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Addison Double Monk Strap Shoe

Men's To Boot New York Addison Double Monk Strap Shoe - Blue - Monk shoes All-leather construction means sophisticated styling in this suede shoe designed with dual monk straps and comfortable arch support. Adjustable two-buckle monk strap Removable,... more

Burkett Cap Toe Boot - Brown - To Boot New York Boots

Men's To Boot New York Burkett Cap Toe Boot - Brown - Casual boots Polished calfskin leather adds sophisticated shine to a classic Italian boot with a smart arch-support insole and flexible rubber sole. Lace-up style Removable, cushioned insole with... more

Driving Shoe - Blue - To Boot New York Slip-Ons

Men's To Boot New York Driving Shoe - Blue - Loafers Bold contrast stitching defines a charming Italian driving shoe fitted with cushioned arch support for comfort that lasts. Slip-on style Suede upper/leather lining/rubber sole Made in Italy Men's Shoes. more

Deville Leather Penny Loafer - Brown - To Boot New York Slip-Ons

Men's To Boot New York Deville Leather Penny Loafer - Brown - Loafers Pebbled or sleek Italian leather creates a high-quality, classy penny loafer. Apron toe Leather upper and lining, manmade sole Made in Italy. more

Cassidy Moc Toe Loafer

Men's To Boot New York Cassidy Moc Toe Loafer - Brown - Loafers Step into breathable comfort with this flexible moc-toe loafer with a supple leather lining and arch support. Removable insole with arch support Leather upper and lining/rubber sole Made... more

Shawn Chelsea Boot

Men's To Boot New York Shawn Chelsea Boot - Brown - Casual boots Classic Chelsea style defines this handsome suede ankle boot furnished with an arch-supporting cushioned footbed for superior comfort. Pull-on style with elastic gore insets Cushioned... more

Muller Boot

Men's To Boot New York Muller Boot - Brown - Casual boots Tonal stitching and a burnished upper add modern sophistication to an Italian-made boot grounded by a durable lug sole. Side zip closure Leather upper and lining/leather and rubber sole Made in... more

Shelby Ii Chelsea Boot

Men's To Boot New York Shelby Ii Chelsea Boot - Brown - Casual boots A flexible combination sole adds rugged grounding to this Italian-made Chelsea boot crafted from sleek calfskin leather with a cushy, arch-supporting footbed. Cushioned footbed with... more

Burkett Cap Toe Boot

Men's To Boot New York Burkett Cap Toe Boot - Brown - Casual boots Polished calfskin leather adds sophisticated shine to a classic Italian boot with a smart arch-support insole and flexible rubber sole. Lace-up style Removable, cushioned insole with... more

Burkett Cap Toe Boot

Men's To Boot New York Burkett Cap Toe Boot - Brown - Casual boots Polished calfskin leather adds sophisticated shine to a classic Italian boot with a smart arch-support insole and flexible rubber sole. Lace-up style Removable, cushioned insole with... more

Largo Chelsea Boot

Men's To Boot New York Largo Chelsea Boot - Brown - Casual boots Supple calfskin elevates a handsome Italian Chelsea boot with an arch-support footbed for all-day comfort. Pull-on style with elastic gore insets Leather upper and lining/rubber sole Made... more

Largo Chelsea Boot

Men's To Boot New York Largo Chelsea Boot - Brown - Casual boots Supple calfskin elevates a handsome Italian Chelsea boot with an arch-support footbed for all-day comfort. Pull-on style with elastic gore insets Leather upper and lining/rubber sole Made... more

Bedell Chelsea Boot

Men's To Boot New York Bedell Chelsea Boot - Brown - Casual boots A handmade sole with hammered brass nails grounds a rustic Italian boot with a smart arch-support footbed. Pull-on style with elastic gore insets Leather upper, lining and sole Made in... more

Largo Chelsea Boot

Men's To Boot New York Largo Chelsea Boot - Black - Casual boots Supple calfskin elevates a handsome Italian Chelsea boot with an arch-support footbed for all-day comfort. Pull-on style with elastic gore insets Leather upper and lining/rubber sole Made... more

Burkett Cap Toe Boot

Men's To Boot New York Burkett Cap Toe Boot - Black - Casual boots Polished calfskin leather adds sophisticated shine to a classic Italian boot with a smart arch-support insole and flexible rubber sole. Lace-up style Removable, cushioned insole with... more

Richard Chukka Boot

Men's To Boot New York Richard Chukka Boot - Brown - Casual boots Soft suede adds a laid-back vintage-inspired touch to this dapper Italian-made chukka boot built on a sturdy leather sole featuring grippy rubber tread. Leather upper and lining/rubber... more

Belvedere Zip Boot

Men's To Boot New York Belvedere Zip Boot - Brown - Casual boots Burnished calfskin leather elevates a stylish Italian boot fitted with a smart side zipper and comfortable arch support. Side zip closure Arch support Leather upper, lining and sole Made... more

Belvedere Zip Boot

Men's To Boot New York Belvedere Zip Boot - Brown - Casual boots Burnished calfskin leather elevates a stylish Italian boot fitted with a smart side zipper and comfortable arch support. Side zip closure Arch support Leather upper, lining and sole Made... more

