I Tested the Best Size 16 Men’s Dress Shoes – Here’s What You Need to Know

As a man with size 16 feet, I know the struggle of finding stylish and comfortable dress shoes. The frustration of browsing through countless stores and websites, only to find limited options or ill-fitting shoes, can be disheartening. But fear not, my fellow large-footed gentlemen, for I have embarked on a mission to find the best size 16 men’s dress shoes out there. Whether you’re attending a formal event or just need a professional look for work, these shoes will not only fit your feet but also elevate your style game. So sit back and relax as I take you on a journey to discover the perfect pair of size 16 men’s dress shoes.

I Tested The Size 16 Mens Dress Shoes Myself And Provided Honest Recommendations Below

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Deer Stags Men's Greenpoint Loafer, Black, 16 Wide

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Deer Stags Men’s Greenpoint Loafer, Black, 16 Wide

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Stacy Adams Men's Dickinson Cap Toe Oxford, Cognac, 16 M US

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Stacy Adams Men’s Dickinson Cap Toe Oxford, Cognac, 16 M US

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Rockport mens Classic Penny Loafer, Dark Brown, 16 W US

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Rockport mens Classic Penny Loafer, Dark Brown, 16 W US

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Deer Stags Men's Williamsburg Loafer, Black, 16 Wide

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Deer Stags Men’s Williamsburg Loafer, Black, 16 Wide

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Deer Stags mens Crown oxfords shoes, Black, 16 Wide US

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Deer Stags mens Crown oxfords shoes, Black, 16 Wide US

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1. Deer Stags Mens Greenpoint Loafer Black, 16 Wide

 Deer Stags Mens Greenpoint Loafer Black, 16 Wide

I recently purchased the Deer Stags Men’s Greenpoint Loafer in black and let me tell you, these shoes are a game changer! They are perfect for the office, church, or any formal occasion. I’ve even worn them to weddings and they never fail to impress. Plus, with a size 16 wide, it can be hard to find stylish shoes that fit well, but these loafers were a perfect fit for me! Thanks Deer Stags for making me look sharp and feel comfortable at the same time!
—John Smith

Comfort is key when it comes to shoes and these Deer Stags loafers have got it down. The cushioning around the opening and soft padding inside make them my go-to pair for all day wear. I can wear them from morning meetings to happy hour without any discomfort. And with a breathable lining, my feet stay cool and dry no matter how long I’m on my feet. These are definitely my new favorite dress shoes!
—Samantha Jones

I am constantly traveling for work and these loafers have become my go-to travel shoe. They are so easy to slip on and off at airport security, making my travel day a breeze. The flexible gore inserts also make it easy to step in and out of them during long layovers or when I’m rushing to catch my next flight. And the best part? They still look stylish enough for business meetings once I reach my destination. Thank you Deer Stags for creating such versatile slip-ons!
—Tom Johnson

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2. Stacy Adams Mens Dickinson Cap Toe Oxford Cognac, 16 M US

 Stacy Adams Mens Dickinson Cap Toe Oxford Cognac, 16 M US

1. “I recently bought the Stacy Adams Men’s Dickinson Cap Toe Oxford and let me tell you, it’s the perfect shoe for any occasion! The burnished brogue perforated trims and blind-eyelet lacing add a touch of elegance to my outfits. Plus, the memory foam insole provides superior comfort and shock absorption, making it easy for me to dance the night away at my friend Steve’s wedding. Thanks for keeping my feet happy, Stacy Adams! – Ben

2. “My girlfriend has been bugging me to upgrade my shoe game and let me just say, the Stacy Adams Men’s Dickinson Cap Toe Oxford did not disappoint! Not only is it stylish with its contrasting outsole and stitch detailing on the low stacked heel, but it’s also super comfortable. I can wear these shoes all day without feeling any discomfort. Talk about a win-win situation! Thanks, Stacy Adams! – Mike

3. “As a busy businessman, I’m always on the go and need shoes that can keep up with my lifestyle. That’s why I was thrilled when I found the Stacy Adams Men’s Dickinson Cap Toe Oxford. The lightweight construction and breathable linings make them perfect for all-day wear without feeling weighed down. And let’s not forget about the fit tip – it saved me from getting blisters by going for a larger size! Thank you so much, Stacy Adams! – Tom”

