You might think that slip-on shoes are dad shoes’ ugly brother (which would make them your embarrassing uncle, we guess?). Something so wonky that only your grandad might wear, and only for shuffleboard. You might be thinking that they’re only those weirdly shaped, slightly lumpy slip-ons that you wear to quickly move through the TSA line at the airport. On the other end of the spectrum, you might be thinking of the pompous Gucci loafers. (Yeah, we still included a pair of Gucci loafers below.) If that’s the case, then you’ve completely forgot that the best slip-on shoes for men include comfortable kicks from brands such as Vans, Toms and other brands that end in “s.”
There’s an entire world of comfortable slip-on shoes for men that will elevate your summer style, ranging from espadrilles to sneakers, to ones that are suitable for an important event. The basic premise of a slip-on shoe is that, well, you simply sink your foot into the shoe and then off you go. When you think about it, that does cover a lot of fashionable ground.
So what are the best, most stylish slip-on shoes for men to rock in 2021? We’ve broken down the best slip-on shoes into three categories: casual shoes, dress slip-on shoes, and slip-on shoes for travel. Scroll through and be prepared to find a few new casual shoes that fit your laid-back lifestyle.
Casual Slip On Shoes
When looking for casual slip-ons for guys, we have a few prerequisites. First, they have to be comfortable. They also have to look good, and they have to be versatile. We found five pairs that ticked off all those boxes. Unfortunately, they’re all so good-looking that you may wear them out after a single summer.
1. Psycho Bunny PB X Swims Breeze Wave Penny
Whatever Pyscho Bunny creates, the brand injects a dose of subversive fun to the item. Take these slip-on shoes, they’re styled like a loafer, but made with a breathable knitted fabric with a sneaker-type rubber outsole. On the top of the slip-on is the brand’s recognizable bunny logo, which adds some dash to them.
Psycho Bunny PB X Swims Breeze Wave Penny
2. Toms Black Color Blocked Cloudbound Alpargatas
When Toms first exploded into our consciousness back in 2006, they quickly became the slip-on shoe to wear. They’re as popular now as they were when they debuted. This pair is mostly black with bursts of color on the sides. The slip-ons have Toms’ cloudbound innersole, made with lots of cushioning and paired with an EVA outsole for extra comfort and durability.
Toms Color Blocked Cloudbound Alpargatas
3. Vans Checkerboard Slip-On Shoes for Men
Based in California, Vans are the quintessential skater shoe. This checkerboard slip-on is one of their heritage styles. They’re a bit old skool punk and skater, yet one of the reasons why Vans keeps making this style is that they always, always look good. They have a padded collar and the brand’s waffle outsoles.
Vans Checkerboard Slip On
4. Strauss and Ramm Slip-On White
Strauss and Ramm use coconuts in their shoes. And why not? They’re based in Miami and surrounded by them. Reusing coconuts and creating stylish shoes that are priced well is a smart move, and while they have a black heel, these are some of the best white shoes of the season. These slip-ons look like the cool shoes that everyone’s wearing but are affordably priced. The insoles are anatomically contoured, for extra comfort. The insoles are made from coconuts and they use coconut paste for extra cushioning.
Strauss and Ramm Slip-On White
5. Allbirds Men’s Tree Loungers
Allbirds are a cult. No, not really. However, people went bananas when they debuted their sneakers, which got them a cult-like following. They use recycled bottles and cardboard for their shoes. With an eye on sustainability, they’ve created a line of good for you and the environment footwear. These tree loungers are made from eucalyptus tree fibers sourced from FSC certified forests and recycled materials. These slip-ons minimize odors and conform to your movement. They also come in blue.
Allbirds Tree Loungers
Dress Slip-On Shoes
There are times in one’s life when one must dress up. Yes, even with the athleisure, lounge and WFH trends going strong, there are still times when you have to wear real pants to meet people and do stuff. Here’s where slip-ons come in: they’re stylish looking and are imbued with comfortable details. So you could say that you’re business on top, but your feet are having a party in their shoes.
6. Dr. Martens Boyle Slip-On Loafer
Doc Martens are known for their combat boots and lace-up oxfords, but did you know they also have a range of slip-on shoes? Made with their signature bouncy rubber soles, these leather shoes have their softwair sock liner and are slip-resistant. Cleanly styled, this is a men’s slip on shoe that works in almost any setting.
