Massimo Matteo
Men's Casual Shoes and Sneakers

Men's fashion shoes, casual shoes and sneakers by Massimo Matteo. The kind of shoes that you'd live in if you could or if your boss, customers or clients would let you, then again, maybe they won't notice....

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Prices correct at time of writing - subject to change

Massimo Matteo Almansa Moccasin Bit (Black) Men
Massimo Matteo Almansa Moccasin Bit (Black) Men's Shoes
On sale - now $146.25
was $195

Massimo Matteo Bit Strap Driver (Black) Men
Massimo Matteo Bit Strap Driver (Black) Men's Shoes
On sale - now $35.4
was $59

Massimo Matteo Bit Strap Driver (Whiskey) Men
Massimo Matteo Bit Strap Driver (Whiskey) Men's Shoes
On sale - now $41.89
was $59

Massimo Matteo Box Leather Penny Loafer (Black) Men
Massimo Matteo Box Leather Penny Loafer (Black) Men's Shoes
$64.95

Massimo Matteo Box Leather Penny Loafer (Burgundy) Men
Massimo Matteo Box Leather Penny Loafer (Burgundy) Men's Shoes
$64.95

Massimo Matteo Corazzano Bit Loafer (Black) Men
Massimo Matteo Corazzano Bit Loafer (Black) Men's Shoes
$209

Massimo Matteo Corazzano Cap Toe (Tan) Men
Massimo Matteo Corazzano Cap Toe (Tan) Men's Shoes
$219

Massimo Matteo Corazzano Double Monk (Marrone) Men
Massimo Matteo Corazzano Double Monk (Marrone) Men's Shoes
$219

Massimo Matteo Corazzano Kitlie (Black) Men
Massimo Matteo Corazzano Kitlie (Black) Men's Shoes
On sale - now $131.34
was $199

Massimo Matteo Corazzano Kitlie (Cognac) Men
Massimo Matteo Corazzano Kitlie (Cognac) Men's Shoes
On sale - now $139.3
was $199

Massimo Matteo Corazzano Oxford (Black) Men
Massimo Matteo Corazzano Oxford (Black) Men's Shoes
$219

Massimo Matteo Corazzano Penny Loafer (Black) Men
Massimo Matteo Corazzano Penny Loafer (Black) Men's Shoes
$199

Massimo Matteo Corazzano Penny Loafer (Burgundy) Men
Massimo Matteo Corazzano Penny Loafer (Burgundy) Men's Shoes
$199

Massimo Matteo Corazzano Penny Loafer (Camel) Men
Massimo Matteo Corazzano Penny Loafer (Camel) Men's Shoes
On sale - now $177.11
was $199

Massimo Matteo Corazzano Penny Loafer (Navy) Men
Massimo Matteo Corazzano Penny Loafer (Navy) Men's Shoes
On sale - now $171.14
was $199

Massimo Matteo Corazzano Wing Tip (Black) Men
Massimo Matteo Corazzano Wing Tip (Black) Men's Shoes
On sale - now $188.1
was $209

Massimo Matteo Corazzano Wing Tip (Cioccolato) Men
Massimo Matteo Corazzano Wing Tip (Cioccolato) Men's Shoes
On sale - now $181.83
was $209

Massimo Matteo Double Strap Nubuck Driver (Azul) Men
Massimo Matteo Double Strap Nubuck Driver (Azul) Men's Shoes
$84.95

Massimo Matteo Double Strap Nubuck Driver (Black) Men
Massimo Matteo Double Strap Nubuck Driver (Black) Men's Shoes
On sale - now $76.46
was $84.95

Massimo Matteo Driver With Bit (Black Pitstop w/ Bit) Men
Massimo Matteo Driver With Bit (Black Pitstop w/ Bit) Men's Flat Shoes
On sale - now $52.44
was $69

Massimo Matteo Driver With Bit (Cognac Pitstop w/ Bit) Men
Massimo Matteo Driver With Bit (Cognac Pitstop w/ Bit) Men's Flat Shoes
On sale - now $48.3
was $69

Massimo Matteo Florencia Penny Driver (Black) Men
Massimo Matteo Florencia Penny Driver (Black) Men's Slip on Shoes
On sale - now $53.1
was $59

Massimo Matteo Florencia Penny Driver (Medium Brown) Men
Massimo Matteo Florencia Penny Driver (Medium Brown) Men's Slip on Shoes
On sale - now $41.89
was $59

Massimo Matteo Italian Bal Cap Toe (Tan) Men
Massimo Matteo Italian Bal Cap Toe (Tan) Men's Shoes
On sale - now $148.5
was $165

