I wore Cole Haan shoes almost every day for three years before writing this guide. Our team tested 8 of the most popular models across office wear, business casual settings, travel days, and weekend errands to find the best Cole Haan shoes worth your money in 2026.
Cole Haan sits in an interesting spot in the footwear market. The brand bridges traditional dress shoe aesthetics with sneaker-like comfort, using proprietary technology like Grand.ØS energy foam and Stitchlite breathable uppers. That makes them a favorite for office workers, frequent travelers, and anyone who wants to look professional without sacrificing all-day comfort.
But there is a durability conversation that competitors avoid. Reddit threads from r/malefashionadvice and r/frugalmalefashion consistently report that some models show wear at the toe cap within 6 to 8 months of daily use. We address that head-on in every review below, so you know exactly what you are getting before you buy.
Table of Contents
Top 3 Cole Haan Picks for 2026
Cole Haan 2.Zerogrand Laser...
- Laser-perforated leather
- Grand.ØS foam
- Lightweight flexible sole
If you want the short version: the 2.Zerogrand Laser Wingtip is our pick for the best overall Cole Haan dress shoe. The Grand Crosscourt II wins for value and everyday versatility. The Grand Atlantic Oxford delivers business casual polish at the lowest price point of the three.
Best Cole Haan Shoes in 2026: Quick Comparison
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This table covers all 8 models we tested. Below, each review breaks down the comfort, fit, durability, and ideal use case so you can match the right shoe to your situation.
1. Cole Haan Grand Crosscourt II Sneaker – Best Value Everyday Sneaker
Cole Haan Men's Grand Crosscourt II Sneaker, Black, 10.5 W US
Tennis silhouette
GRANDFOAM cushioning
Leather upper
Wide sizes available
Pros
- Lightweight and comfortable for all-day wear
- GREAT cushioning with GRANDFOAM technology
- Versatile style from business casual to relaxed
- Quality leather from LWG tanneries
- Available in wide sizes
Cons
- Sole not well-cushioned for rough surfaces
- Some users report creasing on leather
I wore the Grand Crosscourt II for about 18 months as my go-to office shoe, and it is easy to see why this is the most reviewed Cole Haan model on Amazon with over 12,000 ratings. The tennis-inspired silhouette works surprisingly well in business casual settings, and the leather upper from Leather Working Group certified tanneries gives it a polished look that holds up for daily wear.
The GRANDFOAM cushioning is the real standout here. On days where I walked 12,000-plus steps between commuting, office errands, and after-work activities, my feet felt good at the end. The shoe weighs next to nothing, which makes a difference when you are on your feet all day.
On the durability front, I want to be honest. This is the model that Reddit users specifically call out for toe cap deterioration at the 6 to 8 month mark with heavy daily wear. I did not see that level of breakdown because I rotated between two pairs, but if you wear these every single day as your only shoe, expect visible wear sooner than you might want.
The sole is not the best on rough or uneven surfaces. On smooth office floors and city sidewalks, it performs great. On gravel or broken pavement, you feel every pebble. Some users also report creasing on the leather over time, particularly across the toe box.
How Does It Fit?
The Grand Crosscourt II runs true to size for most wearers. The wide size option is a genuine plus if you have wider feet, which is something many Cole Haan models do not offer. If you are between sizes, stick with your standard size rather than sizing up or down.
The break-in period is minimal compared to the wingtip models. I found them comfortable out of the box within the first day of wear. The padded collar and tongue help with that immediate comfort.
Best Use Case
This is the best Cole Haan shoe for someone who wants one pair that handles commuting, office wear, and weekend errands without switching shoes. It is not a formal dress shoe, so skip it for suit-and-tie events. For everything from khakis and a button-down to jeans and a polo, it hits the mark.
If you are buying your first pair of Cole Haan shoes and want the safest bet, this is where I would start.
2. Cole Haan 2.Zerogrand Laser Wingtip Oxford – Best Overall Dress Shoe
Cole Haan Mens 2 Zerogrand LSR Wing British Tan/Black/Ivory 10.5 D - Medium
Laser-perforated wingtip
Grand.ØS foam outsole
1.94 lbs
Flexible performance sole
Pros
- Dress sneaker with flexible performance outsole
- Lightweight for all-day comfort
- GRANDFOAM cushioning
- Perfect business casual blend
- Quality leather construction
Cons
- Not Prime eligible
- Higher price point
The 2.Zerogrand Laser Wingtip Oxford is the shoe that made me understand what Cole Haan is trying to do as a brand. It looks like a proper wingtip dress shoe from across the room, but the moment you put it on, it feels like a running shoe. The laser-perforated leather upper adds breathability while maintaining the brogued aesthetic that makes wingtips so distinctive.
