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(56)56

Grady Driving Loafer

BOSS

Men

Current Price $99.97 to $109.97
Up to 40% off.
Comparable value $160.00 to $169.00
Color
Color: Dark Brown
Customers say the fit runs slightly small.
Size
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Details & care

Simple and smart, this loafer made of soft leather features a classic moc toe and a segmented driving sole that puts traction under every step.

  • Leather upper/textile and synthetic lining/synthetic sole
  • Made in Portugal
  • Item #10244935
  • Core Product ID 333333AZY7

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.

Eligible Rack purchases made between 10/5/26 and 12/24/26 can be returned by 1/18/27 or 40 days after purchase—whichever is later. Online purchases: eligible items can be returned by mail or to a Nordstrom Rack or Nordstrom store. Store purchases: eligible items can be returned to a Nordstrom Rack or Nordstrom store. All returns are subject to our return policy terms.

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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

(56)564.4 out of 5
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Fit: Runs slightly small
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide

Most helpful positive review

Aug 13, 2024
These shoes are made from quality materials and look great. I would say the outward appearance and style is exactly the same as Nordstrom's in-house version, but these have a fabric liner on the inside (not leather), which makes them a bit tighter. As such, I had to size up one whole size. 4.5 stars.
Boss-Grady-Driving-Loafer
Verified purchase
5found this helpful

Most helpful critical review

Oct 2, 2026

Size

Too small probably i need 1-2 sizes up
Roro80
Verified purchase
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5 stars70%
4 stars16%
3 stars5%
2 stars2%
1 star7%
Aug 13, 2024
These shoes are made from quality materials and look great. I would say the outward appearance and style is exactly the same as Nordstrom's in-house version, but these have a fabric liner on the inside (not leather), which makes them a bit tighter. As such, I had to size up one whole size. 4.5 stars.
Fit: Small
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide
Size purchased:
11US / 10UK
Usual size:
10US / 9UK
Color:
DARK BROWN
Verified purchase
Boss-Grady-Driving-Loafer
5found this helpful
May 11, 2024

just gorgeous

I bought these for my husband. They came and look looked absolutely perfect!! They are so classy and the look so rich! Listen just buy these pair. Don’t think twice!
Fit: True to size
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide
Size purchased:
11US / 10UK
Color:
BLACK
Anonymous
2found this helpful
Mar 20, 2026

Decent driving shoes. Runs narrow

I keep these in my car as designated driving shoes. Might wear them for quick errands at times but not that good for regular walking. Length runs almost true to size but width is almost a full size smaller. I usually wear size 7 for other Boss shoes which fit perfectly. Nothing about it is impressive but that’s the beauty of driving shoes. The upper leather feels cheap and but not stiff. Inner lining is leather on the tongue, fabric on the sides and suede on the heel. Insole is not removable, feels soft and actually keeps a nice balance between cushion and feel. Outsole is made of hard/slick rubber, but again it doesn’t feel stiff. The whole shoe feels flexible out of the box and ready to wear, no break it, which is what Boss shoes usually achieve.
Fit: Runs slightly small
Small
True to size
Large
Width: Narrow
Narrow
True to width
Wide
Size purchased:
8US / 7UK
Color:
DARK BROWN
Verified purchase
ShoePersonJWK
1found this helpful
Mar 17, 2026

A Great Fit if Sockless

Loafers are meant to be broken in over time. I was concerned when I first tried to put them on, but I managed to squeeze in and I got comfortable after a few minutes of walking. Now I can take them on and off with no discomfort and they still stay on my feet firmly. I bought these in my usual shoe size (Men's 13) and I wear them with no socks. The squeeze For those who intend to use socks, then maybe going up a size is a consideration. Love the leather and the unique layout of the underside. This will be my summertime daily driver for day to day.
Fit: Runs slightly small
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide
Size purchased:
13US / 12UK
Usual size:
13US / 12UK
Color:
BLK
Verified purchase
DvD9
1found this helpful
Aug 14, 2025

Love Cole haan

I tried Hugo Boss but Cole haan is always true to size
Verified purchase
Amcanfun1
1found this helpful
July 29, 2025

Shoes

Shoes actually run smaller than actual size.
Fit: Runs slightly small
Small
True to size
Large
Verified purchase
JWJ2121
1found this helpful
July 23, 2025

Great show wrong size

I have more than a hundred pair of shoes from Nordstrom. These are a size smaller than the norm.
Fit: Runs slightly small
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide
Verified purchase
Shoe Size
1found this helpful
Oct 2, 2026

Size

Too small probably i need 1-2 sizes up
Verified purchase
Roro80
Was this helpful?
July 28, 2026

They squeak after a short time

Not good quality, they squeak after a short time of wear
Fit: True to size
Small
True to size
Large
Verified purchase
Ano.
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July 21, 2026

Sleek

Great material and style
Fit: Runs slightly small
Small
True to size
Large
Width: Runs slightly narrow
Narrow
True to width
Wide
Size purchased:
8
Color:
Black
Verified purchase
ChitoHammy
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May 15, 2026

Wrong size

The shoe is beautiful, but I bought the only size that was available in store, after taking it home I realized that it was just too small for me (too tight) so I returned it.
Fit: True to size
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide
Size purchased:
8US / 7UK
Color:
DK BU
Verified purchase
DJRonW
Was this helpful?
May 6, 2026

Very Nice

Perfect driver, feel and look is great. Be sure to go one full size up.
Fit: Small
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide
Verified purchase
GQ04
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