40 Common Style Tips Men Should Always Ignore
Some rules are just meant to be broken.
If you’re a man, you’re well aware of the fact that there are roughly 4,293,091 “style rules” online telling you how and how not to dress. Don’t mix black and brown! Always tuck in your shirt! Never wear white after Labor Day!
But guess what? Many of them are totally bogus! To learn the ones you should always brush aside when you want to up your style game and look your very best, read on. And for more amazing style tips for upgrading your look, check out these 50 Essential Accessories for Men.
Don’t wear white after Labor Day
This age-old fashion “faux pas” couldn’t be more passé. Its origins date back to the late 19th century, when white was the choice color among wealthy summer vacationers. When fall rolled around, they’d ditch the white for darker clothing more fit for the workplace, to signify a “get back to work” attitude. (The soot-heavy industrial environment at the time wasn’t exactly friendly to white linens, and darker clothing masked any stains.) Next time the fashion police try to scold you for running afoul of this rule, kindly point out the fact that your office is spotless—and carry on your way. And for more sage fashion advice, check out these 20 Men’s Style Trends You Should Actually Try in 2019.
Don’t wear sneakers with dress pants
In the event you haven’t paid a lick of attention to menswear in the past, oh, decade or so, sneakers are cool now. Like, really cool. They’re not reserved for athletes and tired dads any more. If you want to wear sneakers with slacks (or even a full suit!), don’t let anyone stop you. In fact, a nice pair of sneakers—like, say, this deliciously textured leather pair from Common Projects ($450)—beats the stuffing out of a meh pair of Oxfords any day.
Don’t wear socks with sandals
Yes, discretion should always be used whenever you choose to wear sandals outside of a pool or beach setting. But if you style the look right, the combo can come off quite fashionably—as long as the rest of your outfit is on-point. Oh, and for the love of all that is holy: stay away from the flip-flops! And for more ways to look great, check out these 15 Killer Style Accessories You Never Knew You Needed.
Don’t wear brown and black at the same time
It’s a rule as old as time. So, yeah, it makes sense that it’s outdated by now. There’s no reason to limit your color options, especially considering black and brown can look amazing together. The key, as with all things, is to keep it simple: no bright colors, no fancy bells and whistles, no more than one pattern (and a minimal one, at that). Otherwise, you’re doing too much. Mixing black and brown is itself a statement.
Socks should match your trousers or your shoes
Leave this rule to the hardcore suit traditionalists. With so many fun sock options on the market, why stick to the same-old-same-old? Footwear is the quickest and easiest place you can score some style points, and that applies to your base layer as well. For ideas, take cues from stylish sock maestro Justin Trudeau.
Jackets should always be worn with French cuff shirts
French cuff shirts don’t always have to be worn so formally. Often, they work just as well (if not better) with casual looks. For maximum laissez-faire attitude, pair with a leather-strap chronograph and some dark-wash denim.
Dress shirts should always be tucked in
Menswear is more diverse than it’s ever been, and guys have become way more creative in the way they style themselves. Dress shirts don’t always have to be so stuffy; the fashion set have been spotted wearing them untucked, and even a bit oversized, for an edgier, more relaxed fit. For ideas on what to rock, check out The 10 Best Button-Down Shirts You Can Wear Untucked.
Always wear a belt if your pants have belt loops
We’re not sure who minted this rule, but whoever it was, they clearly took things a bit too literally. The fact is: A belt-free pant is a happy pant. If your pants stay up no problem without a belt, that means your look is tailoring to perfection—a sign of high-level style. (Of course, don’t be discouraged from wearing one if you want to. Personal preference is always key!)
Silver and gold should never mix
This is another common “rule” that really just comes down to personal preference. Silver and gold can definitely live together harmoniously. Just don’t overthink it. To wade into the look, pair your go-to watch with one of these 7 Cool Cuff Bracelets You’ll Wear With Confidence.
Expensive means better
Every savvy shopper knows how false this pretentious sentiment is. We’re not living in feudal times anymore; there are countless affordable, high-quality clothing brands out there. For instance: these 40 Best Style Brands for Men Over 40.
