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 $146.25
was $195

Massimo Matteo Bit Strap Driver (Whiskey) Men
Massimo Matteo Bit Strap Driver (Whiskey) Men's Shoes
On sale - now $53.1
was $59

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 (Cognac) Men
Massimo Matteo Corazzano Kitlie (Cognac) Men's Shoes
On sale - now $149.25
was $199

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

Massimo Matteo Corazzano Penny Loafer (Navy) Men
Massimo Matteo Corazzano Penny Loafer (Navy) Men's Shoes
On sale - now $157.21
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 $156.75
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
On sale - now $103.45
was $114.95

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 $60.72
was $69

Massimo Matteo Faux Fur Penny Loafer (Cafe) Men
Massimo Matteo Faux Fur Penny Loafer (Cafe) Men's Shoes
On sale - now $26.7
was $89

Massimo Matteo Florencia Penny Driver (Medium Brown) Men
Massimo Matteo Florencia Penny Driver (Medium Brown) Men's Slip on Shoes
On sale - now $50.74
was $59

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 (Blue) Men
Massimo Matteo Italian Velvet Slip-On (Blue) Men's Shoes
On sale - now $131.21
was $174.95

Massimo Matteo Italian Velvet Slip-On (Burgundy) Men
Massimo Matteo Italian Velvet Slip-On (Burgundy) Men's Shoes
On sale - now $93.87
was $149

Massimo Matteo Italian Wing Tip (Black) Men
Massimo Matteo Italian Wing Tip (Black) Men's Shoes
On sale - now $127.2
was $159

Massimo Matteo Moccasin Loafers (Black) Men
Massimo Matteo Moccasin Loafers (Black) Men's Lace Up Wing Tip Shoes
On sale - now $99.19
was $109

Massimo Matteo Moccasin Loafers (Madiera) Men
Massimo Matteo Moccasin Loafers (Madiera) Men's Lace Up Wing Tip Shoes
On sale - now $81.75
was $109

Massimo Matteo Nappa Slip-On Loafer (Black) Men
Massimo Matteo Nappa Slip-On Loafer (Black) Men's Shoes
On sale - now $134.25
was $179

Massimo Matteo Penny Moccasin (Astrid) Men
Massimo Matteo Penny Moccasin (Astrid) Men's Lace Up Wing Tip Shoes
On sale - now $97.01
was $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 (Brown) Men
Massimo Matteo Pitstop Penny Driver (Brown) Men's Slip on Shoes
On sale - now $44.25
was $59

Massimo Matteo Ponte Vecchio Formal Loafer (Black) Men
Massimo Matteo Ponte Vecchio Formal Loafer (Black) Men's Shoes
On sale - now $106.91
was $154.95

Massimo Matteo Ponte Vecchio Oxford (Burnished Tan) Men
Massimo Matteo Ponte Vecchio Oxford (Burnished Tan) 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 $145.34
was $169

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 Strap Driver with Ornament (Black) Men
Massimo Matteo Strap Driver with Ornament (Black) Men's Shoes
On sale - now $63.71
was $84.95

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
On sale - now $109.2
was $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 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 Velour Penny Loafer (Deep Blue) Men
Massimo Matteo Velour Penny Loafer (Deep Blue) Men's Shoes
On sale - now $177.11
was $199

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

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

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 $61.38
was $99

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