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LOFT HOLIDAY STYLE EVENT: 40% Off Everything with Promo Code: STYLEEVENT. Shop Now Women Bags Shoes Beauty Jewelry Men Kids Home Offers Sale Editors' Blog

To Boot Brown Men's Casual Shoes

49 Products
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To Boot Men's 'Medford' Double Monk Strap Shoe To Boot Men's 'Medford' Double Monk Strap Shoe extended-info

To Boot

Men's 'Medford' Double Monk Strap Shoe

A burnished patina shapes a rich, earthy slip-on topped with a vintage-style double monk strap. Color(s): cognac leather. Brand: TO BOOT NEW YORK. Style Name:To Boot New York...

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To Boot Men's 'Morgan' Double Monk Strap Shoe To Boot Men's 'Morgan' Double Monk Strap Shoe extended-info

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Men's 'Morgan' Double Monk Strap Shoe

Sleek, full-grain calfskin leather is shaped into an Italian monk shoe outfitted with a burnished cap toe and polished hardware. Color(s): black, brown, marrone. Brand: TO BOOT...

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To Boot Men's 'Dupont' Penny Loafer To Boot Men's 'Dupont' Penny Loafer extended-info

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Men's 'Dupont' Penny Loafer

Clean lines shape a sleek penny loafer crafted in Italy from shiny, smooth leather that is lightly burnished for a vintage-inspired look. Color(s): black leather, brown leather....

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To Boot Men's 'Ashton' Driving Shoe To Boot Men's 'Ashton' Driving Shoe extended-info

To Boot

Men's 'Ashton' Driving Shoe

Bold contrast stitching livens up a casual driving shoe shaped from soft suede. Color(s): soft brown suede. Brand: TO BOOT NEW YORK. Style Name:To Boot New York 'Ashton' Driving...

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To Boot Men's 'Exeter' Double Monk Strap Shoe To Boot Men's 'Exeter' Double Monk Strap Shoe extended-info

To Boot

Men's 'Exeter' Double Monk Strap Shoe

Smooth, lustrous calfskin leather elevates a stylish Italian monk shoe cast in a clean silhouette for maximum versatility. Color(s): chocolate. Brand: TO BOOT NEW YORK. Style...

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To Boot Lucas Double Monk Strap Shoes To Boot Lucas Double Monk Strap Shoes extended-info

To Boot

Lucas Double Monk Strap Shoes

Sophisticated leather To Boot New York shoes in a double-buckle monk strap design. Stitched to a rubber sole and stacked heel. Full leather sock liner. Leather: Calfskin. ...

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To Boot Men's 'Moore' Penny Loafer To Boot Men's 'Moore' Penny Loafer extended-info

To Boot

Men's 'Moore' Penny Loafer

Rich, burnished leather shapes an apron-toe penny loafer accented with broguing above the stacked sole. Color(s): black, marrone. Brand: TO BOOT NEW YORK. Style Name:To Boot New...

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To Boot Men's 'Grant' Double Monk Shoe To Boot Men's 'Grant' Double Monk Shoe extended-info

To Boot

Men's 'Grant' Double Monk Shoe

Exceptionally smooth leather defines a bold monk shoe cast in a clean silhouette. Color(s): alameda brown, parma black. Brand: TO BOOT NEW YORK. Style Name:To Boot New York...

To Boot Men's Chase Penny Loafer To Boot Men's Chase Penny Loafer extended-info

To Boot

Men's Chase Penny Loafer

These Mens To Boot New York Chase Loafers are guaranteed authentic. They're crafted with Leather, and the closure is Slip On.

To Boot Men's Philson Penny Loafer To Boot Men's Philson Penny Loafer extended-info

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Men's Philson Penny Loafer

Suede loafer featuring penny-keeper vamp overlay and padded collar

To Boot Men's Grant Slip-On Loafer To Boot Men's Grant Slip-On Loafer extended-info

To Boot

Men's Grant Slip-On Loafer

Handsome dress loafer with dual-buckle monk strap and cap toe Stacked heel

To Boot Men's Harper Slip-On Loafer To Boot Men's Harper Slip-On Loafer extended-info

To Boot

Men's Harper Slip-On Loafer

A segmented sole gives you relaxed flexibility in this handsome penny loafer from To Boot New York.

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To Boot Bailey High Shine Double Monk Strap Shoes To Boot Bailey High Shine Double Monk Strap Shoes extended-info

To Boot

Bailey High Shine Double Monk Strap Shoes

A sophisticated leather To Boot New York shoes in a double-buckle monk strap design with a classic cap toe. Stitched to a rubber sole and stacked heel. Full leather sock liner. ...

