31411333955657
black / white
black / white
black / white
black / white
black / white
black / white
black / white
black / white
black / white
black / white
black / white
black / white
honey oak
honey oak
honey oak
honey oak
honey oak
honey oak
honey oak
honey oak
honey oak
honey oak
honey oak
honey white
honey white
honey white
honey white
honey white
honey white
honey white
honey / white
honey white

Crossover™ Wingtip

$250
83 reviews

Crossover™ Wingtip

$250
83 reviews
Colorway: Honey / Oak 3 colorways
material:
Calfskin
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    • All-Day Comfort For Your Feet
    • Premium Italian Leather
    • Free Shipping
    • 365-Day Guarantee
    • Italian leather full grain uppers
    • Professional wingtip styling
    • Hand crafted in artisan factories
    • Removable memory foam footbed for industry-leading comfort
  • Runs true to sneaker size. Take your true sneaker size for a comfortable, glove-like fit. These will give with time and mold to the shape of your foot.


    Note:  We recommend ordering up half a size from your Wolf & Shepherd dress shoes.

Explore the Crossover™ Wingtip
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Size Guide

Shoe Size Guide

M = Men, W = Women.

Men's U.S. Size Women's U.S. Size EU Size U.K. Size Canadian Size Inches
6 8 39 5 6 9.25
6.5 8.5 39.5 5.5 6.5 9.42
7 9 40 6 7 9.625
7.5 9.5 40.5 6.5 7.5 10
8 10 41 7 8 10.4
8.5 10.5 41.5 7.5 8.5 10.125
9 11 42 8 9 10.25
9.5 11.5 42.5 8.5 9.5 10.5
10 12 43 9 10 10.625
10.5 12.5 43.5 9.5 10.5 10.75
11 13 44 10 11 11
11.5 13.5 44.5 10.5 11.5 11.125
12 14 45 11 12 11.25
12.5 14.5 45.5 11.5 12.5 11.5
13 15 46 12 13 11.625
14 16 47 13 14 12
15 17 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 Honey / Oak 3 colorways
Size Ruler What size am I?
Color & Size Arrow up

Business, meet Casual.

Adapted from our Senna Wingtip, this style features full-grain Italian leather with traditional brogueing and an athletic, agile sole. With its versatile design, this hybrid dress shoe comfortably navigates both business and casual settings - and especially the space in-between.

the future of footwear

Game for anything.

Equal parts poise and performance, the Crossover™ is Wolf & Shepherd's newest dress shoe built to bridge the gap between work and play. Featuring a lightweight construction, shock absorbent cushioning, and premium Italian leather, the Crossover™ gets you where you need to go, no matter the route you take.

italian leather upper

A luxury finish with no break-in time.

Celebrate the unique properties and depth found in full-grain Italian leather. Slight color and finish variation are natural and occur when our artisans hand-finish each product. Enjoy the rich color, natural creamy finish, and wax coated shine found in your Wolf & Shepherd shoes.

cushioned removable insoles

Like walking on clouds.

Our removable memory foam footbed features dual-density memory foam layers, lined with a supple sheepskin leather for maximum comfort. If you need to adjust sizing a bit, just snag one of our Wide or Narrow footbeds. Wolf & Shepherd’s proprietary footbeds can also be taken out and replaced when they wear down.

a refined silhouette

The future of footwear.

Hybrid dress shoes are redefining workplace footwear by offering a more casual alternative to standard dress shoes. We think they pair best with slacks/trousers and a jacket, khakis, denim, chinos, and plenty more.

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a hybrid dress shoe

Softer. Lighter. Better.

A hybrid dress shoe unlike anything else on the market. The Crossover™ Wingtip features a versatile brogue design to navigate both business and casual settings.





‘‘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.’’
Customer Reviews
4.9 Based on 83 Reviews
5 ★
92% 
76
4 ★
6% 
5
3 ★
1% 
1
2 ★
0% 
0
1 ★
1% 
1
Customer Photos
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Filter Reviews:
RJ
01/16/2022
Ronald J.
United States United States

Walking on A Cloud

Excellent/Superior...After 69 years of wearing shoes I've finally found the absolute right shoe for the right time in my LIFE...THANK YOU!

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodThere's No Turning Back
JE
01/08/2022
James E.
United States United States

I love these shoes!

Excellent! Very comfortable!

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodThere's No Turning Back
KM
01/08/2022
Kevin M.
United States United States

Great shoe

The mast comfortable dress shoe I have ever Worn

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodThere's No Turning Back
CV
12/30/2021
CESAR V.
United States United States

Great Shoes

Shoe ran true to size for me. Very comfortable all day long. Like other reviews mentioned you could easily dress these up or down depending on the occasion.

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodThere's No Turning Back