How To Dress Well In Your 40s and Beyond | Men’s Style Over 40


I would like to believe, as I’m sure many
of us would, that as you get older your style improves. You age gracefully. You
work out. You watch what you eat. Maybe you get some salt-and-pepper hair. And
magically you’re supposed to have better style, right? Completely wrong. I’m 41
years old and I can tell you from experience that it is not magic. It takes
some effort to develop better style. Although I’m over 40, age is not
something that I’ve addressed specifically on the channel before.
Though it is something I’m interested in talking more about and helping you guys
who are out there over 40, in your 50s, maybe 60, develop a better style as you
age. What’s up, guys? I’m Brian Sacawa, you’re watching He Spoke Style, and today
we are talking about tips for dressing well as you get older. [MUSIC] First tip is not a
tip, per se. It’s more of pointing out something that I see a lot of guys doing
that if they fix it could make a tremendous impact immediately. And that
is, you are not in college anymore. Do not dress like you are. I see guys in their
30s, 40s, 50s dressing like they are still in college. So what do I mean? The college
look, for me, at least back in my day was the jeans or khakis that were too
long, possibly too wide, that would get caught
under the heel of your shoe and get frayed. Not a good look even if you’re in
college. When you grow up, buy a pair of pants that are the right length. If you
need to get them tailored, take them to the tailor. Now what else am I talking
about? Untucked dress shirts. Flip-flops, sandals as daily wear. College t-shirt or
sweatshirt or hat all the time. You know, maybe on the weekend that’s fine if you’re
home, just casual. Basically what this is is on some level trying to look younger
by dressing the way you did when you were younger. Maybe trying to recapture
those glory days, you know, or you just haven’t evolved. Whichever one it is, you
know, that was 15, 20, 25 years ago. You’ve grown up.
It’s time for your style to grow up too. Now how do you do that?
I’m not saying you need to go out and buy a suit and dress in suits all the
time because not everyone needs to wear a suit on a daily basis. But I do think
you need to own at least one nice suit. Navy or grey for an
occasion you have to look nice at. I think you should definitely have a sport
coat, as well. Definitely a few nice dress shirts. Some cotton trousers. Some wool
trousers. We can do another video at some point where I lay out a basic wardrobe
upgrade, but for now, for clarity’s sake, for this video, I’m going to suggest we move
that discussion down to the comments so we can get to the next item on the list,
which is to dress your body. Listen, our bodies change as we get older. If you’ve
put on some extra pounds, wearing tighter clothes is not going to make you look
younger, it’s going to make you look fat. So you need to dress your body
appropriately. Now what that means is to wear clothes that fit you. That’s where
having a good tailor comes in handy. A good tailor or a good made-to-measure or
a bespoke suit company will hide your flaws. If you don’t like having flaws, go
to the gym. Eat better. Drink more water. Put the time and effort into yourself.
You know, just like if you want to dress better, you have to put time and effort
into that as well. The right fit for your age really depends on your body type. If
you’re slim, you can get away with a more tapered leg, maybe just a slight break. If
you’re not, then a fuller cut is going to look better on you. It doesn’t matter
that you like the way the model in the magazine looks. Most of us don’t have
bodies like that. And we need to make adjustments accordingly. Next thing is
not related to clothes at all, it’s related to personal grooming. And that is
to make sure that you pay attention to it. You know, it’s one of the things that
you have control of that can really make a big difference, especially in making
you look younger. When you go to the barber, have them trim your eyebrows up.
It’s magic, you know? Uou instantly look younger. Pay attention to your nose
hair and your ear hair. I don’t know what it is, hair starts to come out of those
places. And and you don’t want to be that disgusting old guy with hair coming out
of his nose and ears. So get some little scissors, get a grooming tool, take care
of it, make it part of your routine and keep up with it. Next is to avoid streetwear or any kind of overt branding. There are definitely a handful of older guys
that can pull this look off. Nick Wooster, for one. But I think for the rest of us
mortals, it’s best to leave the fashion for the younger guys. Unless, of course,
you want to look like Ali G, which is a reference that most certainly dates me.
Next thing to talk about is footwear, specifically sneakers.
Now just because you’re older doesn’t mean that you have to wear a suit and
dress shoes all the time. Sneakers are definitely okay, but they
have to be the right kind of sneakers. Basically the biggest thing is that you
want to avoid wearing your athletic shoes when you are trying to dress
nicely. So here’s a good example of what I’d call a grown-up casual look. It’s all
basics. Button-down shirt with a classic Levi’s sweatshirt. Suede jacket. Pair of
chinos. And sneakers. But notice that the sneakers aren’t athletic shoes. They’re
clean. They’re minimal. There’s no logo. They are sneakers that I would call
age-appropriate in your 30s, 40s, 50s. These particular shoes are by Common
Projects. Now, I’m not saying you need to invest in a pair of Common Projects.
There are a lot of great options out there, like M.Gemi, Greats, etc. Find a
minimal pair of sneakers that fits your budget and pull the trigger.
Now regarding casual wear, I will say that dressing casual as an adult is a
little tricky. Like, how do you take casual staples, like t-shirts, jeans,
sweatshirts, and so on, and make them age-appropriate when they’re worn by
pretty much all ages, especially younger guys? Now as much as I would love to tell
you that there is a simple formula you can follow, that’s just not the case. And
there are a lot of examples of older guys who do casual really well.
Alessandro Squarzi. In his 50s. And you can’t tell me he doesn’t look awesome in
his trademark jeans, military jackets, and waistcoats. Similarly, my friend Giampaolo
Alliata. Looks amazing in a suit, of course. But he
also knows a thing or two about rocking a leather bomber, hoodie, and white
sneakers. In every case, what I will say is that it’s important to pay attention
to the details and the fit. One little bonus tip is to invest in a quality
casual jacket. Easy pick? A simple leather bomber. More advanced? Maybe something in
suede, wool, or corduroy. Thinking about fabrics and textures when it comes to
outerwear is a great mature style move. Now as I mentioned, there are no hard and
fast rules here. Just like any quote-unquote rules of style, use these
as guidelines. But also remember to go with your gut and use a little common
sense. Leave your comments below. Thumbs up if you found this video helpful. Don’t
forget to subscribe. And until next time, thanks for watching and stay tailored.

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