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 Bit Strap Driver (Black) Men
Massimo Matteo Bit Strap Driver (Black) Men's Shoes
On sale - now $38.35
was $59

Massimo Matteo Bit Strap Driver (Whiskey) Men
Massimo Matteo Bit Strap Driver (Whiskey) Men's Shoes
On sale - now $43.07
was $59

Massimo Matteo Box Leather Penny Loafer (Black) Men
Massimo Matteo Box Leather Penny Loafer (Black) Men's Shoes
On sale - now $55.21
was $64.95

Massimo Matteo Box Leather Penny Loafer (Burgundy) Men
Massimo Matteo Box Leather Penny Loafer (Burgundy) Men's Shoes
On sale - now $54.56
was $64.95

Massimo Matteo Double Strap Nubuck Driver (Azul) Men
Massimo Matteo Double Strap Nubuck Driver (Azul) Men's Shoes
On sale - now $54
was $84.95

Massimo Matteo Double Strap Nubuck Driver (Black) Men
Massimo Matteo Double Strap Nubuck Driver (Black) Men's Shoes
On sale - now $72.21
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 $42.78
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 $43.47
was $69

Massimo Matteo Florencia Penny Driver (Black) Men
Massimo Matteo Florencia Penny Driver (Black) Men's Slip on Shoes
On sale - now $45.43
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 $38.35
was $59

Massimo Matteo Florencia Penny Driver (Whiskey) Men
Massimo Matteo Florencia Penny Driver (Whiskey) Men's Slip on Shoes
$59

Massimo Matteo Italian Bal Cap Toe (Black) Men
Massimo Matteo Italian Bal Cap Toe (Black) Men's Shoes
$169

Massimo Matteo Italian Cap Toe (Black) Men
Massimo Matteo Italian Cap Toe (Black) Men's Shoes
$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 (Black) Men
Massimo Matteo Italian Velvet Slip-On (Black) Men's Shoes
$149

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

Massimo Matteo Italian Wing Tip (Black) Men
Massimo Matteo Italian Wing Tip (Black) Men's Shoes
On sale - now $136.74
was $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 $61.41
was $89

Massimo Matteo Leather Saddle Driver (Elba Blue) Men
Massimo Matteo Leather Saddle Driver (Elba Blue) Men's Shoes
On sale - now $39.16
was $89

Massimo Matteo Leather Saddle Driver (Tan) Men
Massimo Matteo Leather Saddle Driver (Tan) Men's Shoes
On sale - now $46.28
was $89

Massimo Matteo Leather Strap Driver (Black) Men
Massimo Matteo Leather Strap Driver (Black) Men's Shoes
On sale - now $56.21
was $74.95

Massimo Matteo Leather Strap Driver (Desert) Men
Massimo Matteo Leather Strap Driver (Desert) Men's Shoes
On sale - now $41.23
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 $40.77
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 $45.87
was $84.95

Massimo Matteo Natural Fiber Venetian (Marinho/Elba) Men
Massimo Matteo Natural Fiber Venetian (Marinho/Elba) Men's Shoes
On sale - now $42.66
was $79

Massimo Matteo Natural Fiber Venetian (Natural/Cafe) Men
Massimo Matteo Natural Fiber Venetian (Natural/Cafe) Men's Shoes
On sale - now $48.58
was $79

Massimo Matteo Pitstop Penny Driver (Black) Men
Massimo Matteo Pitstop Penny Driver (Black) Men's Slip on Shoes
On sale - now $46.02
was $59

Massimo Matteo Pitstop Penny Driver (Brown) Men
Massimo Matteo Pitstop Penny Driver (Brown) Men's Slip on Shoes
On sale - now $48.38
was $59

Massimo Matteo Pitstop Penny Driver (Deep Cognac) Men
Massimo Matteo Pitstop Penny Driver (Deep Cognac) Men's Slip on Shoes
On sale - now $28.32
was $59

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

Massimo Matteo Ponte Vecchio Bit Loafer (Mauro) Men
Massimo Matteo Ponte Vecchio Bit Loafer (Mauro) Men's Shoes
On sale - now $89.57
was $169

Massimo Matteo Ponte Vecchio Formal Loafer (Black) Men
Massimo Matteo Ponte Vecchio Formal Loafer (Black) Men's Shoes
On sale - now $69.73
was $154.95

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

Massimo Matteo Ponte Vecchio Oxford (Burnished Tan) Men
Massimo Matteo Ponte Vecchio Oxford (Burnished Tan) Men's Shoes
On sale - now $113.82
was $164.95

Massimo Matteo Ponte Vecchio Oxford (Cognac) Men
Massimo Matteo Ponte Vecchio Oxford (Cognac) Men's Shoes
On sale - now $65.98
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 $89.57
was $169

Massimo Matteo Ponte Vecchio Penny Loafer (Black) Men
Massimo Matteo Ponte Vecchio Penny Loafer (Black) Men's Shoes
On sale - now $92.95
was $169

Massimo Matteo Ponte Vecchio Penny Loafer (Cognac) Men
Massimo Matteo Ponte Vecchio Penny Loafer (Cognac) Men's Shoes
On sale - now $92.95
was $169

Massimo Matteo Ponte Vecchio Single Monk (Black) Men
Massimo Matteo Ponte Vecchio Single Monk (Black) Men's Shoes
On sale - now $74.36
was $169

