As bad as this may be, the best time I had was when Blizzard had the error where they gave out some of the pvp gear for free, they forgot to take away my off hand weapon.
One day I was questing in Western Plaguelands and this mace ( http://www.wowhead.com/?item=810 ) dropped and it was my first world drop epic! :D Then the day after while I was killing some mobs in Feralas this bow ( http://www.wowhead.com/?item=2824 ) dropped too! 2 World Drop Epic in 2 days! That was amazing and I never got any other epic drops after that :(
My most "epic epic" would have to have been my rogues Felstriker. For some reason I had just gotten my second rogue to 60, and actually got a group for UBRS (pre-BC rogues know what I mean), It was my first UBRS run on that character and Rend drops the Felstriker and there was no one else there to roll against me. Got that bad boy enchanted and queued up for some BGs.
This post was from a user who has deleted their account.
I was ecstatic when I finally got my Amani War Bear. Being a late addition to the raid group's mainstays, I was chomping at the bit while I waited my turn each run. I love that roly-poly furball.
It would have to be assassins blade http://www.wowhead.com/?item=1935.... if we ever got it! My wife and i both have level 19 rouge twinks. And we are trying to get two of them... one for each character. We have farmed SFK more than 100 times... and it still has not dropped for either one of us. It is not so bad though... we have made a lot of money selling booty from all the runs... so its not so bad. But if we ever did get the daggers, that would be the most "phat lewt".=)
Definitely Nat Pangle's Fish Terminator. I had finished leveling fishing and stealth fished for the mudsink lure for weeks. At the time Blizzard had only introduced the FAP mace on the Green Dragon world bosses. Today Blizz talks about weapon damage conversions as if its just a happy coincidence of their "universal loot" or whatever, but back then this sorry side boss drop was in the top 5 for feral druids.No drop I've ever won compared to how I felt when I finally landed that catch. Needless to say, when I finally retired it after my first quest in Outlands I stashed it in the bank, where it remains to this day.
I'd say the Little pet you can get from Stonard area, i got it without relizing and the most epic moment, Binding it without relising it was worth 500g :P