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Senna Wingtip

$150
$349
Final Sale ?

Final Sale:
All sales final, no returns, no exchanges. Final sale items mailed back to Wolf & Shepherd will be issued store credit. Wolf & Shepherd will exchange or refund any damaged or defective items.

Exchange Only:
Items may be exchanged or returned for store credit. No refunds will be issued.

Full Priced Items:
Full priced items are eligible for return for 30 days and exchange for 60 days. Returns and exchanges are available to US customers only. Items must be in original packaging and unworn to be eligible. To begin a return or exchange, please click here. (to be linked)

Select accessories are all final sale due to hygiene. This includes:
- Socks
- Hats
- Shoe Care items including: creams, waxes, sprays, and Care Kits
- Shoe Trees
- Shoe Horns

Wolf & Shepherd will exchange or refund any damaged or defective items.

Regular price
165 reviews

Senna Wingtip

$150
$349
Final Sale ?

Final Sale:
All sales final, no returns, no exchanges. Final sale items mailed back to Wolf & Shepherd will be issued store credit. Wolf & Shepherd will exchange or refund any damaged or defective items.

Exchange Only:
Items may be exchanged or returned for store credit. No refunds will be issued.

Full Priced Items:
Full priced items are eligible for return for 30 days and exchange for 60 days. Returns and exchanges are available to US customers only. Items must be in original packaging and unworn to be eligible. To begin a return or exchange, please click here. (to be linked)

Select accessories are all final sale due to hygiene. This includes:
- Socks
- Hats
- Shoe Care items including: creams, waxes, sprays, and Care Kits
- Shoe Trees
- Shoe Horns

Wolf & Shepherd will exchange or refund any damaged or defective items.

Regular price
165 reviews
Colorway Maple 3 colorways
Size Ruler What size am I?
Size Ruler What size am I?
    • All-Day Comfort For Your Feet
    • Premium Italian Leather
    • Full-grain Italian calfskin upper
    • Ultra soft, abrasion-resistant sheepskin lining
    • Leather treated with custom-blended formula to improve softness and durability
    • FloatForm memory foam throughout footbed for industry-leading comfort
    • Heel-to-toe ratio optimized for posture and support
    • Padded heel and tongue for a glove-like fit
    • High-traction resoleable rubber and leather outsole
  • Runs true to size. Take your true dress shoe size for a comfortable, glove-like fit. These will give with time and mold to the shape of your foot.

    Note: Most sneakers run about a half size small, meaning someone who wears a 10 in dress shoes often prefers a 10.5 in sneakers. We recommend looking at your previous dress shoes to best gauge your size.

    • Tailored suit
    • Slacks and a jacket
    • Trousers/button down shirt


Explore the Senna Wingtip
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Size Guide

Shoe Size Guide
U.S. Size EU Size U.K. Size Canadian Size Inches
6 39 5 6 9.25
6.5 39.5 5.5 6.5 9.42
7 40 6 7 9.625
7.5 40.5 6.5 7.5 10
8 41 7 8 10.4
8.4 41.5 7.5 8.5 10.125
9 42 8 9 10.25
9.5 42.5 8.5 9.5 10.5
10 43 9 10 10.625
10.5 43.5 9.5 10.5 10.75
11 44 10 11 11
11.5 44.5 10.5 11.5 11.125
12 45 11 12 11.25
12.5 45.5 11.5 12.5 11.5
13 46 12 13 11.625
14 47 13 14 12
15 48 14 15 12.25
Belt Size Guide
Waist Size Inches Belt Size Inches Belt size CM Strap Length Inches Strap Length CM
28 30 76.2 36 91.44
30 32 81.28 38 96.52
32 34 86.36 40 101.60
34 36 91.44 42 106.68
36 38 96.52 44 111.76
38 40 101.6 46 116.84
40 42 106.68 48 121.92
42 44 111.76 50 127.00
Colorway Maple 3 colorways
Size Ruler What size am I?
Color & Size Arrow up

The Senna Wingtip

Every man needs a solid backup plan. Whether that means a slight pivot or complete deviation from the course, our Senna Wingtip shines brightest when stepping up means stepping out. Inspired by legendary F-1 driver Ayrton Senna, our Wingtip features cleanly placed perforations along the seams that make it a trustworthy option for any man’s wardrobe.

Softer. Lighter. Better.

All shoe uppers are made from a full-grain Italian calfskin, specially formulated to maintain shine but require little-to-no break in time.

Like Walking On Clouds

We’ve developed a long-wearing memory foam for the entire footbed, tongue and heel collar for all our shoes, providing a resilient cushioning system that hugs your feet every time you take a step.

The Classic Styled Senna Wingtip

Everyday Comfort Has Never Felt So Good. This classic styled brogue wingtip gives you all the comfort of a running shoe while respecting the heritage found in luxury footwear. Move freely in our Senna Wingtip.

‘‘Stylish dress shoes made to feel as comfortable as sneakers... by a former Adidas designer’’
‘‘Wolf & Shepherd is pitching men's dress shoes as comfortable enough for long commutes.’’
‘‘All the comfort of a running shoe..and now they have a world record to back it up.’’
‘‘A former adidas designer has reinvented the dress shoe to be as comfortable as sneakers.’’
Customer Reviews
4.8 Based on 165 Reviews
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Filter Reviews:
GF
09/17/2020
Gerald F.
United States United States
Sweeter than Honey!

The Senna Wingtip in honey is everything! They really are the most comfortable dress shoe I have ever owned. The styling and quality of the leather are incredible. They fit like a glove and are ready to wear all day right out of the box. I will definitely be purchasing more Wolf & Shepherd shoes to add to my collection.

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodRidiculously Comfortable
DJ
09/17/2020
Donald J.
United States United States
Just right!

These were exactly the style and price point I was looking for! They filled a niche to round out footwear I needed for my new clothing.

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodRidiculously Comfortable
HE
09/15/2020
Hamilton E.
United States United States
Milton

Great service

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodRidiculously Comfortable
EA
09/14/2020
edgar a.
United States United States
The most comfortable dress shoes !!!

This shoes are fantastic dress shoes I have wear other wingtip brands but none have the comfort that wolf and shepherd shoes has. I would buy another pair if need without any doubt!!

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodRidiculously Comfortable