Hoping on the latest shoe trend can be fun, but finding some tried-and-true classic dress shoes that are going to stand the test of time and are totally worth the money is really where it’s at. Here are some of my favorites at just about every budget level.
It’s never fun being an adult, especially when you have to dress like one. Alas, here we are. It may have been a while since you took a look down at your shoes, especially if you haven’t been actually in the office for a while. So, it might be time to think about that potential upgrade.
There are plenty of amazing options out there if you’re looking strictly for work shoes – but what about options that you can also wear to that upcoming wedding, fancy date you’ve been planning, or just amazing dinner you’ve been invited to? I got you covered with all of this!
I’ve covered some of the most popular sneakers this season, the latest and greatest cologne brands, and even some of the coolest swim trunks you’ll actually want to wear. What did all of these have in common? I’ve found ones that stand the test of time, mix in with the latest trends, and (at times) won’t necessarily break the bank.
From classic black leather oxford’s to snazzy brown wingtips, season-approved suede boots, and even super fun blue suede shoes (yep!) I’ve hit all the bases. So, shop my favorite men’s dress shoes totally on-trend in 2024.
EDITOR’S PICK
1. Allen Edmonds ‘McAllister’ Black Wingtip Shoes
Allen Edmonds
Fit: True to Size
Material: Calfskin Leather
Additional Color Selection: Black, Chili Brown, Dark Chili
These are my favorite wingtips (so far) this year. The perfect dress shoe to sport when you’re rocking your favorite suit or even when you want to pair them with your favorite dark jeans (they must be dark).
THE RUNNER UP
2. Dax Plain-Toe Derby Formal Shoe
Nordstrom
Fit: True to Size
Material: Leather Upper/Rubber Sole
Additional Color Selection: Brown, Dark Grey, Black Patent, Tan, Black Leather
In a sea of black shoes, sometimes it’s nice to have a classic brown that’ll pair well with a nice crispy dark navy suit. Personally, I think the price is pretty amazing (less than $100) and the rubber sole will help you from slipping and sliding all over the place.
THE SHARP + SLEEK PICK
3. Taft ‘Tuxedo Jack’ Shoes
Taft
Fit: True to Size
Material: Patent Leather Toe + Heel cap, Wool Upper
Additional Color Selection: Tuxedo Black, Grey + Oxblood
Turn some serious heads at that next wedding with these snazzy patent leather shoes from Taft. They’re handmade (yep, really) and are oddly comfortable. They price isn’t too bad either (ok, it’s not the worst), but I was able to use a 20% Macy’s coupon at checkout with these.
THE SEASONAL PICK
4. Eastland’s Classic Tan Bucks
Eastland
Fit: True to Size
Material: Leather/Suede
Additional Color Selection: Taupe Suede, Regular Taupe
I love this time of year because a classic pair of Bucks are always some of my top favorites. To be honest, I sport these in the spring, summer, and even fall. It’s just dead winter that I usually retire them for a bit. These won’t break the bank either (they’re even 10% off right now and ship for free too!) so if you need to upgrade your older pair, now’s the time.
THE CLASSIC BLACK PICK
5. To Boot ‘Brandon II’ Cap Toe Shoes
To Boot
Fit: Runs Large (Order Half Size Down)
Material: Italian Calfskin Leather
Additional Color Selection: Black, Butter Cuoio
The beautiful Italian leather helps bring this oxford to life. They typically run a bit on the larger side, so go down a half size and check them out in other leather shades as well. These have a bit of a cushioned arch-support so they’re a bit more on the comfortable side and take a bit less time to break-in.
THE DRESS BOOT PICK
6. Black Leather Chelsea Dress Boots
Ted Baker
Fit: True to Size
Material: Italian Leather (Water Resistant)
Additional Color Selection: Black, Tan
I love a Chelsea boot any time of year, really. My favorite part from these best sellers from the genius Ted Baker is the paisley pattern on the elastic-gore side panels that really kicked up the vintage look and feel a bit without looking too “on trend.” And, don’t worry, yes you can totally sport these even in the warmer months! Bonus points for them being water-resistant.
THE SUEDE PICK
7. Clarks Light Sand Suede Desert Boots for Men
Clarks
Fit: True to Size
Material: Suede/Leather
Additional Color Selection: Sand, Grey Suede, Brown Suede, Black Vegan
You can pretty much never go wrong with a classic pair of Clarks suede boots no matter what time of year, although I love to rock mine in the spring, summer, and fall. They look great with a pair of your favorite jeans, light chinos, or even the right pair of shorts. Yes, it’s a thing. I listed you can get them at both Zappos and over on Clarks website. Zappos has amazing fast/free shipping, but sometimes Clarks has a 20% – 30% promo code you can use. Check out both!
THE COMFORTABLE PICK
8. Cole Haan Original Grand Wingtips
Cole Haan
Fit: True to Size
Material: Leather
Additional Color Selection: Black, Brown + Ivory, Woodbury + Java Leather
While these are still technically dress shoes, they’re a bit more on the sporty side, which I totally dig. These have a grooved rubber sole which give it more of a fun and youthful look. Don’t worry, they’ll still look formal and fancy, but won’t kill your feet especially if you have to wear them all day.
THE DARING PICK
9. Steve Madden Blue Loafer
Steve Madden
Fit: True to Size
Material: Velvet
Additional Color Selection: Navy Blue, Black
Ok so I saved the best for last. Well, at least the most daring if you’re up for the challenge. Every man needs to rock at least one pair of blue suede shoes at some point in his life. I chose these from the budget-friendly DSW because they’re actually really affordable, so they’re perfect if you only want to sport them once in a while. Go for it!
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