'll feel pampered all day long! ; Velvet upper. ; Slip-on construction. ; So...ft square toe with a block heel. ; Leather lining and insole. ; Leather outsole. ; Made in Italy and imported. Measurements: ; Heel Height: 1 in ; Weight: 14 oz ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size. read more

Massimo Matteo
$59.00

These sleek and simple loafers will be the perfect choice for versatile wear. ; Textured synthetic upper with split strap detail. ...; Slip-on style. ; Moc toe. ; All synthetic linings. ; Padded insole offers extra arch support. ; Man-made sole. Measurements: ; Weight: 12 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$79.00

Put your contemporary look on display with the Massimo Matteo Woven Vamp Penny loafer. ; Woven leather upper. ; Slip-on constructi...on. ; Square toe. ; Penny keeper detail at vamp. ; Leather lining. ; Lightly cushioned footbed. ; Synthetic outsole. ; Imported. Measurements: ; Weight: 13 oz ; Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$45.99

So sleek and so stylish, you'll want this driver moccasin in your wardrobe immediately! ; High-shine synthetic upper. ; Slip-on st...yle. ; Metal bit detail. ; Moc toe. ; Smooth lining with breathable footbed. ; Man-made sole. ; Made in Brazil. Measurements: ; Weight: 10 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$62.99

Give your weekend look a polished update with the Massimo Matteo Mocc w/ Bit 17 loafer. ; Leather upper. ; Slip-on construction. ;... Square toe. ; Metal bit detail at vamp. ; Leather lining. ; Lightly cushioned footbed. ; Synthetic outsole. ; Made in Brazil. Measurements: ; Weight: 13 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$99.00

Feel like the dapper gentleman you are with the help of the Chelsea Wing Boot. ; Premium leather upper with elastic gussets. ; Pul...l-on construction. ; Soft leather lining. ; Lightly padded leather footbed. ; Man-made sole. ; Made in Brazil. ; Wingtip toe detail. Measurements: ; Weight: 1 lb 3 oz ; Shaft: 7 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$95.00

Construct a striking look with contemporary appeal in the Massimo Matteo Slip-On Bit Classic loafer. ; Smooth leather upper. ; Sli...p-on construction. ; Rounded toe. ; Metal bit detail over vamp. ; Leather lining. ; Cushioned, non-removable insole. ; Low, stacked heel. ; Synthetic outsole. ; Made in Brazil. Measurements: ; Weight: 13 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$199.00

Feel like the dapper gentleman with the 7-Eye Wing Boot. ; Premium leather upper. ; Seven-eye lace closure. ; Soft leather lining.... ; Lightly padded footbed. ; Leather outsole. ; Made in Italy. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 4 oz ; Shaft: 6 1 2 in ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size. read more

Massimo Matteo
$155.00

Make a visual impact with your contemporary style in the Wing Tip Slip-On from Massimo Matteo. ; Upper made of smooth, genuine lea...ther. ; Slip-on style. ; Soft square wingtip toe. ; Leather-lined with leather cushioning. ; Leather and rubber sole. ; Made in Italy. Measurements: ; Weight: 1 lb ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$99.00

Exude confidence with your modern look in the polished Massimo Matteo Chelsea Classic boot. ; Leather upper with perforated detail...ing. ; Full, side-zip closure with rear pull-tab for easy entry. ; Square-toe construction. ; Elastic inset at side for a flexible fit. ; Leather lining. ; Cushioned, non-removable insole. ; Low, stacked heel. ; Synthetic outsole. ; Made in Brazil. Measurements: ; Weight: 13 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$159.00

Make a visual impact with your contemporary style in the Massimo Matteo Single Monk Cap dress shoe. ; Upper made of smooth, genuin...e leather. ; Single buckle monk-strap construction. ; Round cap toe. ; Leather lining and footbed. ; Leather and rubber sole. ; Made in Italy. Measurements: ; Weight: 1 lb 2 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$169.00

These sleek loafers are the perfect completion to your dapper look! ; Monk strap over instep. ; Leather upper. ; Leather lining. ;... Lightly cushioned leather footbed. ; Leather sole. ; Made in Italy. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 2 oz ; Platform Height: 1 4 in ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$59.00

The sleek silhouette of the Venetian Driver brings season to season versatility without compromising style. ; Genuine leather uppe...r. ; Slip-on style. ; Roomy moc toe. ; All leather linings. ; Padded leather insole. ; Synthetic sole. ; Made in Brazil. Measurements: ; Weight: 10 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$124.99

Craft a luxurious look with the Massimo Matteo Velvet Slip-On with Bit loafer. ; Textile upper. ; Slip-on construction. ; Round to...e. ; Leather lining. ; Cushioned footbed. ; Stacked heel. ; Leather outsole. ; Made in Italy. Measurements: ; Weight: 11 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$59.00

Be an expert at casual dress with these handsome Florencia Penny Drivers from Massimo Matteo. ; Upper made of genuine top-grain le...ather. ; Slip-on style. ; Leather strap with penny keeper detail. ; Moccasin toe with contrast stitching. ; Smooth leather linings and breathable arch support. ; Synthetic sole. ; Imported. Measurements: ; Weight: 10 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$152.99

