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
Massimo Matteo Almansa Moccasin Bit
On sale - now $126.71
was $195

Massimo Matteo Almansa Moccasin Bit
Massimo Matteo Almansa Moccasin Bit
$195

Massimo Matteo Almansa Single Monk Strap
Massimo Matteo Almansa Single Monk Strap
On sale - now $169.75
was $175

Massimo Matteo Bit Driver 21
Massimo Matteo Bit Driver 21
$69

Massimo Matteo Bit Strap Driver
Massimo Matteo Bit Strap Driver
$59

Massimo Matteo Bit Strap Driver
Massimo Matteo Bit Strap Driver
$59

Massimo Matteo Box Leather Penny Loafer
Massimo Matteo Box Leather Penny Loafer
On sale - now $47.91
was $64.95

Massimo Matteo Box Leather Penny Loafer
Massimo Matteo Box Leather Penny Loafer
$64.95

Massimo Matteo Double Strap Nubuck Driver
Massimo Matteo Double Strap Nubuck Driver
$84.95

Massimo Matteo Double Strap Nubuck Driver
Massimo Matteo Double Strap Nubuck Driver
$84.95

Massimo Matteo Driver With Bit
Massimo Matteo Driver With Bit
$69

Massimo Matteo Driver With Bit
Massimo Matteo Driver With Bit
$69

Massimo Matteo Featherweight Comfort Lace-Up
Massimo Matteo Featherweight Comfort Lace-Up
$99

Massimo Matteo Florencia Penny Driver
Massimo Matteo Florencia Penny Driver
$59

Massimo Matteo Florencia Penny Driver
Massimo Matteo Florencia Penny Driver
$59

Massimo Matteo Florencia Penny Driver
Massimo Matteo Florencia Penny Driver
$59

Massimo Matteo Italian Bal Cap Toe
Massimo Matteo Italian Bal Cap Toe
$169

Massimo Matteo Italian Cap Toe
Massimo Matteo Italian Cap Toe
$154

Massimo Matteo Italian Cap Toe
Massimo Matteo Italian Cap Toe
$154

Massimo Matteo Italian Double Monk
Massimo Matteo Italian Double Monk
$149

Massimo Matteo Italian Double Monk
Massimo Matteo Italian Double Monk
$149

Massimo Matteo Italian Velvet Slip-On
Massimo Matteo Italian Velvet Slip-On
$149

Massimo Matteo Italian Velvet Slip-On
Massimo Matteo Italian Velvet Slip-On
$149

Massimo Matteo Italian Wing Tip
Massimo Matteo Italian Wing Tip
On sale - now $119.99
was $159

Massimo Matteo Italian Wing Tip
Massimo Matteo Italian Wing Tip
$159

Massimo Matteo Leather Saddle Driver
Massimo Matteo Leather Saddle Driver
$89

Massimo Matteo Leather Saddle Driver
Massimo Matteo Leather Saddle Driver
$89

Massimo Matteo Leather Saddle Driver
Massimo Matteo Leather Saddle Driver
$89

Massimo Matteo Leather Saddle Driver
Massimo Matteo Leather Saddle Driver
$89

Massimo Matteo Leather Strap Driver
Massimo Matteo Leather Strap Driver
$74.95

Massimo Matteo Leather Strap Driver
Massimo Matteo Leather Strap Driver
$74.95

Massimo Matteo Leather Strap Driver 22
Massimo Matteo Leather Strap Driver 22
$84.95

Massimo Matteo Leather Strap Driver 22
Massimo Matteo Leather Strap Driver 22
$84.95

Massimo Matteo Natural Fiber Venetian
Massimo Matteo Natural Fiber Venetian
$79

Massimo Matteo Natural Fiber Venetian
Massimo Matteo Natural Fiber Venetian
$79

Massimo Matteo Pitstop Penny Driver
Massimo Matteo Pitstop Penny Driver
$59

Massimo Matteo Pitstop Penny Driver
Massimo Matteo Pitstop Penny Driver
$59

Massimo Matteo Pitstop Penny Driver
Massimo Matteo Pitstop Penny Driver
$59

Massimo Matteo Plaid Tie Driver
Massimo Matteo Plaid Tie Driver
$84.95

Massimo Matteo Ponte Vecchio Bit Loafer
Massimo Matteo Ponte Vecchio Bit Loafer
On sale - now $143.65
was $169

Massimo Matteo Ponte Vecchio Bit Loafer
Massimo Matteo Ponte Vecchio Bit Loafer
$169

Massimo Matteo Ponte Vecchio Cap Toe Bal
Massimo Matteo Ponte Vecchio Cap Toe Bal
On sale - now $114.2
was $184.95

Massimo Matteo Ponte Vecchio Cap Toe Bal
Massimo Matteo Ponte Vecchio Cap Toe Bal
$184.95

Massimo Matteo Ponte Vecchio Cap Toe Loafer
Massimo Matteo Ponte Vecchio Cap Toe Loafer
On sale - now $105.97
was $179

Massimo Matteo Ponte Vecchio Cap Toe Loafer
Massimo Matteo Ponte Vecchio Cap Toe Loafer
$179

