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Derreck Penny Loafer video
(18)18

Derreck Penny Loafer

BOSS

Men

$44.98 – $129.97Current Price $44.98 to $129.97
(Extra 25% off select items)Includes extra 25% off select items.
$59.98Previous Price $59.98
$299.00Comparable value $299.00
Color
Color: Blk
Sale
Size
M
123 people viewing now
Select fulfillment method
GET $40 OFF next purchase + 5% off every Rack purchase with a Nordstrom credit card. Terms apply. Apply Now

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Details & care

Rich calfskin leather elevates an Italian-crafted penny loafer that will make the perfect addition to your everyday office wardrobe.

  • Leather upper and lining/leather, rubber and synthetic sole
  • Made in Italy
  • Hugo Boss/BOSS/HUGO has received the Fair Labor Association accreditation, which signifies that the company has effective systems and procedures in place to successfully uphold fair labor standards throughout its supply chains, including strategies and tools to address and improve working conditions
  • Item #10052271
  • Core Product ID 3333334R9Q

Size info

  • Whole sizes only; for 1/2 sizes, order next size up.
  • Shoe packaging reflects U.K. sizing.

Shipping & returns

This item qualifies for free shipping on orders over $89. View Shipping & Returns Policy.

This item is Final Sale and is not eligible for returns or exchanges.

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BOSS

BOSS is world-renowned for its versatile collections of modern yet classic styles for business, leisure and formal events. While impeccably tailored BOSS suits remain a hallmark of the brand, both men's and women's clothing collections include casual and sportswear pieces as well. Shoes, accessories and cologne round out the sophisticated line. This brand meets Nordstrom Responsible Brands criteria: Boss has committed to science-based climate action, with targets validated by the Science Based Targets initiative to reduce greenhouse gas emissions in line with the latest climate science. 

Reviews

(18)184.1 out of 5
Write a Review
Fit: Runs slightly large
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide

Most helpful positive review

Feb 4, 2025

Boss

Very comfortable and soft leather. Very satisfied , Great Italian made shoes
SAAar
Verified purchase
1found this helpful

Most helpful critical review

Oct 16, 2026

-

not comfortable
jjman
Verified purchase
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Customer photos

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5 stars61%
4 stars11%
3 stars17%
2 stars0%
1 star11%
May 1, 2025

Shoes are narrow on top

Stylish loafers, but narrow. At the first dressing, the skin on top got a lot of wrinkles, what the shoes show like low quality.
Fit: True to size
Small
True to size
Large
Width: Runs slightly narrow
Narrow
True to width
Wide
Size purchased:
9.5US / 8.5UK
Usual size:
9.5US / 8.5UK
Color:
MEDIUM BROWN
Verified purchase
Ramin
3found this helpful
Feb 4, 2025

Boss

Very comfortable and soft leather. Very satisfied , Great Italian made shoes
Fit: True to size
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide
Color:
MEDIUM BROWN
Verified purchase
SAAar
1found this helpful
Oct 16, 2026

-

not comfortable
Verified purchase
jjman
Was this helpful?
Sept 19, 2026

great shoe

Comfortable and incredibly stylish.
Reposted from nordstrom.com
Verified purchase
agsalcedo
Sept 14, 2026

Nice pair

The material is nice, and it looks perfect when worn it.
Reposted from nordstrom.com
Verified purchase
AMMARI MJ
Sept 8, 2026

Too large

Good construction and comfortable but too large for the size!!
Fit: Large
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide
Size purchased:
8.5
Width purchased:
D
Color:
Black
Verified purchase
Apatelhear
Was this helpful?
Load 6 more reviews

