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 4-Eye Blucher Classic 24 (Black) Men
Massimo Matteo 4-Eye Blucher Classic 24 (Black) Men's Lace Up Wing Tip Shoes
$114.95

Massimo Matteo 4-Eye Blucher Classic 24 (Tan) Men
Massimo Matteo 4-Eye Blucher Classic 24 (Tan) Men's Lace Up Wing Tip Shoes
$114.95

Massimo Matteo Almansa Moccasin Bit (Black) Men
Massimo Matteo Almansa Moccasin Bit (Black) Men's Shoes
On sale - now $107.25
was $195

Massimo Matteo Bit Strap Driver (Black) Men
Massimo Matteo Bit Strap Driver (Black) Men's Shoes
On sale - now $35.99
was $59

Massimo Matteo Bit Strap Driver (Whiskey) Men
Massimo Matteo Bit Strap Driver (Whiskey) Men's Shoes
On sale - now $37.76
was $59

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
On sale - now $164.25
was $219

Massimo Matteo Corazzano Kitlie (Black) Men
Massimo Matteo Corazzano Kitlie (Black) Men's Shoes
On sale - now $109.45
was $199

Massimo Matteo Corazzano Kitlie (Cognac) Men
Massimo Matteo Corazzano Kitlie (Cognac) Men's Shoes
On sale - now $145.27
was $199

Massimo Matteo Corazzano Oxford (Black) Men
Massimo Matteo Corazzano Oxford (Black) Men's Shoes
On sale - now $164.25
was $219

Massimo Matteo Corazzano Penny Loafer (Black) Men
Massimo Matteo Corazzano Penny Loafer (Black) Men's Shoes
On sale - now $149.25
was $199

Massimo Matteo Corazzano Penny Loafer (Burgundy) Men
Massimo Matteo Corazzano Penny Loafer (Burgundy) Men's Shoes
On sale - now $149.25
was $199

Massimo Matteo Corazzano Penny Loafer (Camel) Men
Massimo Matteo Corazzano Penny Loafer (Camel) Men's Shoes
On sale - now $109.45
was $199

Massimo Matteo Corazzano Penny Loafer (Navy) Men
Massimo Matteo Corazzano Penny Loafer (Navy) Men's Shoes
On sale - now $149.25
was $199

Massimo Matteo Corazzano Wing Tip (Black) Men
Massimo Matteo Corazzano Wing Tip (Black) Men's Shoes
On sale - now $156.75
was $209

Massimo Matteo Corazzano Wing Tip (Cioccolato) Men
Massimo Matteo Corazzano Wing Tip (Cioccolato) Men's Shoes
On sale - now $140.03
was $209

Massimo Matteo Double Monk Classic 24 (Black) Men
Massimo Matteo Double Monk Classic 24 (Black) Men's Lace Up Wing Tip Shoes
$114.95

Massimo Matteo Double Monk Classic 24 (Whisky) Men
Massimo Matteo Double Monk Classic 24 (Whisky) Men's Lace Up Wing Tip Shoes
$114.95

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 $43.47
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
$59

Massimo Matteo Florencia Penny Driver (Medium Brown) Men
Massimo Matteo Florencia Penny Driver (Medium Brown) Men's Slip on Shoes
On sale - now $32.45
was $59

Massimo Matteo Italian Cap Toe (Black) Men
Massimo Matteo Italian Cap Toe (Black) Men's Shoes
On sale - now $84.7
was $154

Massimo Matteo Italian Velvet Slip-On (Blue) Men
Massimo Matteo Italian Velvet Slip-On (Blue) Men's Shoes
On sale - now $96.22
was $174.95

Massimo Matteo Italian Velvet Slip-On (Burgundy) Men
Massimo Matteo Italian Velvet Slip-On (Burgundy) Men's Shoes
On sale - now $81.95
was $149

Massimo Matteo Italian Wing Tip (Black) Men
Massimo Matteo Italian Wing Tip (Black) Men's Shoes
On sale - now $119.25
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 $43.61
was $89

Massimo Matteo Leather Saddle Driver (Elba Blue) Men
Massimo Matteo Leather Saddle Driver (Elba Blue) Men's Shoes
On sale - now $35.6
was $89

Massimo Matteo Moccasin Loafers (Black) Men
Massimo Matteo Moccasin Loafers (Black) Men's Lace Up Wing Tip Shoes
$109

Massimo Matteo Moccasin Loafers (Madiera) Men
Massimo Matteo Moccasin Loafers (Madiera) Men's Lace Up Wing Tip Shoes
$109

Massimo Matteo Natural Fiber Venetian (Marinho/Elba) Men
Massimo Matteo Natural Fiber Venetian (Marinho/Elba) Men's Shoes
On sale - now $31.6
was $79

Massimo Matteo Natural Fiber Venetian (Natural/Cafe) Men
Massimo Matteo Natural Fiber Venetian (Natural/Cafe) Men's Shoes
On sale - now $36.34
was $79

Massimo Matteo Nubuck Penny Driver (Black) Men
Massimo Matteo Nubuck Penny Driver (Black) Men's Shoes
On sale - now $71.1
was $79

Massimo Matteo Nubuck Penny Driver (Creme) Men
Massimo Matteo Nubuck Penny Driver (Creme) Men's Shoes
On sale - now $59.25
was $79

Massimo Matteo Nubuck Penny Driver (Verde) Men
Massimo Matteo Nubuck Penny Driver (Verde) Men's Shoes
On sale - now $52.93
was $79

Massimo Matteo Penny Moccasin (Astrid) Men
Massimo Matteo Penny Moccasin (Astrid) Men's Lace Up Wing Tip Shoes
$109

Massimo Matteo Penny Moccasin (Black) Men
Massimo Matteo Penny Moccasin (Black) Men's Lace Up Wing Tip Shoes
$109

