Known in the United States as "English" brogues and in the United Kingdom as "American" brogues, the longwing is a derby style shoe characterized by a pointed toe cap with wings that extend the full length of the shoe and meet at a center seam at the heel.

The extended wings of the longwing brogue . . .

. . .extending to the broguing along the heel seam.
The extended wings of the longwing brogue . . .
. . .extending to the broguing along the heel seam.
While the style has been around for some time, much of its prominence in the United States is probably due to the popularity of Florsheim's "Kenmoor" model. The original models were stunning examples of American craftsmanship, from the double soles to the "v-cleat" or cat's paw heel. More recently, the longwing brogue has been enjoying something of a renaissance, primarily because of Alden of New England's collaborations with J. Crew and Brooks Brothers. Although I'm not a fan of that company's rather bulbous lasts, not many would argue that Alden is one of the last domestic shoe-makers still producing the celebrated American longwing "gunboat" - i.e. a clunky, chunky, well-made shoe that is built to last.
While trying to take care of some last minute holiday shopping last month, I dropped into Ralph Lauren's Rhinelander Mansion to peruse the Edward Green and Gaziano and Girling selections. Much to my surprise, one of the Edward Green models on display was the Brooksville, the Northamptonshire company's answer to the longwing.
To my eye, one has to be careful with the longwing - because of the horizontal line of broguing that runs almost the entire length of the shoe from the toe cap to the heel seam, the shoe can appear longer or more elongated it actually is. If the shoe has also been made on an elongated last, such as Crockett & Jones' 337, one can go from sleek to ridiculously long pretty quickly.
A bit more of the details on Edward Green's Brooksville for Ralph Lauren's Purple Label.
A phallic medallion?
The patina at the toe box is sublime.
One rarely sees the brown sole waist treatment - its usually black - although it works perfectly here.
A detailed picture of the channeled sole.
A full picture of the sole, which shows off the contours of Edward Green's 888 last.
On this model, Edward Green's 888 last works perfectly - the sleek elegance of the longwing is evident in all its splendor here. So much so that I have to admit, when I first saw these shoes on the display shelf, the last configuration and leather patina led me to believe that these were a pair of shoes made by Tony Gaziano and Dean Girling. But the tell-tale signs of Edward Green craftsmanship are all to evident: from the burnished calf to the chestnut antique color, which of course only succeed in augmenting the brilliance of the Brooksville.