To Boot New York Guys Dress Shoes

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To Boot New York
$350.00

Create a refined look with the To Boot New York Franklin chukka. ; Textured leather upper features a burnished finish. ; Lace-up f...ront. ; Rounded toe. ; Leather lining and insole. ; Flexible synthetic sole. ; Made in Italy. Measurements: ; Weight: 1 lb 6 oz ; Shaft: 4 in ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size. read more

To Boot New York
$209.98

Cool, casual and versatile, the Barton sneaker is the ideal go-to sneaker for any outfit. ; Smooth, genuine leather upper. ; Flat ...lace-up construction. ; Topstitching detail. ; Padded tongue and collar. ; Leather sock lining and padded leather insole. ; Durable rubber midsole and sole. ; Made in Italy. Measurements: ; Weight: 1 lb 3 oz ; Product measurements were taken using size 11.5, width M. Please note that measurements may vary by size. read more

To Boot New York
$350.00

A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggera...ted profile. Style Name:To Boot New York Alek Penny Loafer (Men). Style Number: 5255317_3. Available in stores. read more

To Boot New York
$395.00

Finely textured leather elevates a crisp Italian loafer shaped in a stylish silhouette and featuring a cushioned, arch-support foo...tbed for all-day comfort. Style Name:To Boot New York Alexander Penny Loafer (Men). Style Number: 5329043. Available in stores. read more

To Boot New York
$395.00

Finely textured leather elevates a crisp Italian loafer shaped in a stylish silhouette and featuring a cushioned, arch-support foo...tbed for all-day comfort. Style Name:To Boot New York Alexander Penny Loafer (Men). Style Number: 5329043. Available in stores. read more

To Boot New York
$395.00

High-shine leather and a deluxe plum-purple leather interior finesse a suave Italian-crafted slip-on loafer. Style Name:To Boot Ne...w York 'Delevan' Loafer (Men). Style Number: 5101265. Available in stores. read more

To Boot New York
$395.00

Finely textured leather elevates a crisp Italian loafer shaped in a stylish silhouette and featuring a cushioned, arch-support foo...tbed for all-day comfort. Style Name:To Boot New York Alexander Penny Loafer (Men). Style Number: 5329043. Available in stores. read more

To Boot New York
$398.00

Rich brogue details define a stylish Italian wingtip crafted from premium calfskin with a cushioned leather footbed. Style Name:To... Boot New York Ambler Wingtip (Men). Style Number: 5480833. Available in stores. read more

To Boot New York
$375.00

Buttery soft burnished leather and impeccable topstitching distinguish a handsome penny loafer crafted in Italy. Style Name:To Boo...t New York Deane Penny Loafer (Men). Style Number: 5480834. Available in stores. read more

To Boot New York
$395.00

Classic broguing traces the contours and adds a flourish to the toe of a wardrobe-staple wingtip oxford with a smartly burnished s...hine. Style Name:To Boot New York Milton Wingtip Oxford (Men). Style Number: 5495104. Available in stores. read more

To Boot New York
$350.00

A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggera...ted profile. Style Name:To Boot New York Alek Penny Loafer (Men). Style Number: 5255317. Available in stores. read more

To Boot New York
$395.00

Classic broguing traces the contours and adds a flourish to the toe of a wardrobe-staple wingtip oxford with a smartly burnished s...hine. Style Name:To Boot New York Milton Wingtip Oxford (Men). Style Number: 5495104. Available in stores. read more

To Boot New York
$375.00

A contoured penny strap and a squared apron toe further the handsome shaping of a full-grain loafer styled with a smartly burnishe...d finish. Style Name:To Boot New York Johnson Penny Loafer (Men). Style Number: 5480819. Available in stores. read more

To Boot New York
$375.00

Buttery soft burnished leather and impeccable topstitching distinguish a handsome penny loafer crafted in Italy. Style Name:To Boo...t New York Deane Penny Loafer (Men). Style Number: 5480834. Available in stores. read more

To Boot New York
$398.00

Rich brogue details define a stylish Italian wingtip crafted from premium calfskin with a cushioned leather footbed. Style Name:To... Boot New York Ambler Wingtip (Men). Style Number: 5480833. Available in stores. read more