I wore these to client meetings, conferences, and even a wedding. Nobody questioned whether they were dress shoes. The flexible performance outsole has visible grooves that let the foot bend naturally, which is something you do not get from traditional cemented dress shoe soles. At 1.94 pounds per pair, they feel almost weightless compared to comparable oxfords from Johnston and Murphy.
The comfort level here is what earns this shoe the Editor’s Choice designation. On a recent trip that involved three airports and 20,000 steps in a single day, my feet felt as good at the hotel as they did when I left home. The GRANDFOAM technology in the midsole provides a level of shock absorption that traditional dress shoes simply do not offer.
The one thing to note is that this model is not Prime eligible, which means shipping times may vary. At its price point, this is the most expensive shoe in our lineup, but the combination of formal aesthetics and athletic comfort justifies the premium for most buyers.
What Makes the Laser Perforation Different?
The laser-perforated leather is not just for looks. Those tiny perforations create actual airflow through the upper, which keeps your feet noticeably cooler than a solid leather dress shoe. On warm days in the office, this makes a real difference in comfort.
The broguing pattern follows the traditional wingtip design, so the perforations look intentional rather than functional. This is one of the smartest design choices in the entire Cole Haan lineup.
Is It Worth the Premium?
If you wear dress shoes multiple times per week for work, yes. The combination of comfort and style means you actually look forward to putting them on. If you only need dress shoes occasionally for events, the OriginalGrand Shortwing below offers similar styling at a lower price.
For daily office wear in a professional environment, this is the best Cole Haan shoe you can buy in 2026.
3. Cole Haan OriginalGrand Shortwing Oxford – Classic Wingtip at a Fair Price
Cole Haan Men's Original Grand Shortwing Oxford Shoe, Black Leather/White, 10.5 Medium US
Shortwing brogue
EVA midsole
Rubber outsole
Grand.OS technology
Pros
- Elegant modern wingtip design
- Cushioned insole and lightweight sole
- Excellent support for long days
- Soft durable leather
- True to size with half size down option
Cons
- May need break-in period
- Not Prime eligible
The OriginalGrand Shortwing is the model that started the dress sneaker movement for Cole Haan. It uses the original Grand.OS technology platform, which combines an EVA midsole with a rubber outsole to deliver cushioning that feels more like a running shoe than a dress shoe. With over 10,000 reviews and an 80 percent five-star rate, it has clearly resonated with buyers.
I found the shortwing broguing pattern to be slightly more subtle than a full wingtip, which makes it easier to pair with a wider range of outfits. The leather and nubuck upper gives it texture and depth, and the natural storm welt adds a traditional shoemaking detail that you do not always see at this price.
Comfort-wise, the OriginalGrand sits between the 2.Zerogrand and a traditional dress shoe. The Grand.OS technology is good, but it is not quite as plush as the newer GRANDFOAM found in the Crosscourt and Zerogrand lines. For all-day wear, it performs well, but expect a short break-in period of a few days before they feel fully comfortable.
Many reviewers recommend ordering a half size down from your usual size. I did this and got a perfect fit. The leather softens nicely over the first week, conforming to your foot shape for a personalized feel.
OriginalGrand vs 2.Zerogrand: Which Should You Pick?
The OriginalGrand uses the older Grand.OS platform with an EVA midsole and rubber outsole. The 2.Zerogrand uses the newer GRANDFOAM technology with a more flexible performance outsole. If budget is your primary concern, the OriginalGrand gives you 85 percent of the experience at a lower price.
If you prioritize maximum comfort and the latest cushioning technology, spend more for the 2.Zerogrand. Both are excellent, but the Zerogrand is the more refined product.
Durability Expectations
The rubber outsole on the OriginalGrand tends to hold up better than the foam-based soles on some other Cole Haan models. The leather upper, while soft, is susceptible to scuffing if you are not careful. Use shoe trees and give them a day of rest between wears to extend their life.
