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Of course, Warglaive of Azzinoth. It was late December, so it was best New Year present for me :) You know, then you getting older it's hard to get yourself good New Year present, because you can buy mostly anything yourself. Well, you can't buy this one, so I was incredibly happy :)
My first epic was the T4 helm from Prince. Hunter lewt was kinda lacking from Kara. But the helm lasted until Level 78, so it outlasted all my other epics I got after that.
For me, it was the Captured Firely that I farmed for days.. was so happy when it finally dropped!
My most 'epic' drop was not really a particularly epic item, but it was very important for me. Playing as the main hunter in a 10 man raiding guild, i used to farm Karazhan once a week, and i never EVER saw any of the ranged weapons drop, not the xbow, not the gun, not the bow, despite farming it once a week for the best part of 6 months. The only time i wasn't raiding however, when I was on holiday, all three dropped, sods law eh? So, althought having a combination of Badge Loot, Kara and ZA gear on everything apart from my ranged wep, I was always known throughout my guild for being the tard SV hunter that still has a Telescopic Sharprifle (Who always topped damage meters, by the way). And I grew to absolutely hate the skin of the gun. Then, finally, about two weeks before 3.0.2 patch came out, me and my guild decided to go and kill Doomwalker, you know, to mark the end of an era. And, finally, at the end of the battle, what should drop but the Barrel-Blade Longrifle! I was estatic! Finally, an epic gun, and look at all that agility and 2 red gem sockets (SV, remember?) and everyone agreed that it should go to me. So, I immediately hearthed, bought 2x10 agi gems and a 28crit scope, socketed it all, and equiped it. This is when I realised the skin of this weapon was EXACTLY the same as my old one. Truely Epic.
Back in the vanilla wow, I was grinding from lvl 58 to 60 in UBRS in hope that I'll get my shadowcraft chest. To make the long story short: after 65 full UBRS run, the chestpiece finally dropped, and I've rolled 1, and an another guildie (alt) rogue got it :(.Since then I've passed the 80 in counting (including nostalgy runs), but still no sign of chest...
My most epic loot was way back when MC was the place to be. I won the Eye of Divinity and headed over the EPL to finish the quest for Benediction. I failed at least 3 or 4 times before I finally managed to save those bloody peasants, but when I did I was shaking with excitement and nerves. It was one of the most challenging solo endeavor I've accomplished in my WoW career. I will never bring myself to get rid of my beloved Benediction :)
My first epic drop is my most epic drop I think:) I was farming timbermaw rep when I saw I had looted a purple item. Turned out to be Eye of Flame.. was quite a shock the first time:D
Warlock T4 head token from the last boss in Karazhan. I killed him 27 times before it droped and when it finnaly droped i lost with 98 - 99. never seen it sience then...
My most epic loot drop was from my second Kara run. It was the first time my guild had downed Prince and what should drop but Sunfury Bow of the Phoenix! I kept yelling 'bow, bow, bow' over Vent I was so freakin' excited. The rolls for the item are a blur - I don't remember who I was rolling against or anything, but I got my beautiful new bow. That bow carried me half way to 80...ahhhh.
Riverdare's Deathcharger Must the most epic drop for me! Got it on my 3rd Stratholme run. Was PreTBC. Pretty long time ago :)