Massimo Matteo Ponte Vecchio Double Monk
Massimo Matteo Ponte Vecchio Double Monk
On sale - now $114.95
was $184.95

Massimo Matteo Ponte Vecchio Double Monk
Massimo Matteo Ponte Vecchio Double Monk
On sale - now $115.07
was $184.95

Massimo Matteo Ponte Vecchio Double Monk
Massimo Matteo Ponte Vecchio Double Monk
On sale - now $115.21
was $184.95

Massimo Matteo Ponte Vecchio Double Monk
Massimo Matteo Ponte Vecchio Double Monk
On sale - now $165.99
was $184.95

Massimo Matteo Ponte Vecchio Double Monk Moc Toe
Massimo Matteo Ponte Vecchio Double Monk Moc Toe
On sale - now $110.99
was $184.95

Massimo Matteo Ponte Vecchio Double Monk Moc Toe
Massimo Matteo Ponte Vecchio Double Monk Moc Toe
$184.95

Massimo Matteo Ponte Vecchio Formal Bal
Massimo Matteo Ponte Vecchio Formal Bal
On sale - now $102.99
was $184.95

Massimo Matteo Ponte Vecchio Formal Bal
Massimo Matteo Ponte Vecchio Formal Bal
On sale - now $165.99
was $184.95

Massimo Matteo Ponte Vecchio Formal Bit Loafer
Massimo Matteo Ponte Vecchio Formal Bit Loafer
$184.95

Massimo Matteo Ponte Vecchio Formal Loafer
Massimo Matteo Ponte Vecchio Formal Loafer
$154.95

Massimo Matteo Ponte Vecchio Oxford
Massimo Matteo Ponte Vecchio Oxford
On sale - now $163.3
was $164.95

Massimo Matteo Ponte Vecchio Oxford
Massimo Matteo Ponte Vecchio Oxford
$164.95

Massimo Matteo Ponte Vecchio Oxford
Massimo Matteo Ponte Vecchio Oxford
$164.95

Massimo Matteo Ponte Vecchio Patent with Strap
Massimo Matteo Ponte Vecchio Patent with Strap
$169

Massimo Matteo Ponte Vecchio Penny Loafer
Massimo Matteo Ponte Vecchio Penny Loafer
On sale - now $147.03
was $169

Massimo Matteo Ponte Vecchio Penny Loafer
Massimo Matteo Ponte Vecchio Penny Loafer
$169

Massimo Matteo Ponte Vecchio Penny Loafer
Massimo Matteo Ponte Vecchio Penny Loafer
$179

Massimo Matteo Ponte Vecchio Single Monk
Massimo Matteo Ponte Vecchio Single Monk
On sale - now $100.99
was $169

Massimo Matteo Ponte Vecchio Single Monk
Massimo Matteo Ponte Vecchio Single Monk
On sale - now $117.99
was $169

Massimo Matteo Ponte Vecchio Slip-On
Massimo Matteo Ponte Vecchio Slip-On
$179

Massimo Matteo Ponte Vecchio Slip-On
Massimo Matteo Ponte Vecchio Slip-On
$179

Massimo Matteo Ponte Vecchio Slip-On
Massimo Matteo Ponte Vecchio Slip-On
$179

Massimo Matteo Ponte Vecchio Tassel Loafer
Massimo Matteo Ponte Vecchio Tassel Loafer
$184.95

Massimo Matteo Ponte Vecchio Two-Tone Wing Tip
Massimo Matteo Ponte Vecchio Two-Tone Wing Tip
On sale - now $170.99
was $189

Massimo Matteo Ponte Vecchio Woven Penny
Massimo Matteo Ponte Vecchio Woven Penny
$189

Massimo Matteo Ponte Vecchio Woven Penny
Massimo Matteo Ponte Vecchio Woven Penny
$189

Massimo Matteo Rope Bit Driver 22
Massimo Matteo Rope Bit Driver 22
$74.95

Massimo Matteo Rope Bit Driver 22
Massimo Matteo Rope Bit Driver 22
$74.95

Massimo Matteo Rope Bit Driver 22
Massimo Matteo Rope Bit Driver 22
$74.95

Massimo Matteo Rope Bit Driver 22
Massimo Matteo Rope Bit Driver 22
$74.95

Massimo Matteo Rope Tassel Driver
Massimo Matteo Rope Tassel Driver
$79

Massimo Matteo Rope Tassel Driver
Massimo Matteo Rope Tassel Driver
$79

Massimo Matteo Rope Tassel Driver
Massimo Matteo Rope Tassel Driver
$79

Massimo Matteo Rope Tassel Driver
Massimo Matteo Rope Tassel Driver
$79

Massimo Matteo Rope Tassel Driver
Massimo Matteo Rope Tassel Driver
$79

Massimo Matteo Saffiano Penny Driver
Massimo Matteo Saffiano Penny Driver
$69

Massimo Matteo Saffiano Penny Driver
Massimo Matteo Saffiano Penny Driver
$69

Massimo Matteo Saffiano Penny Driver
Massimo Matteo Saffiano Penny Driver
$69

Massimo Matteo Saffiano Penny Driver
Massimo Matteo Saffiano Penny Driver
$69

Massimo Matteo Strap Driver with Ornament
Massimo Matteo Strap Driver with Ornament
$84.95

