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Senna Wingtip

$180
$349
Final Sale ?

This Item is Valid for 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.

Regular price
174 reviews

Senna Wingtip

$180
$349
Final Sale ?

This Item is Valid for 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.

Regular price
174 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


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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 174 Reviews
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MF
11/16/2020
Michael F.
United States United States
Great fit and very comfortable.

I originally purchased 2 pairs of Wolf and Shepherd shoes. They felt so good I purchased 2 more pairs. Very comfortable and didn’t take hardly anytime to break in.

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodRidiculously Comfortable
TM
11/09/2020
Tim M.
United States United States
Top Flight Shoe

The Senna Wingtip not only looks sharp, it is very high quality. remember, all leathers are not created equal! The Wolf & Sheppard wingtip is a cut above.

SM
11/07/2020
Scott M.
United States United States
Love Them

Third pair of shoes I bought in over a month; heading back to get a matching belt and the shoe polish. Mickey at the Madison Ave store is great!

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodRidiculously Comfortable
NC
11/02/2020
Nick C.
United States United States
Great Shoes, a bit large

Beautiful and incredibly comfortable. I generally wear a size 13 in men’s boots and shoes, with the exception of Cole Haan dress shoes. These run a size small for me, much like Cole Haan. Easy to exchange for the right size and customer service was excellent. Very happy with the purchase.