These Are the 9 Pairs of Men's Spring Shoes You Need

Put a spring in your step

By Megan Collins | Last Updated: Feb 19 2020

Let’s hear it for…Spring! Shoes!

Okay okay, so you’re not going to hear that cheer in a stadium anytime soon, but our team has enough enthusiasm for footwear to at least fill the student section.

Here’s what I love about shopping for shoes, and it’s true for both men and women:

1) You don’t have to take any of your clothes off. Now, I’m no never-nude but changing out of your regular clothes to try on clothes you just have to change back out of EVEN IF YOU DECIDE TO BUY THEM is somehow a thousand times worse than any other kind of changing.*

*Ranked, best: changing into pajamas; worst: changing into spandex-y workout clothes (especially sports bras…you guys know what I’m talkin’ ’bout)

2) It’s very rare that a shoe can make you feel fat, or ugly, or too short, or too tall. Meaning? No matter how bad the lighting or mall store mirrors, you’ll probably feel like a million bucks in your favorites you try on.

So if you’re not ready to start shopping for spring and summer staples like shorts, camp collar shirts, or swim trunks, consider starting your spring wardrobe update from the ground up. A fresh pair of kicks—or nine—will make you feel ready to take on any weather…and any clothes shopping trip.

Below, team SG’s roundup of the best shoes for spring 2020. Do you need all of them? Of course not. But once we start a list, well, it’s hard to stop.

Below, the best men’s spring shoes for 2020:

via East Dane

1. Funky sneakers

SG Says: Retro sneakers…dad sneakers…chunky sneakers…whatever you want to call them, it’s time to put a new spring in your step with a funky pair of sneakers for spring.

There’s nothing like a guy who’s not afraid to show some personality with his footwear. Think Jason Sudeikis wearing Jordans to the Oscars. Hey, if Olivia Wilde likes it…

Shop SG’s picks:

2. combat boots

SG Says: The 90s are back, and that means so are combat boots. Wear them the way Justin Theroux would – with black jeans, a tight t-shirt, and a oh-so-good at being a bad boy attitude.

Shop SG’s picks:

3. pool slides

SG Says: Slipping into a pair of pool slides (yep, they’re still cool again this year!) feels a bit like dating a woman who wears your mother’s perfume – unsettling, yet strangely comforting.

Shop SG’s picks:

4. white sneaker

SG Says: The good thing about clean white sneaks? There’s so many cool choices to choose from, it’s almost impossible to take a wrong style step.

The bad thing? White sneakers get dirty. Sometimes, to the point of no return. If your current pair is ready to be retired, consider these stylish updates on a classic pair.

Shop SG’s picks:

5. loafer

SG Says: Look, here at SG HQ we love a sneaker on a guy as much as the next gal, but sometimes you still have to get dressed up!

A suede loafer feels fresh, cool, and modern right now. Perfect for spring.

Shop SG’s picks:

6. sturdy boat shoe

SG Says: A slightly more weighty boat shoe feels like something the cool older brother of an awkward teen protagonist would wear in an 80’s movie.

Sporting a more heavy duty pair for spring will make you look good without making you look like you’re trying hard to look good. And what guy doesn’t want that?

Shop SG’s picks:

7. suede Chelsea boot

SG Says: This recommendation, of course, is only if you don’t have a pair of suede Chelsea boots by now.

Shop SG’s picks:

8. espadrilles

SG Says: Okay, these are more of a “get ready for summer” kind of pick, but we’re standing by it.

Espadrilles are so fun and fresh and cool for warm weather, and they make a great alternative to slip-on sneakers when you want to look a teeny-tiny bit more dressed up but without any additional work.

Shop SG’s picks:

9. funky desert boots

SG Says: Got a pair of desert boots already? Great! If you’ve got the budget, why not add to your collection (because our guess is you’ve worn the ones on your shoe rack to death…which, btw way to go).

Something a little funky in the category like a Wallabee or a desert boot in a new colorway or with a cool sole could make for some fun and ever-so-slightly different outfits for spring.

Shop SG’s picks:


A wardrobe that makes you feel like a million bucks sends your confidence soaring, but it can feel like a slog to build. If you’re ready to invest in some new clothes for your wardrobe but dread the thought of shopping for them…consider having Team SG shop for you! We can curate an online shopping list just for you that fits your budget, your body type, and your lifestyle.

Let us rescue you from shopping fatigue and sartorial apathy. You’ll receive personal attention and care that will make you feel like the best version of the awesome guy you already are! Ready to seriously improve your closet and your confidence? Give us a shout.