Have any of you found the balance between dressing too young and too old at our age? I'm 45(m) and have been trying to nail down a look I feel good in for the past five years. It seems like whatever I wear makes me feel like I'm either trying too hard to look youthful, not putting in enough effort, or like I just don’t care about my appearance (which isn’t true). It feels tough for guys our age to look decent in casual clothes. Any suggestions?

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Dress for clothing that fits your body well and most of the work is done. Identify and avoid trends, and focus only on looking neat, handsome, clean, and well-fitted.

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That was the same style while I was growing up, in the 80s…, what’s old is new again I guess

Just wear dark tech bro vests, you’ll fit right in.

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I stick with the basics as I always have. Jeans, khakis, polos, sneakers.

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May I share a female view? I personally like when a guy puts a bit of effort showing that he follows trends and adds ‘a nice touch’ to the way he looks. Plain designer t-shirts, elements of military as a part of urban outfits, leather bracelets (if it is your style), etc.

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I appreciate that. I should add that I think the place to take more risks are in jackets, footwear, accessories, backpacks/bags, even hair style. I just don’t tailor my pants so they’re 4” above my ankle or wear ill-fitting shirts

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Agree with the comments. Everything I wear is pretty well fitted, but not skin tight. Custom/tailored shirts, classic colors and patterns.

I err on the side of looking a bit older rather than chasing younger looks. At worst you look well put together and maybe a bit boring, but better than the alternative of ‘trying too hard.’

I feel like when I see guys doing that at the airport I just feel more confident.

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I miss wearing a suit and a tie so I can't help you here...
Jokes aside, you can never go wrong with a properly fitted blazer, you can even wear it with jeans if you want to tone it down

Don’t worry about what others think about what you’re wearing. Better things to worry about.

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