Massimo Matteo Strap Driver with Ornament
Massimo Matteo Strap Driver with Ornament
$84.95

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
On sale - now $28.86
was $69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Suede Penny Driver
Massimo Matteo Suede Penny Driver
$69

Massimo Matteo Tuscany Alexia Formal Loafer
Massimo Matteo Tuscany Alexia Formal Loafer
$174.95

Massimo Matteo Tuscany Bit Loafer
Massimo Matteo Tuscany Bit Loafer
$184.95

Massimo Matteo Tuscany Bit Loafer
Massimo Matteo Tuscany Bit Loafer
$184.95

Massimo Matteo Tuscany Blucher
Massimo Matteo Tuscany Blucher
$199

Massimo Matteo Tuscany Blucher
Massimo Matteo Tuscany Blucher
$199

Massimo Matteo Tuscany Blucher
Massimo Matteo Tuscany Blucher
$199

Massimo Matteo Tuscany Blucher
Massimo Matteo Tuscany Blucher
$199

Massimo Matteo Tuscany Blucher
Massimo Matteo Tuscany Blucher
$199

Massimo Matteo Tuscany Blucher
Massimo Matteo Tuscany Blucher
$199

Massimo Matteo Tuscany Dora Formal Bit Loafer
Massimo Matteo Tuscany Dora Formal Bit Loafer
$179

Massimo Matteo Tuscany Jamiro Formal Loafer
Massimo Matteo Tuscany Jamiro Formal Loafer
$184.95

Massimo Matteo Tuscany Single Monk
Massimo Matteo Tuscany Single Monk
$199

Massimo Matteo Tuscany Single Monk
Massimo Matteo Tuscany Single Monk
$199

Massimo Matteo Tuscany Single Monk
Massimo Matteo Tuscany Single Monk
$199

Massimo Matteo Tuscany Single Monk
Massimo Matteo Tuscany Single Monk
$199

Massimo Matteo Tuscany Strap Penny Loafer
Massimo Matteo Tuscany Strap Penny Loafer
$189

Massimo Matteo Tuscany Strap Penny Loafer
Massimo Matteo Tuscany Strap Penny Loafer
$189

Massimo Matteo Tuscany Strap Penny Loafer
Massimo Matteo Tuscany Strap Penny Loafer
$189

Massimo Matteo Tuscany Strap Penny Loafer
Massimo Matteo Tuscany Strap Penny Loafer
$189

Massimo Matteo Tuscany Suede Loafer
Massimo Matteo Tuscany Suede Loafer
$169

Massimo Matteo Tuscany Suede Loafer
Massimo Matteo Tuscany Suede Loafer
$169

Massimo Matteo Tuscany Suede Loafer
Massimo Matteo Tuscany Suede Loafer
$169

Massimo Matteo Tuscany Suede Loafer
Massimo Matteo Tuscany Suede Loafer
$169

Massimo Matteo Two-Tone Double Monk
Massimo Matteo Two-Tone Double Monk
On sale - now $99.99
was $165

Massimo Matteo Two-Tone Double Monk
Massimo Matteo Two-Tone Double Monk
On sale - now $99.99
was $165

Massimo Matteo Two-Tone Penny Driver
Massimo Matteo Two-Tone Penny Driver
$69

Massimo Matteo Two-Tone Penny Driver
Massimo Matteo Two-Tone Penny Driver
$69

Massimo Matteo Velvet Slip-On
Massimo Matteo Velvet Slip-On
On sale - now $134.99
was $149

Massimo Matteo Venetian Driver
Massimo Matteo Venetian Driver
On sale - now $40.99
was $59

Massimo Matteo Venetian Driver
Massimo Matteo Venetian Driver
On sale - now $45.62
was $59

Massimo Matteo Venetian Driver
Massimo Matteo Venetian Driver
$65

Massimo Matteo Venetian Driver
Massimo Matteo Venetian Driver
$65

Massimo Matteo Venetian Driver
Massimo Matteo Venetian Driver
$65

Massimo Matteo Venetian Driver
Massimo Matteo Venetian Driver
$65

Massimo Matteo Venetian Driver
Massimo Matteo Venetian Driver
$65

Massimo Matteo Woven Bit Driver 22
Massimo Matteo Woven Bit Driver 22
$99

Massimo Matteo Woven Bit Driver 22
Massimo Matteo Woven Bit Driver 22
$99

Massimo Matteo Wrapped Bit Tassel Driver
Massimo Matteo Wrapped Bit Tassel Driver
$79

Massimo Matteo Wrapped Bit Tassel Driver
Massimo Matteo Wrapped Bit Tassel Driver
$79

Massimo Matteo Wrapped Bit Tassel Driver
Massimo Matteo Wrapped Bit Tassel Driver
$79