Chained wallet. I bought it when it was 9k and that was when 9k was super hard to raise for a newbie like myself. Chain wallet was the first expensive item I ever owned. If it didn't layer like crap with the crimson marionette I'd still be wearing it on my avatar.
Angelic pendant. I mispriced something in the MP back when the MP was new and bitched about it in Q&F and some nice samaritan gifted me the angelic pendant. I can't remember which item I mispriced but the angelic pendant was worth about the same at the time.
DJ studio headphones.
I don't actually own this item but damnit I'm emotionally invested. I joined in 2004 and even then the items were hard to get. I quested them on and off for a while, but by 2006 I believe I realized it was futile and gave up. Still, I had a friend with DJs who would let me borrow them occasionally. I'd ghost them on my avatar when that was a thing. Then one day some mod decided to be out ot get me and reset my avatar several times out of spite. I had to file a report about it.
Now I realize DJs would look stupid on my avatar and since my avatar has become a longstanding character with
a huge bio,
300+ arts and
a book, not even counting that I've been on this site for ~10 years, ~8 of which with a permanent avatar... I've just wanted DJs for so long that it would feel weird to NOT still want them.