Massimo Matteo Italian Cap Toe (Black) Men
Massimo Matteo Italian Cap Toe (Black) Men's Shoes
On sale - now $138.6
was $154

Massimo Matteo Italian Cap Toe (Brandy) Men
Massimo Matteo Italian Cap Toe (Brandy) Men's Shoes
$154

Massimo Matteo Italian Double Monk (Black) Men
Massimo Matteo Italian Double Monk (Black) Men's Shoes
$149

Massimo Matteo Italian Double Monk (Brandy) Men
Massimo Matteo Italian Double Monk (Brandy) Men's Shoes
$149

Massimo Matteo Italian Velvet Slip On (Blue) Men
Massimo Matteo Italian Velvet Slip On (Blue) Men's Shoes
On sale - now $134.72
was $174.95

Massimo Matteo Italian Velvet Slip On (Burgundy) Men
Massimo Matteo Italian Velvet Slip On (Burgundy) Men's Shoes
On sale - now $107.28
was $149

Massimo Matteo Italian Wing Tip (Black) Men
Massimo Matteo Italian Wing Tip (Black) Men's Shoes
$159

Massimo Matteo Italian Wing Tip (Tan) Men
Massimo Matteo Italian Wing Tip (Tan) Men's Shoes
$159

Massimo Matteo Leather Saddle Driver (Black) Men
Massimo Matteo Leather Saddle Driver (Black) Men's Shoes
On sale - now $74.76
was $89

Massimo Matteo Leather Saddle Driver (Elba Blue) Men
Massimo Matteo Leather Saddle Driver (Elba Blue) Men's Shoes
On sale - now $67.64
was $89

Massimo Matteo Leather Saddle Driver (Tan) Men
Massimo Matteo Leather Saddle Driver (Tan) Men's Shoes
$89

Massimo Matteo Leather Strap Driver (Black) Men
Massimo Matteo Leather Strap Driver (Black) Men's Shoes
On sale - now $67.46
was $74.95

Massimo Matteo Leather Strap Driver (Desert) Men
Massimo Matteo Leather Strap Driver (Desert) Men's Shoes
On sale - now $67.46
was $74.95

Massimo Matteo Leather Strap Driver 22 (Bronze/Cafe/Tan) Men
Massimo Matteo Leather Strap Driver 22 (Bronze/Cafe/Tan) Men's Shoes
On sale - now $73.06
was $84.95

Massimo Matteo Leather Strap Driver 22 (Elba Blue/Red) Men
Massimo Matteo Leather Strap Driver 22 (Elba Blue/Red) Men's Shoes
On sale - now $76.46
was $84.95

Massimo Matteo Nappa Slip On Loafer (Black) Men
Massimo Matteo Nappa Slip On Loafer (Black) Men's Shoes
$179

Massimo Matteo Natural Fiber Venetian (Marinho/Elba) Men
Massimo Matteo Natural Fiber Venetian (Marinho/Elba) Men's Shoes
On sale - now $44.24
was $79

Massimo Matteo Natural Fiber Venetian (Natural/Cafe) Men
Massimo Matteo Natural Fiber Venetian (Natural/Cafe) Men's Shoes
On sale - now $49.77
was $79

Massimo Matteo Nubuck Penny Driver (Black) Men
Massimo Matteo Nubuck Penny Driver (Black) Men's Shoes
$79

Massimo Matteo Nubuck Penny Driver (Creme) Men
Massimo Matteo Nubuck Penny Driver (Creme) Men's Shoes
$79

Massimo Matteo Nubuck Penny Driver (Tan) Men
Massimo Matteo Nubuck Penny Driver (Tan) Men's Shoes
$79

Massimo Matteo Nubuck Penny Driver (Verde) Men
Massimo Matteo Nubuck Penny Driver (Verde) Men's Shoes
$79

Massimo Matteo Pitstop Penny Driver (Black) Men
Massimo Matteo Pitstop Penny Driver (Black) Men's Slip on Shoes
On sale - now $38.35
was $59

Massimo Matteo Pitstop Penny Driver (Brown) Men
Massimo Matteo Pitstop Penny Driver (Brown) Men's Slip on Shoes
On sale - now $38.35
was $59

Massimo Matteo Pitstop Penny Driver (Deep Cognac) Men
Massimo Matteo Pitstop Penny Driver (Deep Cognac) Men's Slip on Shoes
$59

Massimo Matteo Ponte Vecchio Bit Loafer (Black) Men
Massimo Matteo Ponte Vecchio Bit Loafer (Black) Men's Shoes
$169

