I’ll normally only own about three pairs of jeans, but everything else I own in greater quantities, so get worn less. Probably about ten pairs of trainers, half a dozen hoodies, more than 90 tee shirts, probably about 15 pairs of pants and socks
I have some long wool work overcoats that I bought from M&S, I think it was in 2008, that are still going (actually, only one of them is still decent enough to wear to work, but still- over 10 years of pretty heavy winter wear!)
I am very much in the market for a new winter coat as the one I bought in the M&S sale in Dec 2016 is falling apart already.
If we’re talking about clothes we’ve owned for the longest (subtly different from clothes we’ve worn the most), then I’ve got quite a few 90s band tees - I’ve got a completely outsized Bjork one, with her hair in braids on the front and the words “it takes courage to enjoy it” on the back. I’ve got glow in the dark Spiritualized and Super Furries tee shirts, and an XL Stereolab tee shirt (which is odd, since I’ve never been more than a L).
I’ve got a coat that I bought in 2010 which I still have but it’s not being worn at the moment due to the sleeve separating (it’s very old and I had it tailored when I was thinner and subsequently bust it when I was picking something up in my new, fatter form). I had some DMs that I bought around the same time that bit the dust last year. They were awesome, RIP boots.