Mature 48
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Mature 48
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Chapter 52
Chapter 51
Chapter 50
Chapter 49
Chapter 48
Chapter 47
Chapter 46
Chapter 45
Chapter 44
Chapter 43
Chapter 42
Chapter 41
Chapter 40
Chapter 39
Chapter 38
Chapter 38
Chapter 37
Chapter 36
Chapter 35
Chapter 34
Chapter 33
Chapter 32
Chapter 31
Chapter 30
Chapter 29
Chapter 28
Chapter 27
Chapter 26
Chapter 25
Chapter 24
Chapter 23
Chapter 22
Chapter 21
Chapter 20
Chapter 19
Chapter 18
Chapter 17
Chapter 16
Chapter 15
Chapter 14
Chapter 13
Chapter 12
Chapter 11
Chapter 10
Chapter 9
Chapter 8
Chapter 7
Chapter 6
Chapter 5
Chapter 4
Chapter 3
Chapter 2
Chapter 1
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The Words In Your Snare [Mature]
Chapter 48
Chapter 52
Chapter 51
Chapter 50
Chapter 49
Chapter 48
Chapter 47
Chapter 46
Chapter 45
Chapter 44
Chapter 43
Chapter 42
Chapter 41
Chapter 40
Chapter 39
Chapter 38
Chapter 38
Chapter 37
Chapter 36
Chapter 35
Chapter 34
Chapter 33
Chapter 32
Chapter 31
Chapter 30
Chapter 29
Chapter 28
Chapter 27
Chapter 26
Chapter 25
Chapter 24
Chapter 23
Chapter 22
Chapter 21
Chapter 20
Chapter 19
Chapter 18
Chapter 17
Chapter 16
Chapter 15
Chapter 14
Chapter 13
Chapter 12
Chapter 11
Chapter 10
Chapter 9
Chapter 8
Chapter 7
Chapter 6
Chapter 5
Chapter 4
Chapter 3
Chapter 2
Chapter 1
Chapter 52
Chapter 51
Chapter 50
Chapter 49
Chapter 48
Chapter 47
Chapter 46
Chapter 45
Chapter 44
Chapter 43
Chapter 42
Chapter 41
Chapter 40
Chapter 39
Chapter 38
Chapter 38
Chapter 37
Chapter 36
Chapter 35
Chapter 34
Chapter 33
Chapter 32
Chapter 31
Chapter 30
Chapter 29
Chapter 28
Chapter 27
Chapter 26
Chapter 25
Chapter 24
Chapter 23
Chapter 22
Chapter 21
Chapter 20
Chapter 19
Chapter 18
Chapter 17
Chapter 16
Chapter 15
Chapter 14
Chapter 13
Chapter 12
Chapter 11
Chapter 10
Chapter 9
Chapter 8
Chapter 7
Chapter 6
Chapter 5
Chapter 4
Chapter 3
Chapter 2
Chapter 1
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Home / Clothing and Style / How to Dress Well In Your 40s and 50s (and Beyond)
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Published on January 22, 2020 by Brock · Clothing and Style
If you’re over 40 years old and want to dress better than most 20-somethings, this post is for you!
First off, a disclaimer: despite “old man style” being in the title of this post, being over 40 doesn’t mean you’re old.
Also, being an old er guy doesn’t mean you have to dress a certain way.
The way you dress is influenced by your lifestyle. What kind of work do you do? Do you follow a specific dress code on a daily basis?
So it wouldn’t make sense to say “men over 40 should dress like this…” and “men under 40 should dress like that…”.
But for most older men, age does play a role in personal style. You don’t want people to think you’re trying to look younger.
This is even more complicated for older guys with non-average builds (like shorter guys). One of the big issues you run into is the difficulty of finding clothes that fit .
Unfortunately, many brands that really focus on fit are targeted at younger men – or even teenagers.
For example, brands like Zara, H&M and ASOS tend to carry fitted clothing in smaller sizes. But are these brands really appropriate for men over 40?
If you’re an older gent and want to wear “younger” clothing, that’s totally fine! But if you want to dress in a more traditionally “age appropriate” way, this post will help.
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First off, here’s a quick list of specific things to avoid, assuming you don’t want people to think you’re trying to look younger:
Come to think of it, most men should avoid most of the things on that list. But some things (like super distressed jeans) are especially inappropriate for older, more mature gentlemen.
For example, look at Robert Downey Jr., who is 5’8″ and 54 years old (at the time of writing). He likes to wear sneakers with suits, which could be an attempt to look young and hip.