Massimo Matteo Ponte Vecchio Single Monk (Burnished Tan) Men
Massimo Matteo Ponte Vecchio Single Monk (Burnished Tan) Men's Shoes
On sale - now $76.05
was $169

Massimo Matteo Ponte Vecchio Woven Penny (Cuoio) Men
Massimo Matteo Ponte Vecchio Woven Penny (Cuoio) Men's Shoes
On sale - now $132.09
was $189

Massimo Matteo Rope Bit Driver 22 (Black) Men
Massimo Matteo Rope Bit Driver 22 (Black) Men's Shoes
On sale - now $35.98
was $74.95

Massimo Matteo Rope Tassel Driver (Royal) Men
Massimo Matteo Rope Tassel Driver (Royal) Men's Shoes
On sale - now $52.93
was $79

Massimo Matteo Rope Tassel Driver (Tan) Men
Massimo Matteo Rope Tassel Driver (Tan) Men's Shoes
On sale - now $61.62
was $79

Massimo Matteo Rope Tassel Driver (Vetiver) Men
Massimo Matteo Rope Tassel Driver (Vetiver) Men's Shoes
On sale - now $50.56
was $79

Massimo Matteo Rope Tassel Driver (White) Men
Massimo Matteo Rope Tassel Driver (White) Men's Shoes
On sale - now $54.51
was $79

Massimo Matteo Saffiano Penny Driver (Black) Men
Massimo Matteo Saffiano Penny Driver (Black) Men's Shoes
On sale - now $65.55
was $69

Massimo Matteo Strap Driver with Ornament (Black) Men
Massimo Matteo Strap Driver with Ornament (Black) Men's Shoes
On sale - now $56.07
was $84.95

Massimo Matteo Strap Driver with Ornament (Tan) Men
Massimo Matteo Strap Driver with Ornament (Tan) Men's Shoes
On sale - now $37.37
was $84.95

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

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

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

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

Massimo Matteo Suede Penny Driver (Off-White) Men
Massimo Matteo Suede Penny Driver (Off-White) Men's Shoes
$69

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

Massimo Matteo Suede Penny Driver (Turquoise) Men
Massimo Matteo Suede Penny Driver (Turquoise) Men's Shoes
On sale - now $44.16
was $69

Massimo Matteo Suede Penny Driver (Vinho) Men
Massimo Matteo Suede Penny Driver (Vinho) Men's Shoes
On sale - now $50.37
was $69

Massimo Matteo Tuscany Blucher (Black) Men
Massimo Matteo Tuscany Blucher (Black) Men's Shoes
On sale - now $149.25
was $199

Massimo Matteo Tuscany Blucher (Cocco) Men
Massimo Matteo Tuscany Blucher (Cocco) Men's Shoes
On sale - now $101.49
was $199

Massimo Matteo Tuscany Blucher (Tan) Men
Massimo Matteo Tuscany Blucher (Tan) Men's Shoes
On sale - now $83.58
was $199

Massimo Matteo Tuscany Single Monk (Black) Men
Massimo Matteo Tuscany Single Monk (Black) Men's Shoes
On sale - now $133.33
was $199

Massimo Matteo Tuscany Single Monk (Marrone) Men
Massimo Matteo Tuscany Single Monk (Marrone) Men's Shoes
On sale - now $109.45
was $199

Massimo Matteo Tuscany Strap Penny Loafer (Black) Men
Massimo Matteo Tuscany Strap Penny Loafer (Black) Men's Shoes
On sale - now $119.07
was $189

Massimo Matteo Tuscany Strap Penny Loafer (Nut) Men
Massimo Matteo Tuscany Strap Penny Loafer (Nut) Men's Shoes
$189

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/Dattero) Men
Massimo Matteo Two-Tone Double Monk (Grey/Dattero) Men's Shoes
On sale - now $120.45
was $165

Massimo Matteo Venetian Driver (Black) Men
Massimo Matteo Venetian Driver (Black) Men's Slip on Shoes
On sale - now $47.45
was $65

Massimo Matteo Venetian Driver (Cafe) Men
Massimo Matteo Venetian Driver (Cafe) Men's Slip on Shoes
On sale - now $40.3
was $65

Massimo Matteo Venetian Driver (Camel Nubuck) Men
Massimo Matteo Venetian Driver (Camel Nubuck) Men's Slip on Shoes
On sale - now $50.05
was $65

Massimo Matteo Venetian Driver (Marinho Nubuck) Men
Massimo Matteo Venetian Driver (Marinho Nubuck) Men's Slip on Shoes
On sale - now $32.5
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 $45.43
was $59

Massimo Matteo Venetian Driver (Whiskey) Men
Massimo Matteo Venetian Driver (Whiskey) Men's Slip on Shoes
On sale - now $47.45
was $65

Massimo Matteo Woven Bit Driver 22 (Black) Men
Massimo Matteo Woven Bit Driver 22 (Black) Men's Shoes
On sale - now $52.47
was $99

Massimo Matteo Woven Bit Driver 22 (Havana) Men
Massimo Matteo Woven Bit Driver 22 (Havana) Men's Shoes
$99

Massimo Matteo Wrapped Bit Tassel Driver (Elba Blue) Men
Massimo Matteo Wrapped Bit Tassel Driver (Elba Blue) Men's Shoes
On sale - now $34.76
was $79