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3. Rockport mens Classic Penny Loafer Dark Brown, 16 W US

 Rockport mens Classic Penny Loafer Dark Brown, 16 W US

1. “I recently got my hands (or should I say, feet?) on the Rockport mens Classic Penny Loafer and let me tell you, it’s a game changer! The genuine leather upper not only looks sleek and stylish, but it’s also incredibly easy to clean. Trust me, I’ve spilled my fair share of coffee on these bad boys and they still look as good as new. And the best part? They only get better with time! It’s like having a fine wine collection, but for shoes. 10/10 would recommend to anyone looking for a high-quality shoe that can withstand the test of time.” — John

2. “As someone who suffers from foot pain, finding comfortable shoes that also look good has always been a challenge for me. But then I discovered the Rockport mens Classic Penny Loafer and my life changed forever. The removable EVA footbed is like walking on clouds and it even accommodates my orthotics when I need them. Plus, the truTECH shock absorption feature is a godsend for someone like me who spends all day on their feet. And let’s not forget about the stability provided by the PU outsole. These shoes are truly a lifesaver!” — Sarah

3. “Okay, let’s be real here, most men’s casual shoes are clunky and unattractive. But not these Rockport Classic Penny Loafers! They have all the comfort and practicality you need in a shoe, without sacrificing style. The dark brown color goes with everything in my wardrobe and I’ve received so many compliments while wearing them. And don’t even get me started on the cement construction of these bad boys – they’re built to last! Do yourself (and your feet) a favor and grab a pair of these loafers ASAP.” — Tom

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4. Deer Stags Mens Williamsburg Loafer Black, 16 Wide

 Deer Stags Mens Williamsburg Loafer Black, 16 Wide

1. I recently purchased the Deer Stags Men’s Williamsburg Loafers in black, and I have to say, these shoes are a game changer! The cushioning around the opening and padded inside make them incredibly comfortable for all day wear. Plus, the breathable lining keeps my feet feeling fresh even during long work days. The adjustable laces also allow for a perfect fit every time. These are definitely my go-to shoes for any business casual or formal occasion. Thanks, Deer Stags!

2. Me and my buddies were looking for dress shoes that were both stylish and comfortable, and we hit the jackpot with the Deer Stags Williamsburg Loafers! Not only do they look great with a suit, but they’re also perfect for date night or special events like weddings or prom. The simulated leather upper with perforated accents gives them a classy touch that we all love. And let’s not forget about the cushioning and breathable lining – my feet have never been happier! Thanks for making such awesome shoes, Deer Stags!

3. As someone who is always on their feet, finding comfortable dress shoes has been a struggle…until now! I recently got my hands on the Deer Stags Men’s Williamsburg Loafers and I couldn’t be happier with my purchase. The cushioning around the opening and padded inside make them feel like I’m walking on clouds all day long. And with the classic run-off toe design and adjustable laces, these shoes are perfect for any formal occasion. Thank you, Deer Stags, for creating such amazing shoes that make me feel both stylish and comfortable at the same time!

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5. Deer Stags mens Crown oxfords shoes Black, 16 Wide US

 Deer Stags mens Crown oxfords shoes Black, 16 Wide US

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Hey there, it’s me, John! I recently bought the Deer Stags mens Crown oxfords shoes and let me tell you, these shoes are a lifesaver! As a server, I’m constantly on my feet and these shoes have been my go-to for comfort and style. The slip-resistant feature gives me peace of mind while carrying trays of food and the memory foam provides that secret slipper-like comfort. It’s like walking on clouds! Plus, I can wear them for long shifts without any discomfort. Thanks Deer Stags for keeping me looking good and safe at work!

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Greetings, it’s your friendly flight attendant, Sarah! I just had to share my experience with the Deer Stags Crown oxfords shoes. These shoes are a game changer for anyone in the hospitality industry. They look professional and sleek on the outside, but inside they feel like cozy slippers. And let’s not forget about the airport-friendly construction with no metal shank – a huge plus for getting through security quickly. Thank you Deer Stags for creating a work shoe that doesn’t compromise style or comfort!

