Wolf & Shepherd
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Wolf & Shepherd
I wear dress shoes six days a week. Finding comfortable dress shoes that don't look like orthopedic shoes has been like searching for the fountain of youth. Search no more. These shoes really are ridiculously comfortable but look so good you would think they have to be uncomfortable. My only regret is not having these shoes decades ago.

Mine fit like a glove. These are by far the best shoes I have tried on. I have always stuck with "Johnston & Murphy" and "Allen Edmonds". From now on I am buying these. Nothing was wrong with either of the companies I bought from before, but these shoes just blow them out of the water. There is no "break-in" period, they fit as if they were made to your foot (at least in my case).
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We're on a mission to bring you better footwear. As former Division I Track & Field athletes, we know the value of having the best equipment to succeed. When we entered the work force, we felt like no one was giving professional work wear the same attention. With backgrounds in performance shoe design and development, we decided it was time to bring the dress shoe into the 21st century.
Leather treated with a blend of vegetable and chrome oil to improve softness, reduce break-in time and provide durability. Meet the ultra-cozy Crossover Loafer: A slip-on dress shoe for the modern working man. Retooling what it means to be business casual, these loafers feature a FloatForm memory foam footbed and full-grain, Italian leather finish.
Our belts are measured from the inside edge of the buckle to the center hole. Because of this, we recommend selecting a belt one full size larger than your waist size. For example, if the waist size on your slacks or pant size is a 36" we recommend ordering a 38" belt. At the intersection of style and comfort is where this belt lives.
A super lightweight, knit mesh lends extra stretch to our lightest, most adaptable shoe yet. A design sure to quickly work its way into your daily wardrobe, this casual shoe devotes attention to a clean look with high-quality details. Placed on top of our athletic, agile foam sole, you are sure to feel the comfort.
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. An unlined penny loafer historically-rooted in road-racing. The Monaco makes the perfect casual statement and has been an eclectic addition to any man's wardrobe for decades.
Reviews (12)
Kenneth Ratliff
Kenneth Ratliff
Feb 01, 2022
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Excellent customer service. Quality product. I had to exchange two pair of shoes which were lost in transport. W&S handled my exchange expeditiously and professionally. Highly recommended. -Kenneth and Andrea Ratliff
Heather Rechtermann
Heather Rechtermann
Jan 11, 2022
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Wolf and Shepard products (shoes, belts, etc) and customer service are superior. Their extended sizes, product range, comfortably and overall customer experience make their site my first and most often the last stop for shoes for the men in my family
JoAnne Drake
JoAnne Drake
Jan 06, 2022
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The customer service at Wolf & Shepherd is wonderful! I had to go back and forth with them a few times while my boss tried to find the right size for a pair of shoes he wanted. They were very timely in their responses and ensured that everything was to our satisfaction.
Christopher Alarcon
Christopher Alarcon
Dec 31, 2021
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In this new age of online ordering I'm surprised how many companies continue to miss the mark, well Wolf & Shepherd are not one of them. I've ordered a total of 3 pairs of shoes and it can be expected that the same size doesn't always transfer across the board. I work a few of them for 8 hours thinking maybe they needed to be broken in, but figured out they just ran a bit small. Exchange process was seamless and my old shoes are on the way back and my new sizes are on their way here. The ability to do this from a chatting perspective just makes life that much easier since I work from home. Thanks
Peter Siris
Peter Siris
Dec 29, 2021
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I never write reviews, but i am making an exception for swiftknits. I thought the shoes looked good, so I bought two pairs. When the came, I actually thought I might have bought the wrong size, but i wore them anyway. Now when i am wearing them. I find myself thinking, “I can’t believe these shoes are so comfortable.” As i am walking, they feel so light and comfortable. I have never worn anything like them. For me, the fact that they are really stylish is just an added benefit. These are my favorite shoes ever.
Marc Kates
Marc Kates
Dec 28, 2021
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I have just purchased my 6th pair of Wolf & Shepherd shoes. Three of the original dress shoes and now 3rd pair of Crossovers. In fact, I have replaced my Ferragamo and Cole Haan dress and leisure shows with Wolf & Shepherd. By far the most comfortable shoe I have ever worn. Having some difficulty in the past finding a smaller shoe size, the problem has been solved as these shoes fit perfect. My original pairs have held up extremely well despite frequent wear. I could not be more satisfied with the shoe and the phenomenal customer service. Keep up the great work Wolf & Shepherd!
Gerald Angowitz
Gerald Angowitz
Dec 26, 2021
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Most comfortable shoes I’ve ever owned. They literally hug your feet!! Excellent quality and service. Love the shoes!!! I would rate them 10 stars if permitted.
Luke Morgan
Luke Morgan
Nov 14, 2021
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Wolf & Shepherd's customer service is outstanding. I first spoke with Khayla over the phone, and then via email. I had a tear in my shoes due to the ladder lacing, however, it is being replaced. The service was quick and attentive. The turn around was less than 24 hours. Looking forward to purchasing other lines of their shoes, they are ridiculously comfortable.
Keri Salas
Keri Salas
Sep 20, 2021
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Great shoes that my husband loves. Ordered a second pair straight away once he saw how much he liked the first pair. Top notch customer service. Had a shipping snafu (not Wolf and Shepherd's issue) and they helped sort it out in a jiffy. Amazing company and products.
Sam Henderson
Sam Henderson
Jul 22, 2021
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Recently purchased a pair of shoes from Wolf and Shepherd. The shoes arrived in a timely manner but were a little long and wide. I decided to order another style after I returned the ones received. Got on W&S website and sent an email. Got an immediate response from Cleo who walked me through the return process in detail. It is this kind of customer service that will make you want to do more business with a company. Thanks to Cleo for making my return seamless and for helping with my re-order! KUDOS to Cleo!
John D.
John D.
Sep 18, 2020
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The shoes are nice but fall apart. For the price they cost you would better off with a Ferragamo or Gucci shoe as they're better quality for the price and a name brand people know.
Jack L.
Jack L.
Oct 17, 2019
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Through demands of work, running back and forth between meetings I probably run through a shoe every 10 months. I have been eyeing Wolf & Shepherd for a while. Their claim is so comfortable someone ran a half Marathon. For me I held off as some of the reviews said size up some said size down - I didn't want the hassle of returns. I am looking for a shoe that will last me more than ten months of a lot of walking and be comfortable in all of those miles. I walk past this store and walk in. I didn't Even know it existed. I gave five stars for exceptional customer service. I admitted