5 Men Over 50 With Killer Fashion Sense

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5 Men Over 50 With Killer Fashion Sense

Menā€™s fashion matters. Simple as that. But, dressing stylishly in attractive clothing that flatters your physique and compliments your personality is a trait few men wield accurately. Fortunately, there has never been more variety within the world of menā€™s style then there is right now, so if youā€™ve never ironed out your sense of style ā€“ now is your chance. Not sure what look to channel? Perhaps these 5 Men Over 50 With Killer Fashion SenseĀ can inspire you.

Legal disclaimer – We do not own or claim trademark on any of the images or videos featured in the article. All pictures were embedded from Gettyimages.com per their licensing requirements.

Ok, so men’s fashion sense is not a forlorn conclusion, contrary to popular belief. But like other areas in our life like skincare, it is something we care about. Valued globally at over $150 billion from 2019 – 2024 and expected growth of over 5%, our desire to look good (I think) is something that matures over time like fine wine! It doesn’t take a lot to look good, just a planned approach and a little guidance.Ā 

ā€œStyle is when theyā€™re running you out of town and you make it look like youā€™re leading the parade.ā€
Ā ā€“ William Battie

George Clooney - 60

George Clooney is a fashion icon for a reason. His classic, old-Hollywood style has been celebrated from nearly every fashion column, magazine, and tabloid in the world. Even though our good fellow George has come under scrutiny for his non-red carpet looks and his ā€œdad-jeansā€, no one denies that this gentleman can wear a tux like no one else.Ā 

After scouring the most iconic photos of this celebrity figure, two fashion points are noted: One, there is a refined power in the solid black button down, especially when paired with a grey suit, and two, if there is not a bowtie to be donned, leaving the top two buttons casually unbuttoned is more than ok. Ā 

ā€œSimplicity is the ultimate sophistication.ā€ ā€“ Leonardo da Vinci

Denzel Washington - 67

Honest question: can anyone wear a hat or a leather jacket like Denzel Washington? This gentleman exudes a style so fresh and timeless that few others can compete. Denzelā€™s powerful performances and stylish flair has turned heads around the world.Ā 

Nothing about Denzelā€™s fashion sense is boring, and he is proof that real men sport well-groomed facial hair and wear fedoras. Chanel his enigmatic yet comfortable style with and a smart hat, casual denim and leather jacket.

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ā€œFashion is what youā€™re offered four times a year by designers. And style is what you choose.ā€ ā€” Lauren Hutton

Robert Downey Jr. - 56

Iron Manā€™s not-so-secret weapon may just be his killer fashion sense. The guy takes risksā€¦ and they always seem to pay off! Robert is not afraid to mix and match colors, patterns, and textures, and his inspired looks have raised the bar on menā€™s style around the world.Ā 

If you are looking to spice up your closet, then be like Robert and go for bold patterns and vivid colors. We have some suggestion on the use of colors you can read up on here.Ā 

ā€œTo achieve the nonchalance, which is absolutely necessary for a man, one article at least must not match.ā€ ā€“ Hardy Amies

Will Smith - 53

Will Smith is one of the most iconic actors on this list, and the unique charm of his wardrobe may be as mesmerizing as his own charisma. This famous actor has found the balance between classy and trendy, and he looks as good in a sweat suit as he does in a tuxā€¦or jeansā€¦or anything really.Ā 

What is most admirable about Willā€™s savoir fare is that he throws all the fashion rules out the window, and no two of his outfits are the same. When it comes to fashion, Will has long since understood the assignment. Itā€™s not about WHAT you wear, but HOW you wear it. Confidence will never go out of style.

ā€œFashion is not necessarily about labels. Itā€™s not about brands. Itā€™s about something else that comes from within you.ā€ ā€“ Ralph Lauren

Dwayne Johnson -49

Ok, ok. At the time of writing this, Dwayne Johnson is 49, so not yet 50. But the we’ll make an exception with The Rock. He’ll be in our club soon enough so letā€™s give this gent an early welcome ā€“ shall we? From hot pink suit coats to patriotic gym wear and tight turtlenecks to paisley pocket squares, the former ring champion knows how to dress like a knockout in any situation. (Pun intended)Ā 

Dwayneā€™s signature fashion flex: formal sleeves unbuttoned and casually yet intentionally folded up to just below the elbow. Even if you donā€™t have Dwayneā€™s physique (which ā€“ who does??), his classic three-quarter sleeve length look will flatter any manā€™s arm.

ā€œGood grooming is integral and impeccable style is a must. If you donā€™t look the part, no one will want to give you time or money.ā€ ā€“ Daymond John

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Final Thoughts on 5 Men Over 50 With Killer Fashion Sense

So you see, men are fashionable and I like to think, we get better at it as we age. Certainly the gentlemen featured in our piece here probably have advisers to turn to, but we can take what we need to enhance our own look.

We hope that youā€™ve found some useful information with our piece on 5 Men Over 50 With Killer Fashion Sense. Make sure and subscribe today for relevant content affecting the lifestyle, health, and wellness of men 50 and older! If you donā€™t see something here you want us to cover, feel free to reach out to us directly through ourĀ ContactĀ page or leave a comment below. Stay well!


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