But it has the exact opposite effect, making it look like he’s trying to be something he’s not.
It’s like when a little boy wears a suit and tie. It just emphasizes how young and small he is.
So what should you wear? To figure that out, let’s look at six examples of shorter men in their 40s, 50s and 60s (and older) who are doing it right.
George is a well known television personality, and he understands how to dress the part.
When he’s working, George often wears suits (which are likely custom, or at least tailored for a better fit).
George’s style is safe, sharp and age appropriate. It comes off as self-aware but effortless, and he’s a great example of how older gents can dress.
His casual game is on point too. I really like his layered, smart casual outfit above.
Ralph Lauren is one of the most famous fashion designers of all time. He’s 79 years old at the time of writing, and he happens to be a shorter guy at just 5’6″.
Ralph loves classic American prep style, so you’ll often see him in dark suits, blue blazers and worn in jeans.
He doesn’t shy away from double-breasted jackets or light colors – two style choices that short men are often told to avoid.
Lauren also prefers classic silhouettes (i.e. straight leg pants), and he’s a great example of older gents wearing blue instead of grey for a more youthful look (more on that below).
Daymond John , founder of FUBU and my personal favorite shark, knows a lot about fashion and business.
His style stems from hip hop culture, but these days you’ll usually find him wearing impeccably tailored suits.
One thing I really admire about Daymond’s style is his attention to detail. For example, over the past few years, slim ties and small knots (like the four in hand) have been all the rage.
But Daymond wears wider ties (and lapels) and uses bulkier knots (like the half Windsor ), which compliment his broad neck and chest.
This is a great example of ignoring a trend that younger men may be tempted to get on board with, especially when it doesn’t suit your body type.
It’s these small, seemingly insignificant choices that can take your style from good to great.
Also known as The Sartorialist , Scott Schuman is the fashion photographer that made street style photography so widely popular.
He’s been documenting real style “in the wild” on the streets of NYC and around the world on his blog for years, and he’s become pretty famous for his work.
But his own style is pretty remarkable too, which is dually impressive since he stands well below average height (probably somewhere in the 5’3″ to 5’5″ range).
Scott’s style is mature and understated. His color palette is simple and relatively neutral, and his clothes fit properly. What else do you need?
Last, but definitely not least, let’s look at fashion industry legend Nick Wooster .
Here’s a man who has deep knowledge and understanding of menswear. He knows all of the rules, and he loves to break them.
Wooster is constantly pushing the envelope with his style. Even his more traditional getups are characterized by one or two bold elements.
Here’s the thing: I’m not saying you should try to dress like Nick Wooster.
I just wanted to include him because he’s a great example of having fun and expressing yourself with what you wear.
At the time of writing, he’s over 60 years old. Sometimes he dresses the part, and sometimes he doesn’t, and that’s what I love about him.
Style is inherently personal, so make sure to do what you want with it!
I reached out to three of the most stylish men over 40 I know to get their top tips for older guys who want to dress sharp.
In my opinion, the singular style tip that works universally for most guys is to wear dark solid colors.
There are several benefits to wearing dark solids. Firstly, most dark solids work well together when they’re paired up in an outfit.
Second, mixing shirts with pants becomes a lot easier because you don’t have to worry about which half to wear a pattern (trousers or shirt).
Third, dark colors are in fact slimming making you appear more trim. Light colors reflect light and have a bulking effect that can give the illusion that you’re bigger than you actually are.
Finally, wearing dark colors with confidence can make you look more mysterious and more expensive – seriously!
Visualize your favorite James Bond (for me it’s Daniel Craig). He looks like a badass wearing black , and the costume designers know this, so they put him in darks a lot for the movie.
He’s supposed to look mysterious and expensive, which wouldn’t be the case in a light tan suit or a loud pattern shirt.
Now, I’m not saying you should wear all black all the time, but try to experiment with dark blues, dark browns, dark burgundy and black.
If you like patterns like I do, go for subtle, small prints or patterns that are close in color. For example, a dark navy shirt with slightly lighter navy patterns vs. a dark navy shirt with lots of white stripes.
If you want a place to shop, I suggest looking at Nordstrom and Banana Republic for age-appropriate clothing.
I want to give all of my fellow mature, studly gents a valuable style tip which will boost your confidence and prevent you from looking like your grandfather.
You’ve likely heard or read it somewhere before but I’m here to remind you in 2020:
When wearing de
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