To Boot New York
$375.00

Buttery soft burnished leather and impeccable topstitching distinguish a handsome penny loafer crafted in Italy. Style Name:To Boo...t New York Deane Penny Loafer (Men). Style Number: 5480834. Available in stores. read more

To Boot New York
$375.00

Buttery soft burnished leather and impeccable topstitching distinguish a handsome penny loafer crafted in Italy. Style Name:To Boo...t New York Deane Penny Loafer (Men). Style Number: 5480834. Available in stores. read more

To Boot New York
$375.00

A contoured penny strap and a squared apron toe further the handsome shaping of a full-grain loafer styled with a smartly burnishe...d finish. Style Name:To Boot New York Johnson Penny Loafer (Men). Style Number: 5480819. Available in stores. read more

To Boot New York
$395.00

Classic broguing traces the contours and adds a flourish to the toe of a wardrobe-staple wingtip oxford with a smartly burnished s...hine. Style Name:To Boot New York Milton Wingtip Oxford (Men). Style Number: 5495104. Available in stores. read more

To Boot New York
$398.00

Rich brogue details define a stylish Italian wingtip crafted from premium calfskin with a cushioned leather footbed. Style Name:To... Boot New York Ambler Wingtip (Men). Style Number: 5480833. Available in stores. read more

To Boot New York
$395.00

Twin tassels further the casual, timeless appeal of an apron-toe loafer styled with woven lacing wrapping the heel and a Euro-insp...ired elongated footprint. Style Name:To Boot New York Barclay Tassel Loafer (Men). Style Number: 5480823. Available in stores. read more

To Boot New York
$395.00

Twin tassels further the casual, timeless appeal of an apron-toe loafer styled with woven lacing wrapping the heel and a Euro-insp...ired elongated footprint. Style Name:To Boot New York Barclay Tassel Loafer (Men). Style Number: 5480823. Available in stores. read more

To Boot New York
$295.00

A classic penny strap and a stitched moc toe bring easy, casual attitude to a well-cushioned loafer set on a segmented drive sole ...that wraps up the heel. Style Name:To Boot New York Jackson Penny Driving Loafer (Men). Style Number: 5480836. Available in stores. read more

To Boot New York
$398.00

Rich brogue details define a stylish Italian wingtip crafted from premium calfskin with a cushioned leather footbed. Style Name:To... Boot New York Ambler Wingtip (Men). Style Number: 5480833. Available in stores. read more

To Boot New York
$395.00

High-shine leather and a deluxe plum-purple leather interior finesse a suave Italian-crafted slip-on loafer. Style Name:To Boot Ne...w York 'Delevan' Loafer (Men). Style Number: 5101265. Available in stores. read more

To Boot New York
$395.00

Classic broguing traces the contours and adds a flourish to the toe of a wardrobe-staple wingtip oxford with a smartly burnished s...hine. Style Name:To Boot New York Milton Wingtip Oxford (Men). Style Number: 5495104. Available in stores. read more

To Boot New York
$395.00

Classic broguing traces the contours and adds a flourish to the toe of a wardrobe-staple wingtip oxford with a smartly burnished s...hine. Style Name:To Boot New York Milton Wingtip Oxford (Men). Style Number: 5495104. Available in stores. read more

To Boot New York
$395.00

Classic broguing traces the contours and adds a flourish to the toe of a wardrobe-staple wingtip oxford with a smartly burnished s...hine. Style Name:To Boot New York Milton Wingtip Oxford (Men). Style Number: 5495104. Available in stores. read more

To Boot New York
$350.00

A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggera...ted profile. Style Name:To Boot New York Alek Penny Loafer (Men). Style Number: 5255317. Available in stores. read more

To Boot New York
$350.00

A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggera...ted profile. Style Name:To Boot New York Alek Penny Loafer (Men). Style Number: 5255317. Available in stores. read more

To Boot New York
$350.00

A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggera...ted profile. Style Name:To Boot New York Alek Penny Loafer (Men). Style Number: 5255317. Available in stores. read more

To Boot New York
$350.00

A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggera...ted profile. Style Name:To Boot New York Alek Penny Loafer (Men). Style Number: 5255317. Available in stores. read more

To Boot New York
$398.00

Rich brogue details define a stylish Italian wingtip crafted from premium calfskin with a cushioned leather footbed. Style Name:To... Boot New York Ambler Wingtip (Men). Style Number: 5480833. Available in stores. read more