To Boot Men's Travis Penny Loafer To Boot Men's Travis Penny Loafer extended-info

To Boot

Men's Travis Penny Loafer

To Boot New York Men's Travis Penny Loafer

To Boot Men's Gustav Slip-On Loafer To Boot Men's Gustav Slip-On Loafer extended-info

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Men's Gustav Slip-On Loafer

Double monk strap in leather with burnished toe and polished hardware

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To Boot Grant Double-Buckle Monk-Strap Shoes To Boot Grant Double-Buckle Monk-Strap Shoes extended-info

To Boot

Grant Double-Buckle Monk-Strap Shoes

A dapper addition to any well-assembled wardrobe, this dress footwear combines effortless style with a double monkstrap closure for a secure fit and feel. .Leather upper....

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To Boot Cromwell Leather Penny Loafers To Boot Cromwell Leather Penny Loafers extended-info

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Cromwell Leather Penny Loafers

A timeless classic in rich burnished leather. Leather upper. Penny slot detail. Leather lining. Leather sole. Made in Italy.

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To Boot Harper Leather Drivers To Boot Harper Leather Drivers extended-info

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Harper Leather Drivers

Refined To Boot New York drivers in polished leather with tonal stitching. Rubber grips extend from the soft leather sole to the heel. Full leather sock liner. Leather:...

To Boot Men's Vernon Slip-On Loafer To Boot Men's Vernon Slip-On Loafer extended-info

To Boot

Men's Vernon Slip-On Loafer

Casual Venetian slip-on featuring allover perforations and moccasin toe Breathable arch supprt Driver's heel Made in Italy

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To Boot Clifton Suede Penny Loafers To Boot Clifton Suede Penny Loafers extended-info

To Boot

Clifton Suede Penny Loafers

A pair of timeless penny loafers lend a dapper look. Moc toe. Suede leather upper. Penny slider details. Slip-on style. Leather lining. Rubber sole. Leather insole. Made in Italy.

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To Boot Dupont Penny Loafers To Boot Dupont Penny Loafers extended-info

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Dupont Penny Loafers

Sleek penny loafer silhouette in Italian leather. Leather upper. Leather lining. Rubber sole. Made in Italy.

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To Boot Clifton To Boot Clifton extended-info

To Boot

Clifton

Add timeless appeal to your office or everyday look in the Clifton penny loafer. ; Suede upper. ; Slip-on construction. ; Soft square toe. ; Penny keeper detail. ; Leather...

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To Boot Ashton To Boot Ashton extended-info

To Boot

Ashton

Slip into a dreamy comfort with this moc driver loafer by To Boot New York! ; Suede upper. ; Slip-on construction. ; Loafer with penny keeper detail. ; Contrast stitched detail...

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To Boot Barton To Boot Barton extended-info

To Boot

Barton

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. ;...

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To Boot Moore To Boot Moore extended-info

To Boot

Moore

Stay classy in the refined looks of the To Boot New York Moore. ; Smooth leather upper with tonal stitching. ; Slip-on loafer construction. ; Leather vamp strap with penny...

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To Boot Grant To Boot Grant extended-info

To Boot

Grant

Walk into the meeting looking like the one in charge with the Grant by To Boot New York. ; Leather upper. ; Monk strap with dual buckle closure. ; Stitched detailing. ; Cap toe...

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To Boot Senato Penny Loafer To Boot Senato Penny Loafer extended-info

To Boot

Senato Penny Loafer

From To Boot New York, the classic penny loafer rendered in burnished Italian leather. Fits true to size, Notched leather panel across the tongue Leather linings ...

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To Boot Ashton Suede Penny Drivers To Boot Ashton Suede Penny Drivers extended-info

To Boot

Ashton Suede Penny Drivers

Vibrant contrast stitching brings a contemporary flair to these penny drivers from To Boot New York. Fits true to size, order your normal size Suede upper with pieced...

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To Boot Moore Leather Penny Loafers To Boot Moore Leather Penny Loafers extended-info

To Boot

Moore Leather Penny Loafers

It's all about the fine details with these elegant To Boot New York penny loafers, from the stitched apron toe to the brogue details on the heel. Leather upper, leather sole...

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To Boot Harper Penny Driving Loafers To Boot Harper Penny Driving Loafers extended-info

To Boot

Harper Penny Driving Loafers

These leather driving penny loafers by To Boot New York have a relaxed yet refined appeal. Leather upper, leather sole with rubber sections Stitched moc toe Traditional...

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To Boot Dupont Penny Loafers To Boot Dupont Penny Loafers extended-info

To Boot

Dupont Penny Loafers

Italian craftsmanship with an urban edge defines this essential loafer by To Boot New York. Fits true to size, order your normal size Slip on, moc toe Leather upper,...