On my Paladin:
Weapon: Toss up between Ghoulbane and Fiery Avenger
When I was first leveling up in crushbone, a dwarf warrior had a ghoulbane and it was the first magic weapon and first weapon with an effect I'd ever seen. At the time, that was probably more epic to me than when I eventually found out about the FA.
The FA: I just wanted that fucker so bad I skipped a blow job for it.
Item: Cloak of Flames and Crested Mistmoore Shield
Was one of the first 20 or so people on my server to have a CoF, never even had an fbss until I changed my main to a warrior.
Once I got my ghoulbane, the CMS was the pimpest shield to have with it. Had a high level friend help me camp the shield and my quest components. Were there a few days and it was probably the most scared I've ever been in a video game, sitting in the castle hoping IVU doesn't break.
On my Warrior
Weapon: Blades of Carnage
Had some nice weapons before them, but BoC was definitely the pinnacle of weapons for me. Plus they sold for over a grand a piece
Item: Idol of the thorned and cobalt bracer
Idol because it took me so damn long to get, bracer because it was the most fucking helpful item being a troll.
Edit: Funny that someone put ghoulbane too