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Main content
  1. Home
  2. Men
  3. Designer
  4. Designer Shoes
BOSS Grady Driving Loafer, Main, color, Blk
BOSS Grady Driving Loafer, Alternate, color, Blk
BOSS Grady Driving Loafer, Alternate, color, Blk
BOSS Grady Driving Loafer, Alternate, color, Blk
BOSS Grady Driving Loafer, Alternate, color, Blk
BOSS Grady Driving Loafer, Alternate, color, Blk

Grady Driving Loafer (Men)

BOSS

Men
$99.97Current Price $99.97
(37% off)37% off.
$160.00Comparable value $160.00
Color: Blk
Customers say the fit runs slightly small.
Size
14 people are viewing
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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

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 returnable within 40 days by mail or to U.S. Nordstrom Rack and U.S. Nordstrom Store.

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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

(35)
4.3 out of 5
Write a Review
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
4found this helpful

Most helpful critical review

July 29, 2025
Shoes
Shoes actually run smaller than actual size.
JWJ2121
Verified purchase
1found this helpful

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5 stars
66%
4 stars
17%
3 stars
9%
2 stars
3%
1 star
6%
Sort by Most Helpful
Size
Color
Boss-Grady-Driving-Loafer
Verified purchase
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
4found this helpful
Anonymous
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
2found this helpful
JWJ2121
Verified purchase
July 29, 2025
Shoes
Shoes actually run smaller than actual size.
Fit: Runs slightly small
Small
True to size
Large
1found this helpful
Shoe Size
Verified purchase
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
1found this helpful
ShoePersonJWK
Verified purchase
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
Was this helpful?
DvD9
Verified purchase
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
Was this helpful?
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  • BOSS Uran Leather Belt
    BOSS
    $39.97Current Price $39.97
    (20% off)20% off.
    $50.00Comparable value $50.00
    (11)
  • Bruno Magli Pablo Buckle Strap Loafer
    Bruno Magli
    $99.99 – $159.97Current Price $99.99 to $159.97
    (Up to 74% off select items)Up to 74% off select items.
    $395.00Comparable value $395.00
    (12)
  • BOSS Umi Leather Belt
    New
    BOSS
    $39.97Current Price $39.97
    (27% off)27% off.
    $55.00Comparable value $55.00
    (11)
  • Bally Wiliam Driving Loafer
    Bally
    $239.97Current Price $239.97
    (51% off)51% off.
    $490.00Comparable value $490.00
    (1)
  • Donald Pliner Tristan Slip-On Loafer
    Donald Pliner
    $129.97Current Price $129.97
    (55% off)55% off.
    $295.00Comparable value $295.00
    (14)
  • Nordstrom Bryce Bit Driving Shoe
    Nordstrom
    $38.98 – $69.97Current Price $38.98 to $69.97
    (Up to 56% off select items)Up to 56% off select items.
    $89.95Comparable value $89.95
    (66)
  • BOSS Stiven Sneaker
    BOSS
    $69.97 – $99.97Current Price $69.97 to $99.97
    (Up to 56% off)Up to 56% off.
    $160.00Comparable value $160.00
    (18)
  • BOSS Colyn Hybrid Leather Sneaker
    Popular
    BOSS
    $99.97Current Price $99.97
    (Up to 49% off)Up to 49% off.
    $160.00 – $199.00Comparable value $160.00 to $199.00
    (36)
  • BOSS Umbe Casual Leather Belt
    BOSS
    $39.97Current Price $39.97
    (27% off)27% off.
    $55.00Comparable value $55.00
    (19)
  • BOSS Tenore Quarter Zip Sweater
    BOSS
    $79.97Current Price $79.97
    (37% off)37% off.
    $128.00Comparable value $128.00
    (51)
  • Vince Hann Loafer
    Popular
    Top Deal
    Vince
    $119.97Current Price $119.97
    (Up to 59% off)Up to 59% off.
    $275.00 – $295.00Comparable value $275.00 to $295.00
    (11)
  • VANCE CO Sergio Loafer
    VANCE CO
    $54.97 – $59.97Current Price $54.97 to $59.97
    (Up to 38% off)Up to 38% off.
    $89.99Comparable value $89.99
    (1)
  • BOSS Parkour Runner Sneaker
    Popular
    BOSS
    $53.98 – $99.97Current Price $53.98 to $99.97
    (Up to 66% off select items)Up to 66% off select items.
    $120.00 – $160.00Comparable value $120.00 to $160.00
    (57)
  • Donald Pliner Textured Horsebit Loafer
    Donald Pliner
    $109.97Current Price $109.97
    (60% off)60% off.
    $275.00Comparable value $275.00
    (5)
See More
Earn a $25 promo card when you buy $150 in gift cards online. Ends April 5.Earn a $25 promo card when you buy $150 in gift cards online. Ends April 5.

Earn a $25 Promo Card

When you buy $150 in gift cards online. Promo card will be emailed around May 1 and is good through May 31. Restrictions apply.
Shop Gift CardsSee Restrictions
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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.
Learn More
Apply today: get $40 off your next purchase plus an extra five percent off for cardmembers. A hand holding a credit card.Apply today: get $40 off your next purchase plus an extra five percent off for cardmembers. A hand holding a credit card.

$40 Off Your Next Purchase

Just apply and get approved for a Nordstrom credit card. Plus, get 5% off every Rack purchase when you use your credit card. Terms apply.
Apply Now
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Help Rack Help Kids

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Grady Driving Loafer (Men)
BOSS
$99.97Current Price $99.97