Complete your look with this distinguished Chukka! ; Upper made of smooth genuine leather featuring stitching detail at seams. ; T...riple-eyelet lace construction. ; Plain round toe on a chukka boot silhouette. ; Leather lining and footbed. ; Low stacked heel on a leather sole. ; Made in Italy. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 4 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$169.00

Make a visual impact for any occasion in the polished design of the Massimo Matteo Formal Slip-On loafer. ; Patent leather upper. ...; Slip-on construction. ; Soft square toe. ; Leather lining. ; Cushioned footbed. ; Stacked heel. ; Leather and synthetic sole. ; Made in Italy. Measurements: ; Weight: 15 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$75.00

Garner attention for your handsome look with the Massimo Matteo Lace Driver 17 loafer. ; Leather upper. ; Slip-on construction. ; ...Square toe. ; Tie-up detail over vamp. ; Leather lining. ; Lightly cushioned footbed. ; Synthetic outsole. ; Made in Brazil. Measurements: ; Weight: 12 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$80.99

Achieve a striking look with the Massimo Matteo Moc Toe Slip-On loafer. ; Leather upper. ; Slip-on construction. ; Square toe. ; D...ual goring panels for easy wear. ; Leather lining. ; Lightly cushioned footbed. ; Synthetic outsole. ; Made in Brazil. Measurements: ; Weight: 13 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$159.00

This shoe by Massimo Matteo is a charming example of class and sophistication. ; Leather upper. ; Double monk strap with metal buc...kle closures. ; Cap toe. ; Stitched detailing. ; Leather lining and insole. ; Stacked heel. ; Leather outsole. ; Made in Italy and imported. Measurements: ; Heel Height: 1 in ; Weight: 15 oz ; Product measurements were taken using size 11.5, width M. Please note that measurements may vary by size. read more

Massimo Matteo
$159.00

The Massimo Matteo Loafer 17 offers a classic design with modern appeal. ; Smooth leather upper. ; Slip-on construction. ; Soft, s...quare toe. ; Leather lining. ; Cushioned, non-removable insole. ; Stacked heel. ; Leather outsole. ; Made in Italy. Measurements: ; Weight: 15 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$179.00

Take that vintage look to a whole new level with the 5-Eye Chukka Wing. ; Premium leather upper with a wingtip design. ; Tradition...al lace closure. ; Leather lining and insole. ; Leather outsole. ; Made in Italy. Measurements: ; Heel Height: 1 in ; Weight: 1 lb ; Product measurements were taken using size 7, width M. Please note that measurements may vary by size. read more

Massimo Matteo
$85.00

Embrace a luxurious look with the Massimo Matteo Perf Vamp Rope Bit loafer. ; Leather upper with perforated detailing. ; Slip-on c...onstruction. ; Square toe. ; Braided strap and metal bit over vamp. ; Leather lining. ; Lightly cushioned footbed. ; Synthetic outsole. ; Made in Brazil. Measurements: ; Weight: 11 oz ; Product measurements were taken using size 11.5, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$99.00

Define timeless style in the Massimo Matteo Penny Classic loafer. ; Leather upper. ; Slip-on construction. ; Tapered square toe wi...th apron stitching. ; Penny keeper detail. ; Leather lining. ; Cushioned footbed. ; Stacked heel. ; Man-made sole. ; Made in Brazil. Measurements: ; Weight: 14 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Massimo Matteo
$165.00 $115.99

Modernize your polished look with the dapper Massimo Matteo Perf Mocc Tassel loafer. Burnished leather upper with perforations thr...oughout. Slip-on construction. Rounded toe. Vamp adorned with tassel accent. Leather lining. Lightly cushioned stationary insole. Low stacked heel. Leather outsole. Made in Italy. Measurements: Weight: 15 oz Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$189.00 $65.99

Complete your everyday look in the contemporary design of the 7-Eye Cap Toe Boot. Leather upper. Lace-up construction. Round toe. ...Leather lining and footbed. Leather sole. Made in Italy. Measurements: Heel Height: 1 in Weight: 1 lb 11 oz Shaft: 7 in Platform Height: 1 2 in Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$99.00 $39.99

Feel like the dapper gentleman you are with the help of the Chelsea Wing Boot. Premium leather upper with elastic gussets. Pull-on... construction. Soft leather lining. Lightly padded leather footbed. Man-made sole. Made in Brazil. Wingtip toe detail. Measurements: Weight: 1 lb 3 oz Shaft: 7 in Product measurements were taken using size 11 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$155.00 $108.50

Sleek lines and a sturdy sole make this loafer both leisurely and elegant. Patent leather upper features cutout detail. Slip-on co...nstruction. Roomy round toe. Lined with leather. Padded leather footbed. Stacked heel. Leather sole. Made in Italy. Measurements: Weight: 12 oz Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$89.00 $35.60

The Massimo Matteo Chelsea PT Boot offers an impeccable must-have for your sophisticated collection. Leather upper material. Pull-...on construction with dual goring insets. Classic round toe. Leather lining. Lightly padded non-removable insole. Low block heel. Textured rubber outsole. Made in Brazil. Measurements: Weight: 1 lb 1 oz Circumference: 9 3 4 in Shaft: 6 in Product measurements were taken using size 11.5 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$89.00 $48.95

