I can't forget getting my Finkle's Lava Dredger back in the day. That or my Aurastone Hammer. Back when 41 dps was like woah. Yeah, I'm dating myself.
This post was from a user who has deleted their account.
On my first Kara run, bosses dropped 2 Epic plate pieces along with a T4 token for gloves. I rolled higher than the raid leader for a pair of boots that he had been wanting for some time.
the most Epic was back in the day before TBC ... me and a guildy were farming Blue Dragons in Winterspring to get the Mature Blue Dragon Sinew for his hunter and mine so one day just before we gave up i killed one last dragon and then a Skullflame Shield ( used to sell for a lot) so we roll and he rolled a 1 out of 100 and i won
Back in Vanilla WoW.lbrsmother smolderweb.just after turning 60, as a resto druid from 10-60(stupidly), took 24 days /played cuzz it was my second character, my first being an orc warrior i quit at lvl 35wildheart pauldrons dropped and i felt so epic because those were the best besides mc which only one guild was running anyway, Silvan Rangers... they started MC 6 months before anyone else on Azjol-Nerub, when it dropped t2 pieces as well.
Finally finishing the Cenarion Circle, Timbermaw Hold, and Wintersaber Trainers reputation grinds, as well as proudly displaying my Guardian of Cenarius title.
I would say that my most EPIC loot would be http://www.wowhead.com/?item=22691 from the lvl 60 Naxxramas that appeared in Eastern Plaguelands.