To Boot New York
$375.00

A contoured penny strap and a squared apron toe further the handsome shaping of a full-grain loafer styled with a smartly burnishe...d finish. Style Name:To Boot New York Johnson Penny Loafer (Men). Style Number: 5480819. Available in stores. read more

To Boot New York
$350.00

Polished bit hardware heightens the timeless appeal of an apron-toe loafer crafted from buttery-soft grained leather and grounded ...by a flexible rubber sole. Style Name:To Boot New York Brussels Bit Loafer (Men). Style Number: 5589974. Available in stores. read more

To Boot New York
$395.00

Fine grosgrain construction adds formal texture to a stylish Italian loafer shaped in a clean-cut silhouette. Style Name:To Boot N...ew York Broadway Venetian Loafer (Men). Style Number: 5355304. Available in stores. read more

To Boot New York
$375.00

A contoured penny strap and a squared apron toe further the handsome shaping of a full-grain loafer styled with a smartly burnishe...d finish. Style Name:To Boot New York Johnson Penny Loafer (Men). Style Number: 5480819. Available in stores. read more

To Boot New York
$375.00

A contoured penny strap and a squared apron toe further the handsome shaping of a full-grain loafer styled with a smartly burnishe...d finish. Style Name:To Boot New York Johnson Penny Loafer (Men). Style Number: 5480819. Available in stores. read more

To Boot New York
$350.00

A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggera...ted profile. Style Name:To Boot New York Alek Penny Loafer (Men). Style Number: 5255317. Available in stores. read more

To Boot New York
$350.00

A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggera...ted profile. Style Name:To Boot New York Alek Penny Loafer (Men). Style Number: 5255317_3. Available in stores. read more

To Boot New York
$425.00 $266.66

Rich burnished leather tops an elegantly crafted wing tip with classic brogue trim. Style Name:To Boot New York 'Windsor' Wingtip ...Oxford (Men) (Online Only). Style Number: 350183_1. Available in stores. read more

To Boot New York
$375.00

Buttery soft burnished leather and impeccable topstitching distinguish a handsome penny loafer crafted in Italy. Style Name:To Boo...t New York Deane Penny Loafer (Men). Style Number: 5480834. Available in stores. read more

To Boot New York
$450.00 $299.90

Traditional broguing traces the contours and finishes the toe of a wardrobe-staple wingtip styled for versatility with classic der...by lacing. Style Name:To Boot New York Kipling Wingtip Derby (Men). Style Number: 5561226. Available in stores. read more

To Boot New York
$450.00 $299.90

Traditional broguing traces the contours and finishes the toe of a wardrobe-staple wingtip styled for versatility with classic der...by lacing. Style Name:To Boot New York Kipling Wingtip Derby (Men). Style Number: 5561226. Available in stores. read more

To Boot New York
$350.00 $233.90

A lightly squared apron toe fronts a handsome loafer crafted in Italy with a simple penny strap and a neatly burnished finish. Sty...le Name:To Boot New York Raleigh Apron Toe Penny Loafer (Men). Style Number: 5561225. Available in stores. read more

To Boot New York
$350.00 $233.90

A lightly squared apron toe fronts a handsome loafer crafted in Italy with a simple penny strap and a neatly burnished finish. Sty...le Name:To Boot New York Raleigh Apron Toe Penny Loafer (Men). Style Number: 5561225. Available in stores. read more

To Boot New York
$350.00

A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggera...ted profile. Style Name: To Boot New York Alek Penny Loafer (Men). Style Number: 5255317 3. Available in stores. read more

To Boot New York
$350.00

A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggera...ted profile. Style Name: To Boot New York Alek Penny Loafer (Men). Style Number: 5255317. Available in stores. read more

To Boot New York
$395.00

High-shine leather and a deluxe plum-purple leather interior finesse a suave Italian-crafted slip-on loafer. Style Name: To Boot N...ew York 'Delevan' Loafer (Men). Style Number: 5101265. Available in stores. read more

To Boot New York
$395.00

Finely textured leather elevates a crisp Italian loafer shaped in a stylish silhouette and featuring a cushioned, arch-support foo...tbed for all-day comfort. Style Name: To Boot New York Alexander Penny Loafer (Men). Style Number: 5329043. Available in stores. read more