Your belt should always match your shoes
Did your grandpa teach you this rule? Yeah. Thought so.
Always wear socks with pants
It’s practically sacrilege for dudes to stroll through the world sans socks. But that’s a rule you should reconsider. If you take it from this diatribe at The Cut, going sock-free is about the sexiest thing a guy can do (come summertime, that is).
Never wear pleated pants
Pleated pants have sparked endless debate in the menswear community over the years, though it’s not exactly clear why. Yes, they’re a bit of a throwback—but retro is totally en vogue. Plus, runway shows from recent seasons have put pleated pants front-and-center, so they’re about to be everywhere soon. Stay ahead of trend and pick up a pair (or three) now. Consider a pair with a mild pleat, like this wool-blend option from Reiss ($220).
Never wear belt and suspenders at the same time
They both serve the same purpose: to keep your pants. So, yes, technically, you really only need to wear one. But if you want to wear both—as long as it’s in the name of looks and not practicality—go for it. What’s the worst that could happen?
Don’t unbutton more than two buttons
Be wary when it comes to breaking this rule, since an overly unbuttoned shirt can quickly veer into sleazy territory. However, if the mood and occasion permit, there’s no reason why letting loose with an extra button can’t be done. Take your cues from Tom Ford, the classiest 21st-century Lothario. Make sure your shirt has a high, strong collar. Don’t unbutton below the naval. And never go without the power suit.
Your tie and pocket square shouldn’t be the same color
Though varying your tie and pocket square colors is a tried-and-true way to add flashy contrast to any look, matching them is a tried-and-true way to keep your look cohesive. And making them match doesn’t mean you can’t have fun! Go for stripes, polka dots, or even florals.
Best Life rule of thumb: It’s impossible for a guy to be “overdressed.”
Dress your age
Surely you’re familiar with expressions like “Age isn’t anything but a number,” or “You’re only as old as you feel.” Well, the saying can also apply to fashion. If you’re at the intern stage but want to rock a three-piece or a sweater vest, go for it! If you’re up there in years but feel like trying out “younger” clothing (lacquered leather bombers, punk-rock Chelsea boots, ostentatiously patterned shirts), make like Jeff Goldblum (age: 66) and do exactly that. There’s no reason age should determine the clothes you’re supposed to wear.
Always go with a brand name
Brand names aren’t always synonymous with stylish. You can certainly stay up-to-date with the latest threads without splurging on pricey designer labels. All it takes is a little bargain hunting and some good taste.
Watches are a guy’s most valuable accessory
Thanks to smartphones, watches are no longer a necessity; anyone who wears one is wearing one purely for looks. So don’t sweat it if timepieces aren’t your thing. No one really cares whether or not you’re wearing a Rolex nowadays anyways.
Hoodies should only be worn during casual occasions
Thanks to leading fashion mainstays—such as Balenciaga, Gucci, and Off-White—hoodies have become a go-to for many trendsetters. Worn under a blazer, pea coat, topcoat, leather jacket, suede bombes, or even on its lonesome, there are countless ways to style this once-gym-only staple, making it a suitable option for any occasion.
Rolled up sleeves look sloppy
Stodgy style aficionados say it looks messy. But that couldn’t be further from the case. It’s even a look former president Barack Obama, a fashionable statesman if there ever were one, has rocked on the stump for years.
Shave every day
Clean-shaven isn’t the only option for keeping dapper. There are approximately 482,109,248 ways to wear facial hair (so long as its properly styled). Long beards are still a bit taboo, unfortunately, unless you’re chopping wood or digging for treasure or living in Brooklyn.
Never wear head-to-toe denim
Ah, the “Canadian tuxedo.” It’s been parodied and pilloried for years, thanks in part to that infamous matching early 2000s red carpet ensemble rocked by Justin Timberlake and Britney Spears. But don’t let that prevent you from giving the two-piece denim look a try. You’ll be surprised at how stylish it can be. (Just be sure to skip the cowboy hat—that’s never coming back.)
