I started with DnD 3.5 Pathfinder.
My brother brought me into this and i still love it. I didn't know much about the rules, only a bit about the world, religions, and others stuff (mostly because of Computergames)
Don't remember exactly the first play, but i have to favorite situations :D
I nearly always play a halfling-ranger, with subclass "Pathfinder".
And on that second time, our group had to find a sponsor in town, for an exploration of some ruins deep down in a forest.
As soon as we had decided on one of the 5 possible sponsors, the leader was abducted and we had to find and rescue him before we could start our exploration.
After some research and a fistfight in a bar, we got the necessary information where the leader was hidden. While my brother (a human-rogue) sneaked into the house of the kidnappers, our wizard, our warrior and me stormed the house.
As soon as we arrived at the top floor (where the bandit-captain plus two bandit-minions where), my character took out his sling, threw a stone and i rolled a 20 twice.
Well, our master didn't see that coming and couldn't say more than "wtf".
So i instantly killed one of those minion-bandits with a hit right between the eyes and send him 2 meters flying.
That gave us the possibility of an surprise attack and it didn't end well for those bandits.
In another DnD-scenario we had another group made. This time my brother played a human-warrior, but oh well, i made another halfling-ranger again :D
This time we stood in front of a human village, which was occupied by some elven-hunters. My brothers character hated those. Really....extreme hate :D
Well, we had to negotiate peace between the human village and an elven village nearby in the forest.
Of course it couldn't end well, because of those elven hunters.
Well, their leader stood up and confronted us.
The only words my brother said were: "You belong to me!"
And in the next moment, my brother took his sword and with one swing (and two rolled 20s) he chopped of the head of that elven hunter before he could even react.
Our master was desperate that moment, because he wanted this conflict to last longer. Well...not this time.
Our master rolled his dice if the other enemys would run in fear and as he facepalmed himself, we knew: no luck for his "longer conflict"
The elven hunters ran in fear and we could convince the village to have peace with the elves.
We laughed so hard when my brother rolled those two 20s :D