Men's Brown Penny Shoes

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57 hand-picked finds across 14 curated searches — most relevant first, cheapest first within each

Styled in 8 outfits ↓
Cole Haan Men's Harmon Grand
$104.22
Tan Woven Leather Penny Loafers★ 4.6

Cole Haan Men's Harmon Grand

Styled in 2 outfits
Amazon
Steve Madden Men's Alfio
$105.00
Steve Madden★ 4.0

Steve Madden Men's Alfio

Styled in 4 outfits
Amazon
Cole Haan Men's Hawthorne Penny Loafer, British Tan, 11 Medium
$118.40
Cole Haan

Cole Haan Men's Hawthorne Penny Loafer, British Tan, 11 Medium

Styled in 1 outfit
Amazon
Cole Haan Men's Hawthorne Penny Loafer
$118.40
Tan Woven Leather Penny Loafers★ 4.5

Cole Haan Men's Hawthorne Penny Loafer

Styled in 2 outfits
Amazon
CALTO Men's Invisible Height Increasing Elevator Shoes - Dark Brown Premium Leather Slip-on Lightweight Casual Loafers - 2.4 Inches Taller - S1092 - Size 9.5 D(M) US
$139.99
CALTO★ 4.1

CALTO Men's Invisible Height Increasing Elevator Shoes - Dark Brown Premium Leather Slip-on Lightweight Casual Loafers - 2.4 Inches Taller - S1092 - Size 9.5 D(M) US

Styled in 2 outfits
Amazon
Johnston & Murphy Men's Mcguffey 2 Woven Slip-on
$154.95
Johnston & Murphy★ 4.5

Johnston & Murphy Men's Mcguffey 2 Woven Slip-on

Styled in 3 outfits
Amazon
Johnston & Murphy Humphrey Penny
$168.95
Johnston & Murphy★ 4.3

Johnston & Murphy Humphrey Penny

Styled in 2 outfits
Amazon
POLO RALPH LAUREN Men's Alston Leather Penny Loafers
$178.00
Tan Woven Leather Penny Loafers★ 4.5

POLO RALPH LAUREN Men's Alston Leather Penny Loafers

Styled in 2 outfits
Amazon

Seen in these outfits

Natural Ecru Sashiko Noragi and Charcoal Cropped Trousers Outfit$167
Jacket
$18
Navy T-Shirt
$17

Natural Ecru Sashiko Noragi and Charcoal Cropped Trousers Outfit

4 pieces · Nov 8, 2026

Navy Hopsack Blazer and Olive Chino Pants Smart Casual Look$170
Navy Blazer
$67
White Shirt
$26

Navy Hopsack Blazer and Olive Chino Pants Smart Casual Look

5 pieces · Nov 8, 2026

Ribbed Cardigan Polo and Khaki Pleated Shorts Riviera Resort Outfit$136
Cream Sweater
$26
White Tank Top
$14

Ribbed Cardigan Polo and Khaki Pleated Shorts Riviera Resort Outfit

6 pieces · Nov 8, 2026

Navy Waxed Jacket and Beige Cardigan Sweater Smart Casual Outfit$160
Navy Jacket
$33
Beige Cardigan
$20

Navy Waxed Jacket and Beige Cardigan Sweater Smart Casual Outfit

6 pieces · Nov 8, 2026

Monochrome Cream Knit Polo and Draped Olive Sweater Old Money Outfit$116
Cream Polo Shirt
$19
Olive Sweater
$19

Monochrome Cream Knit Polo and Draped Olive Sweater Old Money Outfit

5 pieces · Nov 8, 2026

Beige Trench Coat and Navy Crewneck Sweater Classic Transitional Outfit$172
Beige Trench Coat
$47
Navy Sweater
$18

Beige Trench Coat and Navy Crewneck Sweater Classic Transitional Outfit

6 pieces · Nov 7, 2026

Blue Hopsack Blazer and Charcoal Pleated Wool Dress Pants Look$132
Blue Blazer
$50
Light Blue Shirt
$17

Blue Hopsack Blazer and Charcoal Pleated Wool Dress Pants Look

5 pieces · Nov 6, 2026

Navy Corduroy Overshirt and Ribbed Turtleneck Smart Casual Look$149
Navy Overshirt
$24
Grey Sweater
$18

Navy Corduroy Overshirt and Ribbed Turtleneck Smart Casual Look

5 pieces · Nov 6, 2026

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Men's ShoesMen's Brown ShoesMen's Penny Shoes

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Men's White Low-Top ShoesMen's Brown Woven ShoesMen's Brown Dress ShoesMen's Black Dress ShoesMen's Black Chelsea ShoesMen's Brown Chelsea ShoesMen's Brown Oxford ShoesMen's Brown Work ShoesMen's Dark Brown Dress ShoesMen's Black Oxford ShoesMen's Brown Brogue ShoesMen's Black Low-Top Shoes

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