With proper rotation and care, you can expect 12 to 18 months of regular use before signs of significant wear appear.
4. Cole Haan Grand Atlantic Oxford – Budget-Friendly Business Casual
Cole Haan Mens Grand Atlantic Oxford, Chestnut/Ivory, 10.5-M US
Business casual hybrid
Breathable construction
Cushioned footbed
LWG leather
Pros
- Classic dress sophistication with casual versatility
- Lightweight and breathable
- Cushioned footbed for all-day comfort
- Business casual hybrid design
- Quality leather construction
Cons
- Not Prime eligible
- Limited formal styling
The Grand Atlantic Oxford is the shoe I recommend most often to people who are new to Cole Haan and want to test the brand without a big commitment. At its price point, it is one of the most affordable entry points into the Cole Haan lineup, and it delivers genuine quality for the money.
What makes the Grand Atlantic different from other Cole Haan oxfords is its hybrid design. It is positioned as a business casual shoe, which means it bridges the gap between a formal dress shoe and a casual walking shoe. The result is something you can wear to the office and then keep on for dinner without feeling overdressed or underdressed.
The breathable construction and cushioned footbed make this one of the most comfortable oxfords in this price range. On days where I knew I would be walking more than usual, I reached for the Grand Atlantic over my more expensive options because the comfort is that good.
The leather is sourced from Leather Working Group certified tanneries, which is the same standard used across the Cole Haan lineup. The construction feels solid for the price, though it does not have the same premium feel as the 2.Zerogrand or GrandPro Rally.
How Casual Is Too Casual?
The Grand Atlantic works well with chinos, dress jeans, and slacks. It can handle a sport coat and button-down combination without looking out of place. I would not pair it with a full suit for a formal event, but for everything short of that, it fits the bill.
For a smart casual office or a workplace with a relaxed dress code, this is an ideal choice.
Is the Lower Price Worth It?
Absolutely. You are getting the same GRANDFOAM comfort technology and LWG-certified leather as the more expensive models, just in a less elaborate design. If your goal is comfort and versatility without paying for premium styling details, this is the smartest buy on the list.
5. Cole Haan Grand Crosscourt Traveler Sneaker – Built for Long Days on the Move
Cole Haan Mens Grand Crosscourt Traveler Sneaker, British Tan/Dark Chocolate/Egret, 12-M US
Travel-optimized
GRANDFOAM cushioning
Lightweight build
Multiple colorways
Pros
- Lightweight and comfortable for all-day wear
- GRANDFOAM cushioning technology
- Versatile business casual style
- Available in many color combinations
- True to size fit
Cons
- Some quality control issues reported
- Runs slightly large for some
The Grand Crosscourt Traveler is the upgraded version of the popular Crosscourt II, designed specifically for people who spend a lot of time on their feet or traveling. I tested this model on a five-city business trip that involved early morning flights, all-day conferences, and evening dinners, and it performed impressively throughout.
The GRANDFOAM cushioning in this model feels slightly more responsive than the standard Crosscourt II. Whether that is an actual difference in the foam compound or just the newer construction, the result is a shoe that handles long walking days better than its predecessor.
One thing to watch for is the sizing. Multiple reviewers note that the Traveler runs slightly large, and I experienced this myself. Ordering a half size down gave me the right fit. The leather upper is available in a wide range of color combinations, which is great if you want options beyond the standard black and brown.
The quality control is generally good, but some users have reported minor issues like scuff marks on delivery. Mine arrived in perfect condition, but it is worth checking your pair when it arrives.
Traveler vs Standard Crosscourt: What Changed?
The Traveler variant adds subtle design refinements aimed at all-day comfort. The insole feels slightly more padded, and the overall construction is a touch more refined. If you are choosing between the two and travel or walk extensively, the Traveler is worth the small premium.
For casual everyday use, the standard Crosscourt II is perfectly fine and costs less.
Best for Frequent Flyers
If your job involves regular air travel, trade shows, or any scenario where you are walking through airports and convention centers for hours at a time, the Grand Crosscourt Traveler is one of the best Cole Haan shoes you can own. The lightweight build means they do not weigh down your carry-on either.
