![[SALE] - Alex Tobacco Wingtip Derby Shoe - 722](http://www.cobbler-union.com/cdn/shop/files/AlexBourbonin72201.png?v=1758015662&width=120)
[SALE] - Alex Tobacco Wingtip Derby Shoe - 722
![[SALE] - Alex Tobacco Wingtip Derby Shoe - 722](http://www.cobbler-union.com/cdn/shop/files/AlexBourbonin72201.png?v=1758015662&width=3840)
![[SALE] - Alex Tobacco Wingtip Derby Shoe - 722](http://www.cobbler-union.com/cdn/shop/files/AlexBourbonin72202.png?v=1758015662&width=3840)
![[SALE] - Alex Tobacco Wingtip Derby Shoe - 722](http://www.cobbler-union.com/cdn/shop/files/AlexBourbonin72203.png?v=1758015662&width=3840)
![[SALE] - Alex Tobacco Wingtip Derby Shoe - 722](http://www.cobbler-union.com/cdn/shop/files/AlexBourbonin72204.png?v=1758015662&width=3840)
![[SALE] - Alex Tobacco Wingtip Derby Shoe - 722](http://www.cobbler-union.com/cdn/shop/files/AlexBourbonin72205.png?v=1758017319&width=3840)
Delivered in 3 to 5 business days
The safest thing about a tobacco longwing Derby is that nobody else will be wearing one. Open laces, a full wingtip, broguing along the seams, in a deep golden amber-brown; and on the 722 last it runs long and lean with a slight chisel toe. The upper is top-grade European calfskin, the tobacco built up by hand and burnished deeper at the toe and heel so it moves between amber and chestnut as the light shifts. What sets this version apart is the 722 last: the sleekest line in the range. The Alex is made by our artisans in a workshop in Almansa, Goodyear welted, one pair at a time. A full leather sole keeps it dressy.
Put it under autumn dressing — charcoal, gray, heavy denim — and it reads as though the shoe was designed for the clothes. The broguing gives the silhouette character; the 722 gives the tobacco a sharp line.
Tobacco is the wingtip people ask about. On the 722, it earns the conversation.
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Returns accepted within 30 days
If you purchased the Exchanges and Returns Protection at the original time of checkout, there is no cost to exchange your shoes.
Toe shape: Chisel · Fit: Snug · Sizing: True to size
The shoe reads long, stretched, and sharp. The chisel toe draws an almost horizontal line at the front of the shoe — it doesn't end in a point or a curve, but in a clean, straight edge that gives a very modern and deliberate silhouette. From the instep to the floor, the last communicates intent: this is a shoe that wants to be noticed.
The lateral profile is low and taut. There is no volume in the toe box — the last tapers gradually toward the front without inflating the cap. The result is a shoe that looks even slimmer than it measures, with that visual elongation that makes the foot appear longer and more elegant.
Ideal if you're looking for presence without excess: a shoe that enters the room before you do.
A wingtip derby takes the easy, open-laced shoe and gives it a pointed toe cap that sweeps back along both sides in a W — the wing — usually finished with broguing along its edges.
Country in origin, city in practice. That detail adds visual weight at the front, which balances a heavier trouser and makes the shoe look grounded rather than dainty.
Wear it with tweed, corduroy, flannel, or a navy suit on a day that does not need a plain cap toe.
Ours is the Alex, Goodyear welted in European calfskin on either the almond-toed 675 or the sharper, chisel-toed 722.
A leather sole is the dressiest way to finish a shoe, and the reason a good pair reads as a good pair from across the room. It is thin where a rubber sole is thick, so the shoe keeps the line the last gave it instead of adding bulk under the foot.
Leather breathes, takes the shape of the way you walk within a few wears, and can be replaced when it finally goes — this is a sole built to be renewed, not discarded.
It is quieter on a hard floor than anything else we make, and it is the sole to choose when the occasion is formal and the day is dry.
