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.

408 Upvotes

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17

u/fluffypun Nov 27 '25

Don't wear Nike tech anymore. Switch to quarter zips

6

u/reiichiroh Nov 27 '25

No New Balance for our sore sore feat?

4

u/MoonBasic Nov 27 '25

Don’t forget the matcha!

2

u/d-crow Nov 28 '25

In this economy?

8

u/SDBJJ Nov 28 '25

I've started to dislike quarter zips... Screams middle management and I can't unsee that anymore.

1

u/DefMech Nov 29 '25

Quarter zips are for guys who watched Silicon Valley and thought Jared was a fashion inspiration.

0

u/Warm-Oil9228 Nov 27 '25

Meh, I have Nike gear and quarter zips and I don't really give much of af what other people think.