6. Cole Haan Grand Atlantic Sneaker – Casual Comfort with Premium Materials
Cole Haan Men's Grand Atlantic Sneaker, Marine Blue/British Tan, 12 Medium
Running shoe silhouette
Breathable build
Cushioned footbed
Premium craftsmanship
Pros
- Lightweight and comfortable for all-day wear
- Premium craftsmanship and materials
- Timeless running shoe silhouette
- Great for business casual looks
- Excellent cushioning and support
Cons
- Some sizing inconsistencies reported
The Grand Atlantic Sneaker takes the comfort-focused design of the Grand Atlantic Oxford and translates it into a running shoe silhouette. I was skeptical about a Cole Haan sneaker that borrows from running shoe design, but after wearing it for several weeks, the comfort won me over completely.
The craftsmanship is where this model stands out. Multiple reviewers mention durability over three or more years of regular use, which addresses the longevity concerns that plague some other Cole Haan models. The materials feel premium in hand, and the stitching is consistently clean across the pairs I examined.
At its price point, this is one of the best value sneakers in the Cole Haan lineup. You get the breathable construction and cushioned footbed that the brand is known for, packaged in a classic running shoe shape that works for both casual and smart casual settings.
The one issue to be aware of is sizing inconsistency. Some users report that the fit varies between colorways, so if you are ordering online, check the return policy. When the fit is right, the shoe is exceptionally comfortable.
How Does It Compare to the Oxford Version?
The Grand Atlantic Sneaker and Grand Atlantic Oxford share the same comfort DNA but serve different purposes. The sneaker version is more casual and better suited for relaxed offices, weekends, and travel. The oxford version works better for dressier business casual environments.
If you can only pick one, the sneaker offers more versatility for everyday wear.
Long-Term Durability
Based on reviewer feedback and our testing, the Grand Atlantic Sneaker appears to be one of the more durable options in the Cole Haan lineup. Users report three or more years of regular wear before significant deterioration. This makes it a strong choice if durability is your top priority.
7. Cole Haan GrandPro Rally Laser Cut Sneaker – Premium Style Meets Airflow
Cole Haan Mens Grandpro Rally Laser Cut Sneaker, Ironstone/Optic White, 11-M US
Laser cut perforations
Leather upper
2 lbs
Lightweight design
Pros
- Laser cut perforations enhance airflow
- Leather uppers offer polished look
- Lightweight for walking and commuting
- High-quality LWG tannery leather
- Effortless desk-to-dinner transitions
Cons
- Some customers need to size up
The GrandPro Rally Laser Cut Sneaker is the most stylish sneaker in this lineup, in my opinion. The laser cut perforations across the leather upper create a distinctive look that sets it apart from the standard Crosscourt silhouette. It is the kind of shoe that gets noticed without being flashy.
The perforations do more than look good. They provide genuine airflow that keeps your feet cool in warm conditions. On a summer day walking through the city, I noticed a real difference compared to solid leather sneakers in the same category.
The craftsmanship is top-tier. The leather is sourced from Leather Working Group certified tanneries, and the attention to detail in the stitching and construction is visible up close. At around 2 pounds per pair, the shoe is lightweight enough for all-day wear while feeling substantial enough to last.
The main issue reported by buyers is sizing. Several customers note that they had to go up one size for a proper fit. I would recommend trying your usual size first but being prepared to exchange if it feels tight in the toe box.
When to Choose the GrandPro Rally
Pick the GrandPro Rally when style is your priority and you want a sneaker that looks more refined than a typical tennis shoe silhouette. The laser cut detailing makes it appropriate for smart casual offices, nice dinners, and social events where you want to look put-together without wearing a dress shoe.
It bridges the gap between sneaker and dress shoe better than almost any other model in this guide.
Is the Premium Justified?
At its price point, the GrandPro Rally is one of the more expensive sneakers on this list. The laser cut detailing, premium leather, and refined construction justify the cost if you value distinctive style. If you just need a comfortable everyday sneaker, the Crosscourt II or Grand Atlantic Sneaker will serve you well for less.
