RE: socks that last, have you looked at Darn Tough company? Their socks have a lifetime guarantee, are very pricey, and they come in different weights and lots of cool patterns. But they all have synthetic material in them (downside), yet they will last a really long time (upside.)
You can buy some on sale, (GoBros is one company that has sales- -but no returns on clearance items), then decide if you like them, and what styles/weights. I usually take one pair on trips, so I can wear them multiple times before washing.
Also: It would be difficult, but do-able, I think, to buy 5 or fewer clothes items in a year, BUT, not for someone like me, who SWORE the last time she lost a lot of weight, that she would not gain it back...and then did...meaning I have been buying things again in larger sizes, since I donated all the stuff I used to wear. Sigh.
Thank goodness for the thrift stores (and getting a senior discount)!!! To see the amount of waste that comes in daily, and too see how much still gets thrown away...wow, I cannot imagine that people still buy new clothes (other than underwear).
I mean, I balk [I had written 'gawk'...? No, that's stare at...then thought, 'bawk'? No, that's the chickens...haha] at paying more than $5 for anything, but even the thrift store prices are all up about $10 or more per item now. I can't imagine how much new clothes cost!
Shoes are different. I will pay for new shoes, because I like the minimalist ones; I've never seen them at thrift stores. And I wear them until they cannot be salvaged.
And if you're willing/able to go thrifting often enough, you can find most everything you need...over time. I've even found zip-off travel pants, which are nearly impossible to find. (so few people have even seen them)