Massimo Matteo Pitstop Penny Driver (Black) Men
Massimo Matteo Pitstop Penny Driver (Black) Men's Slip on Shoes
On sale - now $32.45
was $59

Massimo Matteo Ponte Vecchio Formal Loafer (Black) Men
Massimo Matteo Ponte Vecchio Formal Loafer (Black) Men's Shoes
On sale - now $82.12
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 $111.54
was $169

Massimo Matteo Ponte Vecchio Penny Loafer (Navy) Men
Massimo Matteo Ponte Vecchio Penny Loafer (Navy) Men's Shoes
On sale - now $157.21
was $199

Massimo Matteo Ponte Vecchio Penny Loafer (Nutella) Men
Massimo Matteo Ponte Vecchio Penny Loafer (Nutella) Men's Shoes
On sale - now $109.45
was $199

Massimo Matteo Ponte Vecchio Woven Penny (Cuoio) Men
Massimo Matteo Ponte Vecchio Woven Penny (Cuoio) Men's Shoes
On sale - now $102.06
was $189

Massimo Matteo Ponte Veccio Double Monk Strap (Black) Men
Massimo Matteo Ponte Veccio Double Monk Strap (Black) Men's Shoes
On sale - now $111.51
was $189

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

Massimo Matteo Saffiano Penny Driver (Black) Men
Massimo Matteo Saffiano Penny Driver (Black) Men's Shoes
On sale - now $44.85
was $69

Massimo Matteo Slip-On Loafers Classic (Black) Men
Massimo Matteo Slip-On Loafers Classic (Black) Men's Lace Up Wing Tip Shoes
$119

Massimo Matteo Slip-On Loafers Classic (Cafe) Men
Massimo Matteo Slip-On Loafers Classic (Cafe) Men's Lace Up Wing Tip Shoes
$119

Massimo Matteo Slip-On Loafers Classic (Whisky) Men
Massimo Matteo Slip-On Loafers Classic (Whisky) Men's Lace Up Wing Tip Shoes
$119

Massimo Matteo Slip-On with Buckle (Black) Men
Massimo Matteo Slip-On with Buckle (Black) Men's Lace Up Wing Tip Shoes
$129

Massimo Matteo Slip-On with Buckle (Whisky) Men
Massimo Matteo Slip-On with Buckle (Whisky) Men's Lace Up Wing Tip Shoes
$129

Massimo Matteo Stitched Penny Loafers (Black) Men
Massimo Matteo Stitched Penny Loafers (Black) Men's Lace Up Wing Tip Shoes
$124.95

Massimo Matteo Suede Lace-Up Oxford Classic (Black) Men
Massimo Matteo Suede Lace-Up Oxford Classic (Black) Men's Lace Up Wing Tip Shoes
$114.95

Massimo Matteo Suede Lace-Up Oxford Classic (Cafe) Men
Massimo Matteo Suede Lace-Up Oxford Classic (Cafe) Men's Lace Up Wing Tip Shoes
$114.95

Massimo Matteo Suede Lace-Up Oxford Classic (Castor) Men
Massimo Matteo Suede Lace-Up Oxford Classic (Castor) Men's Lace Up Wing Tip Shoes
$114.95

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/Dattero) Men
Massimo Matteo Two-Tone Double Monk (Grey/Dattero) Men's Shoes
On sale - now $118.8
was $165

Massimo Matteo Velour Penny Loafer (Black) Men
Massimo Matteo Velour Penny Loafer (Black) Men's Shoes
On sale - now $121.39
was $199

Massimo Matteo Velour Penny Loafer (Cappucino) Men
Massimo Matteo Velour Penny Loafer (Cappucino) Men's Shoes
On sale - now $145.27
was $199

Massimo Matteo Velour Penny Loafer (Cognac) Men
Massimo Matteo Velour Penny Loafer (Cognac) Men's Shoes
On sale - now $109.45
was $199

Massimo Matteo Velour Penny Loafer (Deep Blue) Men
Massimo Matteo Velour Penny Loafer (Deep Blue) Men's Shoes
On sale - now $109.45
was $199

Massimo Matteo Velour Penny Loafer (Espresso) Men
Massimo Matteo Velour Penny Loafer (Espresso) Men's Shoes
On sale - now $187.06
was $199

Massimo Matteo Velour Penny Loafer (Verdone) Men
Massimo Matteo Velour Penny Loafer (Verdone) Men's Shoes
On sale - now $109.45
was $199

Massimo Matteo Venetian Driver (Black) Men
Massimo Matteo Venetian Driver (Black) Men's Slip on Shoes
On sale - now $48.1
was $65

Massimo Matteo Venetian Driver (Cafe) Men
Massimo Matteo Venetian Driver (Cafe) Men's Slip on Shoes
On sale - now $42.25
was $65

Massimo Matteo Venetian Driver (Camel Nubuck) Men
Massimo Matteo Venetian Driver (Camel Nubuck) Men's Slip on Shoes
On sale - now $40.95
was $65

Massimo Matteo Venetian Driver (Marinho Nubuck) Men
Massimo Matteo Venetian Driver (Marinho Nubuck) Men's Slip on Shoes
On sale - now $35.75
was $65

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 Strap Driver (Black) Men
Massimo Matteo Woven Strap Driver (Black) Men's Shoes
On sale - now $54.51
was $79

Massimo Matteo Woven Strap Driver (Elba Blue) Men
Massimo Matteo Woven Strap Driver (Elba Blue) Men's Shoes
On sale - now $59.25
was $79

Massimo Matteo Woven Strap Driver (Havana) Men
Massimo Matteo Woven Strap Driver (Havana) Men's Shoes
On sale - now $59.25
was $79