Who was your first penta?
I'll be reading these and I like hearing details so write away! :) Mine was varus, but only because how overpowered teleport is haha XD
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Olaf, week after release.
I remember it vividly.
IE, BT, Warmogs, Atma's, Swiftness Boots.
I ran my face into Ashe, she ulted and I laughed as I ran through it and pillaged her in a heartbeat.
Her support Soraka died a moment later as I swung my axe upon her delicate torso sundering her in half.
The enemy Olaf came to try and finish me, but I won lane, I was fed, and I tore into his ass like a fat kid into a toaster strudel.
The Amumu had nothing on his retreat, I cleaned my weapons off in his bandages as I looked for the only worthy prey on their team.
Mordekaiser. This fight decided it all, as he had taken out three of my backline with Amumu. No ultimates, no summoners. Axe met Mace in this duel to the death, I spammed my Axes but my pinky was growing tired. In a last ditch effort I shifted my hand one to the left on the keyboard giving me the stamina to press forward. Both of us on the brinks of death, anything to tip it in our favor, a dazzling sound filled the air as a gemstone rocketed towards Mordekaiser. Confused and debilitated, I summoned Odyn one final time to bring judgment this day.
A Pentakill, and my death all in one.
My first pentakill was with Arcade Sona in ARAM!
I was so excited that i screenshotted it. Fiddlesticks ult over a wall near red buff, and i distinctly remember chasing the last member (veigar) through their jungle- killed him with a max range bird throw. so many games since this, I don't remember any other pentas as well as this one.
(not counting with bots) My first penta was with 
on SR. I remember barely hitting a Q snipe and getting the final kill... I feel like I've gotten at least one more, but I have no memory of who it might've been with...
tfw no penta yet
Got my first as Kass first day after the rework, then Renekton in a ranked, most recent being Fizz
First as , second the same, 3rd (and last to this date) as 
I love these two with all my heart haha.
First was just a few weeks ago with jinxie :)
My first was mf but i have scored 2 this season in ranked one with fiddle and one with brand.
First was Kog'Maw, then corki, then trist
I also hate playing ADC
My first penta was way back in season 1, i was 
, and i got pretty fed. At the end of the game, i literally just waltzed into their base, 1v5 and aced their whole team. Pentakill. Dat adc ghost.
My first penta was with Quinn, but later I somehow managed to get one with Sejuani.
Mine was on Karthus... on a One for All: Mirror Mode... on PBE... So i guess it doesn't count (especially since after the quad on my ult the last remaining karthus and i had a gentleman style duel to the death, so it wasn't a hard earned penta)
My First Penta was with Miss Fortune, without using her ult.
Quinn was my first penta. I have a friend who always made fun of me for playing her, but I got him to respect Quinn with dat penta.
Yi. I've gotten multiple quadras with him, and i think one other penta with kha.
My first Penta was Sivir on ARAM. I literally shouted out loud. 
The first champion i ever played was also my first penta.
My only pentakill was on ARAM, as Pentakill Karthus (seriously). It was my first match as Karthus. I didn't even ult for it.
And then I never played Karthus well again. :(
It was with the really old sivir, those bouncing blades wrecked their whole team.
First penta was back at the end of season 1 with twitch. Spray and Pray op (i hate the new name. so stupid.) Second was in ranked with graves. Third was with eve with a bunch of friends. Of course, i have a few more with twitch.
MAster ~~RIght-CLick ~~ Yi. It was a Baron Steal, our Garen flashed over the wall at baron pit and started his deadly twirling dance of death. I Q'd in shortly after, scooping first kill which sent the enemy team scattering in several different directions. Activated my Ghost Blade to chase down the 2nd kill, popping my ult just before i got to him. Then turned and flashed over a jungle wall to see the other 3 members scurrying away. 1 Q and several autos later I had cleaned em up. I stood up and danced.
I still have yet to get one after over a year of playing League. 
Im actually not sure....my LITERAL first was in bots...but that doesn't really count.
It was either on Xin or teemo - I think it was teemo. Team fight clean up, with a move boost and ghost to run down that adc ;)
ARAM Penta's do not count, c'mon folks.
I have quite a few pentas 15 or so but I've played since season 1.
Anyone seen this guys montages, he gets a penta with Janna...WTF? https://www.youtube.com/watch?v=XSHGtAxgLrY
S2 
got few good ganks early game rushed 
20 mins or so into it, a team fight broke out near dragon our teams 
got really good ult off on their front line right after I doubled their support and adc, which let me clean up on rest other 3 for the penta.
2nd S4 as 
, enemy tried to 11 min dragon or so I had TP showed up right after mid and bot lane stalled them and got them all mid-low hp 
allowed me to get reset after reset and extent my ult for chase for last kill on the penta.
Only Ranked penta kill (S4) was 6 offensive item built, late-ish game, I saw chance to ult make a pick on 2 of them in mid lane since they were out of position, ended up getting triple and being saved from what I thought was certain death thanks to clutch 
shield, 
ult, and 
heal/item actives from my team, allowing me to live when I should have died, used 
active to catch their two remaining member and score the penta. http://matchhistory.na.leagueoflegends.com/en/#match-details/NA1/1422165014/39073772
I do believe it was with Poppy... I'll neglect the details, simply to the fact that I can't remember them.
Me and Pentakills do not agree...
I know it was either Fiora or Vladimir. Can't remember which one was first, but good times.
Mmmm.. My first penta was with Sivir, god it was satisfying, I had a syndra support, he landed a 3 man stun and I just went ham on it, the last two thought they could 2v1 me when I was running barrier and was full build.
I got my first penta as ADC TF back when I started in 2010.
Also magnificent TF was my first skin I ever purchased. You could say I really like TF although now I play him AP of course.
My first and only penta was with Fiora a couple months ago.
killed four of them in bot lane then chased down into their base and barely got him as q cd came up
I was severely fed though because their jungler just stayed top lane the whole game and both he and their top laner fed me kills until I was 10 and 1 by mid game.
First penta in Normals with 
, I quadra'd their team at their Golem, and rushed into their top inhibitor. Full health Yasuo rushed at me with me at like 35% health, but I have double buffs with Lich Bane and Nashors. I YOLO and QRWERaa. He didn't even know he could die that fast.
Second time was in ranked with 
. I only really had 3 items built 
, and TP'ed down to a dragon fight. Ulted over the dragon wall. Proceeded to decimate everything while constantly staying in dragon form. Final kill on the 80% health Morgana when I was only 25% health. Just kept QWE+aa as fast as I could. Good times.
Lady luck was smiling that day.
I got a Fiddleticks one way back in One for All days. SInce then I've gotten a (ranked) Fizz, (ARAM) Fizz, and (teambuilder) Kog'Maw
my first was kha in a bot game sec was with vayne in norm third is with wu 4th is with jinx in aram 5th poppy back to norm and my recent was annie
I've only gotten one ranked one with varus, I killed the first three and what was left was sona and darius, i remember barriering her Q which left me with like 300 health, then like 2 shot her cause she was already like half health, then i flashed to the side to avoid darius' pull which woulda been my death and then i just finished him off.
Got my first Pentakill when I was trying out Ahri for the first time. Was very surprised, just happened during a team fight where I used my ult, and a couple of abilities. I never even saw triple or quadra, cause I got the final three kills all at once.