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Want Tip: Getting Dressy with Sneakers

Anytime you wear a full suit, or combo a blazer with jeans or casual trousers, the look is completed by a pair of nicely polished dress shoes. But what about for times when your feet just want to be walking in something more comfortable and casual? Go for a pair of sneakers, of course! Cardinal sin? We think not. You just have to know how to mix these casual kicks with more tailored looks. Read this Want Tip and learn.

The Issue:

Dress shoes are essential, yes. Loafers, oxfords, derbies, we love them. Undeniably though, there will be times when you want to walk on something more comfortable than the hardened soles of these classy shoes. For these occasions, don’t be afraid to wear sneakers with your tailored outfit. Just take care that you don’t end up looking like a cheesy 90’s / early 2000’s pop singer in baggy pants, a blazer, and low-cut sneakers… there’s a difference between looking nonchalantly stylish and just plain immature.

The Tip:

Before you get dressy with sneakers, keep these 4 tips in mind:

1. Consider the occasion
Sure you can wear sneakers with a blazer or full suit for certain events, but remember that this style pairing is the exception, not the norm. If you’re going to a formal occasion, important business meeting or function, or a wedding, stick with the classic dress shoes. On your days off, or if you work in a more casual, creative industry, then you can get away with the pairing.

2. Wear with slim-fit jeans or trousers
Tailored yet casual is the look you should be going for; so, stay away from baggy bottoms— in general, you shouldn’t even have baggy pants in your wardrobe. Wear pants that taper near or just where the tongue of the sneakers end. If the jeans or pants you’re wearing is creating horrible looking folds when it hits the sneakers, they are either too baggy, too long, or too big for you.

3. Make sure the kicks are clean
Just because you’re dressing down the outfit doesn’t mean you have permission to look like a slob. Make sure the sneakers you’ll be wearing with your sharp outfit are clean as well. You polish leather dress shoes, so make sure you clean the dirt and mud off your casual kicks as well. 

4. Classic and low-key sneakers work best
There’s a reason why most sneaker-suit pairing is with Chuck Taylors; classic shoes work well for this look! Low-key sneakers can be easily be paired as well. Go for shoes with slim forms, basic and neutral colors, and not too much patterns or designs. Say no to athletic shoes; leave the highly cushioned basketball shoe for the court. Avoid fat high-tops with thick collars and tongues, while a few brave fashionistos can pull off the pairing, not everyone can successfully look dapper with these chunkier sneakers. 

The Looks:

Men's Dressy Sneaker Looks

(photos from: 1/2/3/4)

The Gear:

Dressy Men's Sneakers

Splurge: Maison Martin Margiela Leather Slip-On Sneakers
Save: Vans Slip-On 59

Dressy Men's Sneakers

Splurge: Common Projects Achilles Low-Top Sneakers
Save: Adidas Originals Low-top

Dressy Men's Sneakers

Splurge: Bally Olir Perforated Leather High-Top Sneaker
Save: Nike Black Blazer High VNTG Sneakers

Dressy Men's Sneakers

Splurge: Kenzo Blue Leather Low Top Circuit Sneakers
Save: Converse Chuck Taylor Low

Have a better idea of using sneakers to dress down an otherwise super dressy outfit now? Put your new found menswear knowledge to the test, and pick out stylish men’s sneakers on Wantering to create a not-too-casual-not-too-dressy outfit for your next night out!
wantering (wantering) on Twitter

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Finally got my room finished. This is where the magic happens 🍄🎶🍄