First Penta... would rather call it Penta Steal with Vladimir. None of my opps was at least "beefy", only Jax was slightly above 2,7 k HP. Four of them got finished with
Hemoplague Tick, Jax dropped after 2-3 seconds of chasing.
Guess Pentas against bots doesn't really count:D

Guess Pentas against bots doesn't really count:D
I have never gotten a penta, but I did get a quadra as Irelia. So in order to get I penta I now just bladesurge into the entire other team and kill as many as possible.
Though yesterday I saw a Maokai get a pentakill, and he was our tank.
Though yesterday I saw a Maokai get a pentakill, and he was our tank.
In my eyes there is only justice

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So, my first penta was with Swain.
I was fed like hell and we ate their Team in a 3v5, crows gave me dat penta.
My second one was with Kassadin and I came as I had this one, because Kassadin was my absolute main at this moment and all I wanted to complete my Kassadin journey was a penta, but I had to wait a month for it.
My third one was with Nasus, I had my Q on ~250 on level 14 and was about to push bot, as their whole Team came at me. Two of them ran into me, so i could finish them off without getting hit by the three other ones who followed quickly. I 1v5'd them, ending up with a Quad and a normal kill(Announcer didn't shout Penta, but the counter was like one second off as I killed the last one at their Inhib.)
My fourth one was lately with TANKVeigar:
Seems as if I have an above-average tendency to get Pentas :3
I was fed like hell and we ate their Team in a 3v5, crows gave me dat penta.
My second one was with Kassadin and I came as I had this one, because Kassadin was my absolute main at this moment and all I wanted to complete my Kassadin journey was a penta, but I had to wait a month for it.
My third one was with Nasus, I had my Q on ~250 on level 14 and was about to push bot, as their whole Team came at me. Two of them ran into me, so i could finish them off without getting hit by the three other ones who followed quickly. I 1v5'd them, ending up with a Quad and a normal kill(Announcer didn't shout Penta, but the counter was like one second off as I killed the last one at their Inhib.)
My fourth one was lately with TANKVeigar:

Seems as if I have an above-average tendency to get Pentas :3
El Psy Congroo.

|You can't spell slaughter without laughter.|
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Then he ulted and got all five of the enemies (they sucked). Then I jumped them and somehow my ult + GS killed them, since they didn't have a tank.
The other day I scored a quadra in ranked with Trundle.
I also soloed Mundo, Sona and Ashe all alone with GP (really late game and I was really fed). I just kited them around in my ulti critted them to death one by one) :D
The funniest multikill I've ever seen was a quadra kill Teemo (luckily on my team). He had put shrooms all over the mid, while the teams was fightning. Then the 4 surviving enemy tried to escape with really low HP. Teemo was just standing there invisible, while they walked into the shroom doom.. The best part was that he was dancing while watching them die xD