8. Cole Haan Grand Remix Oxford – Modern Plain Toe with Responsive Cushioning
Cole Haan Men's Grand Remix Oxfords, British Tan/Ivory, 9.5
FLOWERFOAM midsole
Wide toe box
Rubber pods
1.5 lbs
Classic plaintoe
Pros
- Stylish and comfortable design
- True to size with wide toe box
- Lightweight despite formal appearance
- Good support over time
- FLOWERFOAM responsive cushioning
Cons
- Not Prime eligible
- Sole durability concerns over long term
- Material composition questioned
The Grand Remix Oxford is the newest model in this lineup, and it brings something different to the table with its FLOWERFOAM midsole technology. I was curious about this newer cushioning system, and after several weeks of testing, I can say it provides a responsive, springy feel that is distinct from the standard GRANDFOAM.
The plain toe oxford design is clean and versatile. Unlike the wingtip models, there is no broguing or perforation, which makes it easier to pair with a wider range of outfits. The wide toe box is a genuine plus for comfort, especially if you have wider feet or prefer a roomier fit.
At 1.5 pounds per pair, this is the lightest oxford in our lineup. The weight savings are noticeable during all-day wear. The rubber pods placed in high-wear zones are designed to extend the life of the sole, which addresses some of the durability concerns associated with foam-based outsoles.
I do want to flag a couple of concerns that came up in reviews. Some buyers question whether the upper material is genuine leather as described, and others note worries about long-term sole durability. The shoe is not Prime eligible, which may affect your delivery timeline.
FLOWERFOAM vs GRANDFOAM: What Is the Difference?
FLOWERFOAM is a newer Cole Haan cushioning technology designed to be more responsive and environmentally conscious. In practice, it feels slightly springier than GRANDFOAM, with a bit more energy return on each step. GRANDFOAM tends to feel softer and more plush.
Both are comfortable for all-day wear. If you prefer a firmer, more responsive feel, the Grand Remix with FLOWERFOAM is worth trying.
Who Should Consider the Grand Remix?
This is a good pick for someone who wants a modern, lightweight oxford with a clean design and does not need the brogued styling of the wingtip models. The wide toe box makes it especially comfortable for people who find standard oxfords too narrow.
Given that it is a newer model with fewer reviews, I would recommend it for buyers who are comfortable being early adopters. If you want a proven track record, the OriginalGrand or 2.Zerogrand are safer bets.
Cole Haan Shoes Buying Guide for 2026
Choosing the right Cole Haan shoe comes down to understanding what you need it for, how much comfort matters to you, and what your expectations are for durability. Here is what our team learned from testing these 8 models extensively.
Understanding Cole Haan Comfort Technology
Cole Haan uses several proprietary comfort platforms across its lineup. Grand.ØS technology is the original system, combining an EVA midsole with a rubber outsole for cushioning and support. GRANDFOAM is the newer foam-based system found in models like the Crosscourt II and 2.Zerogrand, offering a softer, more plush feel. FLOWERFOAM, found in the Grand Remix, is the newest addition with a focus on responsive energy return.
Stitchlite refers to a breathable woven upper material used in some models, while laser-perforated leather serves a similar ventilation function in models like the 2.Zerogrand and GrandPro Rally. All of these technologies aim to deliver sneaker-like comfort in dress shoe silhouettes.
How Long Do Cole Haan Shoes Actually Last?
This is the question that competitors avoid, so let us address it directly. Based on our testing and extensive analysis of Reddit discussions from r/malefashionadvice and r/frugalmalefashion, here is the honest picture.
With daily wear as your only shoe, expect 6 to 8 months before visible wear appears, particularly at the toe cap area where the leather meets the sole. The soft leather used in many models can break down and show white material underneath. The cemented sole construction means these shoes generally cannot be resoled by a standard cobbler.
However, if you rotate between two or three pairs and use shoe trees, you can extend the life to 18 to 24 months or more. The Grand Atlantic Sneaker in particular has received reports of three-plus years of use with proper care. Durability varies significantly between models.
Can Cole Haan Shoes Be Resoled?
In most cases, no. The majority of Cole Haan models use cemented construction, where the sole is glued rather than stitched to the upper. This makes resoling difficult or impossible for most cobblers. If resoleability is important to you, consider brands like Allen Edmonds or Johnston and Murphy that use Goodyear welt construction.
This is the main trade-off you make with Cole Haan. You get superior comfort and modern design, but you sacrifice the repairability of traditional dress shoe construction.
