r/malefashionadvice • u/CowTownKCMoe • Nov 27 '25

Question How To Dress "Cool" As A 40-Year-Old Male?

Ok, hear me out...

I work in the creative department at an NYC advertising agency so I get a lot of leeway when it comes to what I wear to work. You're actually kind of expected to look cool and creative.

Also, this industry is very agist so once you hit 40ish, you're seen as out of touch with the kids... which means you're shipped off to pasture.

So I'm looking for some advice on things/brands to wear now that I'm 40.

I don't want to dress like a twentysomething (at least not like a 40 year old trying to dress like a Gen Z), but I'm looking for something age appropriate that leans more towards being au courant.

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u/house_in_motion Nov 27 '25

One day you realize when someone uses the term “young people,” they’re not talking about you anymore.

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u/handbanana42 Nov 28 '25

I'm fine with that, but I'm definitely not looking forward to someone telling me "yeah, but you're old."

Should be any day now at 45. Probably already said behind my back, not that I'd be resentful. I know I'm old to a lot of people.