Dr. Martens Boyle Slip-On Loafer
7. Moral Code Dustin
The athleisure trend has re-shaped what we think of as “dress” and what we think of as “casual.” The influence of that trend has blurred the lines, and sneaker styling has become pervasive in footwear. Moral Code’s Dustin neatly combines the two ideas in a modern, urbane nubuck leather slip-on. It has a plush removable insole and a rubber outsole.
Moral Code Dustin
8. Vionic Luca Slip-On Loafer
Styled like a driving moc, this slip-on has a lot going on under the hood. If you’re going to be standing during a presentation, doing a lot of walking or want extra comfort, this shoe has a podiatrist’s approval. In fact, its insides were designed by a podiatrist. This shoe and the entire line have ortha-heel tech, that provides stability, orthotic support and helps reduce pronating feet. If you’re prone to heel pain or plantar fasciitis, the shoe’s construction assists you in keeping everything aligned without pain.
Vionic Luca Slip On Loafer
9. Taft The Russell Loafer in Camo
Taft makes men’s footwear that have sartorial dash and refined dazzle. Not for them, the basic shoe. Their Russell loafer is a stylish men’s slip-on shoe with a handsome printed camo suede. Made in Spain, the shoe is also lined in leather for a luxurious look that’s sure to turn heads wherever you go.
Taft The Russell Loafer in Camo
10. Gucci Brixton Horsebit Webbing-Trimmed Collapsible-Heel Suede Loafer
Gucci’s loafer is a classic shoe style that’s been in men’s closets for generations. Now updated for the 21st century, these designer Gucci loafers convert from loafer to backless shoe by simply pushing the heel portion down. It comes in black, brown, gray and cream.
Gucci Brixton Collapsible-Heel Suede Loafer
Travel Slip-On Shoes
A slip-on shoe is a no-brainer if you’re flying. It’s the perfect choice of footwear when dealing with the TSA. However, travel is more than standing in a line at an airport. Travel includes lots and lots of walking if you’re sightseeing or dealing with various types of terrain. We found travel slip-on shoes that can be used for hiking as well as dealing with the city.
11. Raum Men’s Slip-On in Moss
We’ve written about Raum before; the sustainable shoe company has a slip-on shoe that’s stylish and lined in sheepskin. These could be the best travel shoes for men as they coddle your feet in softness.
Raum Men’s Slip-On in Moss
12. Tropicfeel Canyon
Yes, they do look like lace-up sneakers, don’t they? Tropicfeel makes sneakers out of six bottles of water. These sustainable and comfortable slip-on shoes are ridiculously versatile. They can be use for hiking, as a water shoe as well as walking around town. Treated with Agion, they’ll remain odorless for the life of the shoe. Their technical outsole provides sturdy gripping action on any type of ground. The Canyon style comes in five other hues.
13. Ralph Lauren Purple Label Bosworth Zebra Print Linen Espadrille
If you’re gonna travel, do it in style with Ralph Lauren’s take on the essential summer shoe, the espadrille. Lauren amps it up with zebra printed linen that’s been hand-stitched to a jute sole. The rubber outsole prevents slippage. Linen is strong, breathable, and soft.
Ralph Lauren Bosworth Zebra Print Espadrille
14. Skechers GOwalk Outdoor- Andes
This Skechers sneaker is a comfortable men’s slip-on shoe that has an air-cooled memory foam insole for oodles of comfort. It’s water repellant and has a Goodyear Performance Outsole that provides traction for trail walks and more. It’s a combination walking shoe, sneaker and slip-on. The breathable mesh upper is trimmed in leather, so it also has that cool dad shoe vibe going for it too.
Skechers GOwalk Outdoor- Andes
15. Barbour Capstan Boat Shoes
You’re probably familiar with Barbour’s quilted and waxed jackets and sporty togs. They also make a fine array of men’s footwear. Their leather slip-on boat shoe is lined in microfiber for softness. The contrast color sole provides a sturdy grip on land or sea. It also comes in five other shades.
Read more: Best Boat Shoes for Men