My oldest guitar is a 1985 MIJ Strat. I bought it on a whim this summer.
My longest-owned guitar is a 2019 Gibson LP Standard 50s that I bought in 2021 (still first owner - it just sat in the store for a long time). After I got it, the guitars I had before it really didn't get any play time and got sold.
Technically, I'm in possession of the first guitar I ever played, which was an early-00s Epiphone SG. But...I don't play it because I don't like it, and it's not actually mine...the guy who owns it (and got me into guitar) left it at my place years ago before he moved across the atlantic, and it's been moving with me since then. Every year or so, I change the strings and give it a tune-up then put it back in the case.