Massimo Matteo Ponte Vecchio Formal Loafer (Black) Men
Massimo Matteo Ponte Vecchio Formal Loafer (Black) Men's Shoes
On sale - now $88.32
was $154.95

Massimo Matteo Ponte Vecchio Oxford (Burnished Tan) Men
Massimo Matteo Ponte Vecchio Oxford (Burnished Tan) Men's Shoes
$164.95

Massimo Matteo Ponte Vecchio Oxford (Cognac) Men
Massimo Matteo Ponte Vecchio Oxford (Cognac) Men's Shoes
On sale - now $148.45
was $164.95

Massimo Matteo Ponte Vecchio Patent with Strap (Black) Men
Massimo Matteo Ponte Vecchio Patent with Strap (Black) Men's Shoes
On sale - now $152.1
was $169

Massimo Matteo Ponte Vecchio Penny Loafer (Black 2) Men
Massimo Matteo Ponte Vecchio Penny Loafer (Black 2) Men's Shoes
$199

Massimo Matteo Ponte Vecchio Penny Loafer (Black) Men
Massimo Matteo Ponte Vecchio Penny Loafer (Black) Men's Shoes
On sale - now $152.1
was $169

Massimo Matteo Ponte Vecchio Penny Loafer (Cognac) Men
Massimo Matteo Ponte Vecchio Penny Loafer (Cognac) Men's Shoes
$169

Massimo Matteo Ponte Vecchio Penny Loafer (Navy) Men
Massimo Matteo Ponte Vecchio Penny Loafer (Navy) Men's Shoes
On sale - now $179.1
was $199

Massimo Matteo Ponte Vecchio Penny Loafer (Nutella) Men
Massimo Matteo Ponte Vecchio Penny Loafer (Nutella) Men's Shoes
On sale - now $179.1
was $199

Massimo Matteo Ponte Vecchio Single Monk (Black) Men
Massimo Matteo Ponte Vecchio Single Monk (Black) Men's Shoes
$169

Massimo Matteo Ponte Vecchio Single Monk (Burnished Tan) Men
Massimo Matteo Ponte Vecchio Single Monk (Burnished Tan) Men's Shoes
$169

Massimo Matteo Ponte Vecchio Woven Double Monk (Marrone) Men
Massimo Matteo Ponte Vecchio Woven Double Monk (Marrone) Men's Shoes
$209

Massimo Matteo Ponte Vecchio Woven Penny (Cuoio) Men
Massimo Matteo Ponte Vecchio Woven Penny (Cuoio) Men's Shoes
$189

Massimo Matteo Ponte Veccio Double Monk Strap (Black) Men
Massimo Matteo Ponte Veccio Double Monk Strap (Black) Men's Shoes
On sale - now $141.75
was $189

Massimo Matteo Primo Knit Sneaker (White) Men
Massimo Matteo Primo Knit Sneaker (White) Men's Shoes
$79

Massimo Matteo Rope Bit Driver 22 (Black) Men
Massimo Matteo Rope Bit Driver 22 (Black) Men's Shoes
$74.95

Massimo Matteo Rope Tassel Driver (Royal) Men
Massimo Matteo Rope Tassel Driver (Royal) Men's Shoes
On sale - now $71.1
was $79

Massimo Matteo Rope Tassel Driver (Tan) Men
Massimo Matteo Rope Tassel Driver (Tan) Men's Shoes
$79

Massimo Matteo Saffiano Penny Driver (Black) Men
Massimo Matteo Saffiano Penny Driver (Black) Men's Shoes
On sale - now $62.1
was $69

Massimo Matteo Saffiano Penny Driver (Navy) Men
Massimo Matteo Saffiano Penny Driver (Navy) Men's Shoes
$69

Massimo Matteo Strap Driver with Ornament (Black) Men
Massimo Matteo Strap Driver with Ornament (Black) Men's Shoes
On sale - now $76.46
was $84.95

Massimo Matteo Strap Driver with Ornament (Tan) Men
Massimo Matteo Strap Driver with Ornament (Tan) Men's Shoes
On sale - now $76.46
was $84.95

Massimo Matteo Suede Penny Driver (Forest Green) Men
Massimo Matteo Suede Penny Driver (Forest Green) Men's Shoes
On sale - now $62.1
was $69

Massimo Matteo Suede Penny Driver (Turquoise) Men
Massimo Matteo Suede Penny Driver (Turquoise) Men's Shoes
$69

Massimo Matteo Suede Penny Driver (Vinho) Men
Massimo Matteo Suede Penny Driver (Vinho) Men's Shoes
On sale - now $62.1
was $69