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    $129.97Current Price $129.97
    (55% off)55% off.
    $295.00Comparable value $295.00
    (35)
  • Colby Leather Derby
    BOSS
    $79.97 – $99.97Current Price $79.97 to $99.97
    (Up to 55% off)Up to 55% off.
    $180.00Comparable value $180.00
    (6)
  • Deville Leather Penny Loafer
    Popular
    TO BOOT NEW YORK
    $199.97Current Price $199.97
    (Up to 55% off)Up to 55% off.
    $425.00 – $450.00Comparable value $425.00 to $450.00
    (99)
  • Bedford Penny Loafer
    Popular
    Cole Haan
    $99.97Current Price $99.97
    (67% off)67% off.
    $306.00 – $308.00Comparable value $306.00 to $308.00
    (95)
  • Flex Apron Toe Penny Loafer
    Bruno Magli
    $199.97 – $315.97Current Price $199.97 to $315.97
    (Up to 59% off)Up to 59% off.
    $495.00Comparable value $495.00
  • Talaz Penny Loafer
    Magnanni
    $229.97Current Price $229.97
    (48% off)48% off.
    $445.00Comparable value $445.00
    (2)
  • Sullivan Penny Loafer
    NORDSTROM RACK
    $59.97Current Price $59.97
    (53% off)53% off.
    $129.95Comparable value $129.95
    (30)
  • Newmark Grand Penny Loafer
    Cole Haan
    $129.97Current Price $129.97
    (58% off)58% off.
    $310.00Comparable value $310.00
    (3)
  • Tavarez Penny Loafer
    Magnanni
    $229.97Current Price $229.97
    (Up to 50% off)Up to 50% off.
    $445.00 – $465.00Comparable value $445.00 to $465.00
    (2)
  • Danner Bit Loafer
    Donald Pliner
    $89.96 – $119.97Current Price $89.96 to $119.97
    (Up to 69% off select items)Up to 69% off select items.
    $295.00Comparable value $295.00
    (5)
  • Talaz Horsebit Loafer
    Magnanni
    $229.97Current Price $229.97
    (48% off)48% off.
    $445.00Comparable value $445.00
    (10)
  • Sante Bit Loafer
    Bruno Magli
    $189.97Current Price $189.97
    (51% off)51% off.
    $395.00Comparable value $395.00
  • Galano Penny Loafer
    VELLAPAIS
    $69.97Current Price $69.97
    (76% off)76% off.
    $299.00Comparable value $299.00
    (8)
  • Kensington Derby
    BOSS
    $129.97Current Price $129.97
    (56% off)56% off.
    $299.00Comparable value $299.00
    (1)
  • Cooper Bit Loafer
    Popular
    Nordstrom
    $69.97Current Price $69.97
    (46% off)46% off.
    $129.95Comparable value $129.95
    (5)
  • Cassel Cap Toe Oxford
    Brooks Brothers
    $99.97Current Price $99.97
    (49% off)49% off.
    $199.00Comparable value $199.00
    (3)
  • Ezra Penny Loafer
    Bruno Magli
    $169.97Current Price $169.97
    (42% off)42% off.
    $298.00Comparable value $298.00
    (3)
See More
Gift cards make the holidays easy. Gift cards make the holidays easy.

Grab a Gift Card

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Enjoy extended holiday returns for a limited time. Enjoy extended holiday returns for a limited time.

Extended Holiday Returns

Eligible purchases made between 10/5/26 and 12/24/26 can be returned until 1/18/27 or 40 days after purchase—whichever is later.
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Nordy Club member exclusive! Enter monthly for a chance to win a $100 promo card. 25 winners per entry period.Nordy Club member exclusive! Enter monthly for a chance to win a $100 promo card. 25 winners per entry period.

Enter for a Chance to Win a $100 Promo Card

Member exclusive: just check out as a Nordy Club member in store or online. Each of the 6 entry periods ends at 11:59pm PT on the last day of the qualifying month through April 30. NO PURCHASE NECESSARY. Not a member? Join today and start earning rewards—it's free!
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Apply today and get approved, then get $40 off your next purchase plus an extra 5% off when you use your Nordstrom credit card. A woman holding a credit card.Apply today and get approved, then get $40 off your next purchase plus an extra 5% off when you use your Nordstrom credit card. A woman holding a credit card.

$40 Off Your Next Purchase

When you get approved for a new Nordstrom credit card. Plus, get 5% off every Rack purchase when you use your credit card. Terms apply.
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Expert Tailoring on Holiday Looks

For Nordstrom Rack and Nordstrom purchases, plus pieces you already own. Available at select stores.
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Download the Nordstrom Rack app.Download the Nordstrom Rack app.

Download Our App

And save big with alerts on price drops, new arrivals and more. Plus, Nordy Club members can access new app-exclusive perks!
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Get free shipping on most orders over $89.Get free shipping on most orders over $89.

Free Shipping on Most Orders over $89

Plus, 40-day returns: by mail or free to U.S. stores.
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Get Rack Emails

Get the good stuff—new arrivals from Nordstrom, new markdowns, private sales and more.
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Help Rack Help Kids

Join us in supporting Operation Warm, a nonprofit giving brand-new shoes and coats to kids.
Learn More & Donate Now
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New Nordstrom Rack Stores

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