Exude confidence when you embolden your look with the Massimo Matteo Biker Boot. Distressed man-made upper material. Pull-on const...ruction with dual elastic insets at sides. Rounded toe. Straps at counter an instep with hardware ring detail. Man-made lining. Lightly padded non-removable insole. Low block heel. Textured rubber outsole. Made in Brazil. Measurements: Weight: 1 lb 3 oz Circumference: 11 in Shaft: 6 1 4 in Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$189.00 $78.00

Refine your look with the modern sophistication of the Massimo Matteo Chelsea Buckle Boot. Premium leather upper material. Pull-on... construction with dual goring side panels. Square cap toe. Buckled strap over instep adds modern appeal. Leather lining. Lightly cushioned stationary insole. Low stacked heel. Leather outsole. Made in Italy. Measurements: Heel Height: 1 in Weight: 1 lb 3 oz Shaft: 5 1 2 in Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$159.00 $117.98

This shoe by Massimo Matteo is a charming example of class and sophistication. Leather upper. Double monk strap with metal buckle ...closures. Cap toe. Stitched detailing. Leather lining and insole. Stacked heel. Leather outsole. Made in Italy and imported. Measurements: Heel Height: 1 in Weight: 15 oz Product measurements were taken using size 11.5 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$179.00 $118.14

Take that vintage look to a whole new level with the 5-Eye Chukka Wing. Premium leather upper with a wingtip design. Traditional l...ace closure. Leather lining and insole. Leather outsole. Made in Italy. Measurements: Heel Height: 1 in Weight: 1 lb Product measurements were taken using size 7 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$99.00 $89.10

Sunny relaxed days call for the ultimate Massimo Matteo leather flip-flop. Leather upper in a thong sandal style. Sleek leather-li...ned cushioned insole. Flexible synthetic outsole. Made in Italy. Measurements: Weight: 10 oz Product measurements were taken using size 9.5 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$199.00 $137.31

Feel like the dapper gentleman with the 7-Eye Wing Boot. Premium leather upper. Seven-eye lace closure. Soft leather lining. Light...ly padded footbed. Leather outsole. Made in Italy. Measurements: Heel Height: 1 in Weight: 1 lb 4 oz Shaft: 6 1 2 in Product measurements were taken using size 11 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$99.00

Sunny relaxed days call for the ultimate Massimo Matteo leather flip-flop. Leather upper in a thong sandal style. Sleek leather-li...ned cushioned insole. Flexible synthetic outsole. Made in Italy. Measurements: Weight: 10 oz Product measurements were taken using size 9.5 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$159.00

Embrace modern sophistication in the Massimo Matteo Mocc Toe Penny. Leather upper. Slip-on construction. Moc toe design. Penny kee...per detail at vamp. Leather lining and footbed. Stacked heel. Leather sole. Made in Italy. Measurements: Weight: 14 oz Product measurements were taken using size 11 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$79.00 $48.82

Experience luxurious comfort and style in the Massimo Matteo Suede Nubuck Penny. Suede upper. Slip-on design. Moc-toe silhouette. ...Penny keeper detail at vamp. Leather lining and footbed. Synthetic sole. Made in Brazil. Measurements: Weight: 9 oz Product measurements were taken using size 11 width M. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$169.00 $141.96

Make a visual impact for any occasion in the polished design of the Massimo Matteo Formal Slip-On loafer. Patent leather upper. Sl...ip-on construction. Soft square toe. Leather lining. Cushioned footbed. Stacked heel. Leather and synthetic sole. Made in Italy. Measurements: Weight: 15 oz Product measurements were taken using size 11 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$119.00 $82.99

Modernize your warm-weather look in the Massimo Matteo Buckle Strap Gladiator sandal. Leather upper. Dual ankle straps with buckle... closures. Open toe. Caged design. Leather lining. Padded footbed. Synthetic sole. Made in Italy. Measurements: Weight: 1 lb 5 oz Product measurements were taken using size 11 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$59.00 $40.99

These sleek and simple loafers will be the perfect choice for versatile wear. Textured synthetic upper with split strap detail. Sl...ip-on style. Moc toe. All synthetic linings. Padded insole offers extra arch support. Man-made sole. Measurements: Weight: 12 oz Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$59.00 $46.02

These sleek and simple loafers will be the perfect choice for versatile wear. Textured synthetic upper with split strap detail. Sl...ip-on style. Moc toe. All synthetic linings. Padded insole offers extra arch support. Man-made sole. Measurements: Weight: 12 oz Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more

Massimo Matteo
$65.00

The sleek silhouette of the Venetian Driver brings season to season versatility without compromising style. Genuine leather upper.... Slip-on style. Roomy moc toe. All leather linings. Padded leather insole. Synthetic sole. Made in Brazil. Measurements: Weight: 10 oz Product measurements were taken using size 12 width D - Medium. Please note that measurements may vary by size. Weight of footwear is based on a single item not a pair. read more