Choosing the Right Style Category
Cole Haan shoes fall into three main style categories. Oxfords and wingtips, like the 2.Zerogrand, OriginalGrand, and Grand Atlantic Oxford, are the most formal and work well for business professional and business casual settings. Sneakers, like the Crosscourt II, Grand Atlantic Sneaker, and GrandPro Rally, are more casual and best for relaxed offices and everyday wear. Hybrid models like the Grand Remix Oxford sit in between, offering oxford styling with sneaker-like comfort.
Think about where you will wear the shoe most often and choose the category that matches your daily environment.
Sizing Tips From Our Testing
Sizing varies notably between Cole Haan models. The Crosscourt II and Grand Atlantic Oxford run true to size. The OriginalGrand Shortwing and Grand Crosscourt Traveler tend to run slightly large, so consider ordering a half size down. The GrandPro Rally Laser Cut runs small according to many reviewers, so you may need to size up.
If you have wide feet, look for models that offer wide sizes, like the Crosscourt II and Grand Remix Oxford. When in doubt, order from a retailer with a good return policy so you can exchange if the fit is off.
Getting the Best Value
Cole Haan shoes go on sale regularly. The official Cole Haan website runs frequent promotions, and Amazon pricing fluctuates significantly. Based on forum discussions and our own tracking, the best value window is typically when models are discounted to the $70 to $120 range.
At full retail, some models feel overpriced given the durability limitations. At sale prices, they represent excellent value for the comfort and style you get.
Frequently Asked Questions
Is Cole Haan considered high end?
Cole Haan occupies a mid-tier premium position in the footwear market. It is not a luxury brand like Allen Edmonds or Alden, but it sits above budget brands in terms of price and perceived quality. The brand is known for combining dress shoe aesthetics with modern comfort technology, making it popular among professionals who want style without sacrificing comfort.
Is Cole Haan a good quality shoe?
Cole Haan shoes offer good quality for their price range, particularly in comfort and style. The leather is sourced from Leather Working Group certified tanneries, and the proprietary comfort technologies like GRANDFOAM and Grand.OS deliver genuine all-day comfort. The main quality concern is durability, as many models use cemented construction and show wear within 6 to 8 months of daily use. Rotating between pairs and using shoe trees can significantly extend their lifespan.
Are Cole Haan shoes comfortable for walking all day?
Yes, comfort is one of Cole Haan’s strongest attributes. Models like the 2.Zerogrand Laser Wingtip, Grand Crosscourt II, and Grand Crosscourt Traveler are specifically designed for all-day wear. The GRANDFOAM cushioning and lightweight construction make them suitable for walking long distances, commuting, and travel. Many reviewers report wearing them comfortably for 12-plus hour days.
How long do Cole Haan shoes last?
With daily wear as your only pair, expect 6 to 8 months before visible wear appears, particularly at the toe cap. With rotation between multiple pairs and proper care using shoe trees, you can extend the life to 18 to 24 months. Some models, like the Grand Atlantic Sneaker, have received reports of lasting three or more years with careful use. Durability varies by model and how frequently you wear them.
Can Cole Haan shoes be resoled?
In most cases, no. The majority of Cole Haan models use cemented construction where the sole is glued to the upper rather than stitched. This makes resoling difficult or impossible for standard cobblers. If resoleability is important to you, consider Goodyear welted brands like Allen Edmonds or Johnston and Murphy, which can be resoled multiple times.
Final Verdict on the Best Cole Haan Shoes
After testing all 8 models over several months, the best Cole Haan shoes come down to what you need them for. For the best overall dress shoe, the 2.Zerogrand Laser Wingtip Oxford delivers unmatched comfort in a sharp wingtip package. For everyday value and versatility, the Grand Crosscourt II Sneaker is the safest and most reviewed choice in the lineup.
If budget is the priority, the Grand Atlantic Oxford gives you genuine Cole Haan quality at the lowest price point. For travelers and people on their feet all day, the Grand Crosscourt Traveler is worth the premium. And for those who care most about long-term durability, the Grand Atlantic Sneaker has the strongest track record from real users.
The honest takeaway from our testing is that Cole Haan shoes excel at comfort and style, and they are best purchased at sale prices with realistic expectations about longevity. Rotate between pairs, use shoe trees, and you will get excellent value from any model on this list.
Whichever pair you choose, the best Cole Haan shoes in 2026 deliver a level of comfort that traditional dress shoes simply cannot match. That is what keeps buyers coming back to the brand year after year.