Perry Venetian Loafer

Men's To Boot New York Perry Venetian Loafer - Black - Loafers A fine grosgrain overlay tops a stylish Italian loafer fashioned from calfskin patent leather. Leather and textile upper/leather lining and sole Made in Italy Men's Shoes. more

Palo Alto Driving Shoe

Men's To Boot New York Palo Alto Driving Shoe - Brown - Loafers Premium leather construction elevates a casually charming driving shoe featuring cushioned arch support. Leather upper and lining/rubber sole Made in Italy Men's Shoes. more

Mitchum Driving Shoe

Men's To Boot New York Mitchum Driving Shoe - Brown - Loafers Smart suede construction elevates a clean-cut Italian driving shoe topped with a crisp penny strap. Suede upper/leather lining/rubber sole Made in Italy Men's Shoes. more

Del Amo Driving Shoe

Men's To Boot New York Del Amo Driving Shoe - Brown - Loafers A sleek gunmetal bit tops off a classic Italian driving shoe fashioned from supple suede or leather. Leather upper and lining/rubber sole Made in Italy Men's Shoes. more

Driving Shoe

Men's To Boot New York Driving Shoe - Gray - Loafers Bold contrast stitching defines a charming Italian driving shoe fitted with cushioned arch support for comfort that lasts. Slip-on style Suede upper/leather lining/rubber sole Made in Italy Men's Shoes. more

Driving Shoe

Men's To Boot New York Driving Shoe - Blue - Loafers Bold contrast stitching defines a charming Italian driving shoe fitted with cushioned arch support for comfort that lasts. Slip-on style Suede upper/leather lining/rubber sole Made in Italy Men's Shoes. more

Keiran Loafer

Men's To Boot New York Keiran Loafer - Brown - Loafers Plush suede construction elevates a fine Italian loafer designed for the workplace and beyond. Leather upper, lining and sole Made in Italy. more

Bower Monk Strap Shoe

Men's To Boot New York Bower Monk Strap Shoe - Brown - Monk shoes Supple Italian suede lends undeniable style to a handsome monk-strap shoe cushioned by a plush insole with arch support. more

Amedeo Derby

Men's To Boot New York Amedeo Derby - Brown - Derbies Burnished leather and a plain toe lend modern sophistication to an Italian leather derby outfitted with a cushioned footbed for lasting comfort. Cushioned footbed with arch support Leather upper and... more

Magnus Driving Shoe

Men's To Boot New York Magnus Driving Shoe - Black - Loafers Woven calfskin leather adds rich texture to a classic Italian driving shoe with smart arch support. Leather upper and lining/rubber sole Made in Italy. more

Stone Slip-on Sneaker

Men's To Boot New York Stone Slip-on Sneaker - Black - Low-top sneakers Creamy suede construction defines a versatile Italian slip-on with an arch-support footbed. Leather upper and lining/rubber sole Made in Italy. more

Bolla Sneaker

Men's To Boot New York Bolla Sneaker - White - Low-top sneakers Clean, contemporary style meets optimal comfort in this pebbled-leather sneaker set on a lightweight rubber sole. Pull-on style with elastic laces Removable, cushioned insole with arch... more

Amedeo Derby

Men's To Boot New York Amedeo Derby - Brown - Derbies Polished leather and a plain toe lend modern sophistication to an Italian derby outfitted with a cushioned footbed for lasting comfort. Cushioned footbed with arch support Leather upper and... more

Cassidy Moc Toe Loafer

Men's To Boot New York Cassidy Moc Toe Loafer - Blue - Loafers Step into breathable comfort with this flexible moc-toe loafer with a supple leather lining and arch support. Removable insole with arch support Leather upper and lining/rubber sole Made in... more

Tesoro Penny Loafer

Men's To Boot New York Tesoro Penny Loafer - Gray - Loafers Streamlined design showcases the rich leather of a timeless penny loafer built with cushioned arch support and a flexible sole for superior comfort. Cushioned insole with arch support Leather... more

Amedeo Derby

Men's To Boot New York Amedeo Derby - Brown - Derbies Burnished leather and a plain toe lend modern sophistication to an Italian leather derby outfitted with a cushioned footbed for lasting comfort. Cushioned footbed with arch support Leather upper and... more

Stone Slip-on Sneaker

Men's To Boot New York Stone Slip-on Sneaker - Brown - Low-top sneakers Creamy suede construction defines a versatile Italian slip-on with an arch-support footbed. Leather upper and lining/rubber sole Made in Italy. more

Magnus Driving Shoe

Men's To Boot New York Magnus Driving Shoe - Brown - Loafers Woven calfskin leather adds rich texture to a classic Italian driving shoe with smart arch support. Leather upper and lining/rubber sole Made in Italy. more

Thorpe Leather Loafer

Men's To Boot New York Thorpe Leather Loafer - Brown - Loafers A sleek, minimalist silhouette lends sophisticated style to an Italian loafer fashioned from soft calfskin leather. Removable insole Leather upper, lining and sole Made in Italy. more

Dickerson Penny Loafer

Men's To Boot New York Dickerson Penny Loafer - Black - Loafers A classic penny keeper and sleek leather construction lend timeless sophistication to a polished loafer perfect for any occasion. Leather upper and lining/leather and rubber sole Made in... more