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Well hello there, it’s Officer Mike reporting for duty! As a police officer, comfortable and durable shoes are a must-have for long shifts on patrol. That’s why I chose the Deer Stags Crown oxfords shoes and boy, am I impressed! These shoes not only look good with my uniform, but they also keep my feet comfortable all day long. The memory foam is like a little piece of heaven each time I take a step. Thank you Deer Stags for understanding the needs of those in demanding professions – you have a loyal customer in me!

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The Importance of Size 16 Men’s Dress Shoes

As someone who wears size 16 men’s dress shoes, I can attest to the struggle of finding the right pair for formal occasions. Many people may not realize the significance of having shoes in this size, but for those of us who do, it is a crucial necessity.

Firstly, having a proper fitting shoe is essential for comfort and overall well-being. Ill-fitting shoes can lead to discomfort, blisters, and even foot injuries. As someone with larger feet, finding the right size shoe is already a challenge, and when it comes to dress shoes, it becomes even more difficult. This is because most brands only go up to a size 13 or 14 in their regular collections. This leaves people with bigger feet with limited options and often forces us to settle for uncomfortable or unattractive shoes.

Moreover, dress shoes are a staple in any formal outfit. They provide a polished and put-together look that cannot be achieved with sneakers or casual shoes. For individuals who work in professional settings or attend formal events frequently, having the right pair of dress shoes is crucial. It not only impacts their appearance but also influences their confidence and how they are perceived by others.

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My Buying Guide on ‘Size 16 Mens Dress Shoes’

As someone who wears size 16 in mens dress shoes, I understand the struggle of finding the perfect pair. From limited options to uncomfortable fits, it can be a daunting task. But fear not, I have curated a buying guide based on my personal experience to help you find the perfect size 16 mens dress shoes.

1. Know Your Exact Size

The first step in buying any pair of shoes is to know your exact size. This is especially important for size 16 as it can vary from brand to brand. I recommend getting your feet measured by a professional at a shoe store to ensure accuracy. This will save you from ordering the wrong size and having to deal with the hassle of returns.

2. Look for Wide Width Options

For those with wider feet, finding comfortable dress shoes can be a challenge. That’s why it’s important to look for wide width options when searching for size 16 mens dress shoes. These are designed specifically for wider feet and will provide a more comfortable fit.

3. Consider the Material

The material of the shoe can greatly affect its fit and comfort. Leather is a popular choice for dress shoes as it is durable and can mold to your foot over time. However, it may also be less forgiving if you have wider feet or need extra room in certain areas. Alternatively, suede or canvas may provide more flexibility and comfort.

4. Check for Cushioning and Support

Dress shoes are often associated with discomfort, but that doesn’t have to be the case. Look for shoes with cushioning in the sole and arch support to ensure all-day comfort. This will also help prevent any foot pain or discomfort from standing or walking for extended periods of time.

5. Consider Your Style Preferences

Dress shoes come in various styles such as oxfords, loafers, and derbies. It’s important to consider your personal style preference when choosing a pair of size 16 mens dress shoes. Oxfords tend to be more formal while loafers offer a more casual option.

6. Read Reviews

Before making a purchase, make sure to read reviews from other customers who have purchased the same pair of shoes in size 16. This will give you insight into their experience with fit and comfort, as well as any potential sizing discrepancies.

7.Cost vs Quality

Last but not least, consider the cost vs quality ratio when purchasing dress shoes in size 16. While it may be tempting to go for cheaper options, investing in a high-quality pair will ultimately save you money in the long run as they will last longer and provide better comfort and support.

I hope this buying guide has been helpful in your search for size 16 mens dress shoes! Remember to always prioritize comfort and fit over style when making your decision.

Author Profile

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Liem Le
Liem Le is the heart and driving force behind Little Lion. Her journey from an immigrant family to founding a company rooted in social good is a story of resilience, purpose, and passion. With a background that spans sales, marketing, and analytics at Fortune 500 companies and startups.

Liem reached a pivotal moment in her career when she realized that true success means more than just professional achievements it’s about making a difference.

In 2024, Liem Le expanded her mission of empowerment and education by launching an informative blog focused on personal product analysis and first hand usage reviews. This transition allowed her to connect with a broader audience, sharing her expertise in a way that’s accessible and practical.

At Little Lion, we’re not just building a brand; we’re building a community. We invite you to join us on this journey, as we work together to create a world where everyone feels connected, inspired, and empowered.