Massimo Matteo Tuscany Blucher (Black) Men
Massimo Matteo Tuscany Blucher (Black) Men's Shoes
$199

Massimo Matteo Tuscany Strap Penny Loafer (Testa Di Moro) Men
Massimo Matteo Tuscany Strap Penny Loafer (Testa Di Moro) Men's Shoes
$189

Massimo Matteo Two Tone Double Monk (Grey/Black) Men
Massimo Matteo Two Tone Double Monk (Grey/Black) Men's Shoes
On sale - now $145.2
was $165

Massimo Matteo Two Tone Double Monk (Grey/Dattero) Men
Massimo Matteo Two Tone Double Monk (Grey/Dattero) Men's Shoes
On sale - now $123.75
was $165

Massimo Matteo Velour Penny Loafer (Black) Men
Massimo Matteo Velour Penny Loafer (Black) Men's Shoes
$199

Massimo Matteo Velour Penny Loafer (Cappucino) Men
Massimo Matteo Velour Penny Loafer (Cappucino) Men's Shoes
On sale - now $175.12
was $199

Massimo Matteo Velour Penny Loafer (Cognac) Men
Massimo Matteo Velour Penny Loafer (Cognac) Men's Shoes
On sale - now $179.1
was $199

Massimo Matteo Velour Penny Loafer (Deep Blue) Men
Massimo Matteo Velour Penny Loafer (Deep Blue) Men's Shoes
On sale - now $171.14
was $199

Massimo Matteo Velour Penny Loafer (Espresso) Men
Massimo Matteo Velour Penny Loafer (Espresso) Men's Shoes
$199

Massimo Matteo Velour Penny Loafer (Grigio) Men
Massimo Matteo Velour Penny Loafer (Grigio) Men's Shoes
On sale - now $179.1
was $199

Massimo Matteo Velour Penny Loafer (Verdone) Men
Massimo Matteo Velour Penny Loafer (Verdone) Men's Shoes
On sale - now $179.1
was $199

Massimo Matteo Venetian Driver (Black) Men
Massimo Matteo Venetian Driver (Black) Men's Slip on Shoes
On sale - now $58.5
was $65

Massimo Matteo Venetian Driver (Cafe) Men
Massimo Matteo Venetian Driver (Cafe) Men's Slip on Shoes
On sale - now $45.5
was $65

Massimo Matteo Venetian Driver (Camel Nubuck) Men
Massimo Matteo Venetian Driver (Camel Nubuck) Men's Slip on Shoes
On sale - now $45.5
was $65

Massimo Matteo Venetian Driver (Marinho Nubuck) Men
Massimo Matteo Venetian Driver (Marinho Nubuck) Men's Slip on Shoes
On sale - now $42.9
was $65

Massimo Matteo Venetian Driver (Tango Orange Nubuck) Men
Massimo Matteo Venetian Driver (Tango Orange Nubuck) Men's Slip on Shoes
On sale - now $46.61
was $59

Massimo Matteo Venetian Driver (Whiskey) Men
Massimo Matteo Venetian Driver (Whiskey) Men's Slip on Shoes
On sale - now $48.75
was $65

Massimo Matteo Woven Bit Driver 22 (Black) Men
Massimo Matteo Woven Bit Driver 22 (Black) Men's Shoes
On sale - now $89.1
was $99

Massimo Matteo Woven Driver (Black) Men
Massimo Matteo Woven Driver (Black) Men's Shoes
On sale - now $50.73
was $89

Massimo Matteo Woven Driver (Havana) Men
Massimo Matteo Woven Driver (Havana) Men's Shoes
On sale - now $61.41
was $89

Massimo Matteo Woven Slip On Loafer (Marrone) Men
Massimo Matteo Woven Slip On Loafer (Marrone) Men's Shoes
$209

Massimo Matteo Woven Strap Driver (Black) Men
Massimo Matteo Woven Strap Driver (Black) Men's Shoes
On sale - now $57.67
was $79

Massimo Matteo Woven Strap Driver (Elba Blue) Men
Massimo Matteo Woven Strap Driver (Elba Blue) Men's Shoes
On sale - now $71.1
was $79

Massimo Matteo Woven Strap Driver (Havana) Men
Massimo Matteo Woven Strap Driver (Havana) Men's Shoes
On sale - now $57.67
was $79

Massimo Matteo Wrapped Bit Tassel Driver (Elba Blue) Men
Massimo Matteo Wrapped Bit Tassel Driver (Elba Blue) Men's Shoes
On sale - now $71.1
was $79