Never wear all black
Anna Wintour, fashion’s fairy godmother—and the woman behind The Met Gala, the best-dressed night of the year—famously dubbed head-to-toe black as one of her biggest style pet peeves. But the fact of the matter is, simply, that black is one of the most reliable colors out there; an all-black look is effortlessly chic, even when worn casually. Small wonder Justin Theroux, one of the world’s most indisputably attractive men (c’mon: he dated Jennifer Aniston!), regularly goes with all-black looks, both on and off the red carpet.
Only wear solid color ties
There’s no shortage of fun ties on the market. Why limit yourself to a solid? Live a little. For inspiration, check out the 10 Best Knit Ties on the Planet.
Pocket squares are essential
In tandem with the casualization of the American workplace, the prevalence of the pocket square has experienced a precipitous decline. Sure, wearing one is a fun way to liven up a look—and, if you’re going tie-free, it looks amazing—but to call it mandatory is a bit excessive.
Avoid bright colors in winter
This goes right up there with the silly “Don’t wear white after Labor Day” rule. Winter is dark and depressing enough. Why carry the gloominess over to your clothing? And if you’re on the slopes (or engaging in any outdoors activity, really), wearing a bright color is a safety move: you’ll be easy to spot (and look great, too).
Get rid of clothes you haven’t worn in over a year
Fashion is a cyclical business; you never know what may come back in style in a few years’ time. If you’re on the fence about tossing something out, keep it for just a little while longer. Remember: it’s better to have something and not want it than to want something and not have it.
Stick to the trends
A lot of guys use “fashion” and “style” interchangeably, but the two words couldn’t be more different. Fashion is all about what’s new and what’s next—the latest trends, the buzziest designers, the hottest collections—and it can honestly get a little ridiculous. Style, on the other hand, is all about looking fantastic, no matter what, like the clothes you wear are a natural extension of your being. Stay up to date on trends if you wish. But your sartorial lodestar should always be having good style.
Avoid graphic T-shirts
Graphic tees will never go out of style—you just have to choose them wisely. It’s never a bad idea to have a few in stock to add some variety to your wardrobe.
Don’t mix plaids with stripes
This one’s risky, but cross-pollinating varying patterns can prove quite interesting. Do so modestly, though. Make sure you choose muted, reserved options—or you’ll find disciples of the rule wagging their fingers in disapproval.
Always keep a suit jacket buttoned
An unbuttoned suit jacket is a very liberating feeling. Try it sometime.
Double-breasted jackets should only be worn during formal occasions
Time was, you could only wear double-breasted jackets during high-stakes meetings and highfalutin events. But no longer! For a casual look, ditch the full suit and pair a double-breasted blazer with a pair of sharp slacks or dark denim.
Dark wash denim is always better
A few years back, it seemed as if the fashion community collectively deemed deep indigo denim as the only acceptable hue. And sure, we love a good dark wash. But a lighter pair of jeans works just as well, and can even make the rest of your outfit pop. Just please leave the acid wash where it belongs: in the ’90s.
Keep it minimal
Minimalism is usually safer when it comes to fashion, but there’s no shame in being adventurous with bolder pieces from time to time. How boring would it be if people didn’t take risks with their style?
Always shine your shoes
Spit-polishing your shoes to mirror-grade is all well and good. But some shoes—namely, sneakers and leather boots—get their character after they’ve been worn (and beat up) a few times.
Slimmer is better
No. Wearing clothes that suit your body type is key. If you’re uncomfortable in tighter clothes, chances are they’re not meant for your shape. Don’t feel ashamed in sizing up.
Avoid square-toe shoes
Square-toe shoes have gotten a bad rep over the years, but rest assured, their comeback has been completely embraced by the fashion community. Calvin Klein, Gucci and Balenciaga have all crafted square-toe footwear in recent seasons, and they actually look very stylish.
Don’t wear denim with blazers
Like salt and pepper, ice cream and fudge, Simon & Garfunkel, denim and blazers have a perfect synergy. One is laid-back and casual; the other is polished and sophisticated. Put them together and you’ve got a look that’s both relaxed and smart. And who doesn’t want that? And if you really want to kick your look up a notch, check out these 20 Easy Ways to Elevate Your Style Game Instantly.
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