Categories: Shoes

In Person: The Florsheim Gaffney Wingtip Boot

Florsheim Gaffney Wingtip Boot – $96.00 SHIPPED w/ code LINK20 ($120)

Color Pictured above:  Chestnut.  Also available in grey & blue suede, black, and a brown suede/leather hybrid.

It’s hard not to have a soft spot for the wingtip boot.  Casual but slightly elevated at the same time, they’re in a way like a gourmet hamburger.  The details far and away exceed the expectations usually had (for the burger, or in this case, a boot) and in the end everybody wins.

The only real drawback to the Gaffney is the sole.  It’s a lug (obviously) and a little too pronounced to dress way up.  Best with dark denim and cords, these will see a lot of use once autumn begins.  Until then, daytime use will probably weigh you down.  Even if you go with the brand new grey or blue suede option.  It’s the sole…. man.

But once football kicks off?  It’ll be hard not to wear these every day.

Sure they’re made in China, but the exterior leather feels surprisingly soft without any hint of that plasticky feel you get with cheap shoes made from bad leather. They’re incredibly flexible and the leather linings are comfortable on the first wear.  The boot almost feels like it molds to your foot when you lace them up.

They seem to fit true to size and while they only come in a D width, if you’re an almost wide-foot, there’s some room up through the toe box.  That also means they won’t be as slim as some would like.

These things are pretty.  Italian made, wearable-pieces-of-art pretty?  No.  But it’s tough to take your eyes off them.  It’ll also be tough to keep your feet out of them come fall.
.

Joe

Recent Posts

Most Wanted Affordable Style – July 2026

Linen-wool sportcoats, UK made dirty buck chukkas, and longingly looking (very) forward to fall.

23 hours ago

In Review: Banana Republic Italian Wool Signature Suits

In person with BR's flagship suit separates.

1 day ago

Steal Alert: Christopher Ward’s Summer Sale

Significant savings. While they last. Which usually isn't very long.

2 days ago

Win it: The Caravelle Sea Hunter Automatic 39mm Dive Watch

One of the best affordable watch releases in recent memory. Yours to win. Perhaps.

3 days ago

Best 4th of July Sales for Men 2026 – BR Extra 20% off, Huckberry Shorts Sale, & More

Nordstrom Rack extra 25% off clearance, Billy Reid Summer Sale, Allen Edmonds, etc.

3 days ago

Sunday Steal Alert: BR Factory Free Shipping No Min + 62.5% – 77.5% off most

Free shipping no min. helps a lot when we're talking $25 shorts and short sleeve…

4 days ago