When i first started DM'ing i thought the game was supposed to be run like World of Warcraft and it was a dungeon crawl, boss looting slug fest. needless to say, none of my friends and I really knew what we were doing. Even though we never really started playing until 2006, we started with 2nd edition AD&D
First dungeon i ever made was pretty straightforward and it was called Orc Castle. There were 6 really hard bosses and a bunch of mooks places in random a** places that you would expect in an MMO. first boss was an Orc Ranger and his Animal Companion, a dire wolf named Sasha.
The party, being the stupid badasses they were barreled into the keep slaughtering the battalion of orc in the courtyard and run to fight the ranger boss. Sasha was patrolling the battlements while her master engaged the party. Sasha leaped from the battlements and landed on the party's strongest fighter, pinning him to the ground and she he kept biting and ripping at his throat.
For some reason it took him 2 rounds to finally throw the wolf off of him. After he did she rolled a 20, pinning him back on the ground again. By the time the party finally downed the boss (he had a ring of blinking and a ring of mirror image) the fighter finally killed Sasha. It was really funny because we allowed the player for poops and giggles to roll a d30 for stats, so he had like 30 strength and 28 con allowing a ton of hit points and Sasha managed to get him down to like 4 HP.
After the encounter, the party determined that Sasha (who had like 20 hp) was the most dangerous enemy in Orc Castle, even more dangerous than the orc king, who had the Hammer of Thunderbolts and over 200 HP in 2nd edition XD
last year i think i made a pretty interesting character. It was a sorcerer, who in his backstory was a healer and he continued this career until he discovered his arcane abilities.
Our party was an Orc Monk/Bard, Elf Fighter, Dragonborn Paladin, and a Human Sorceror (me). We encountered the big bad party. it was a group of adventurer's that turned evil. The opposing sorcerer cast some sort of spell and hit the Paladin for a crapton of hits points (i had no points in spellcraft so i had no idea what he cast) and killed him. He then cut our fighter's throat and then they left. Our fighter was disabled and going into negative HP when i stablized her by using Burning Hands to cauterize her wound, stablizing her.
I then turned to the Paladin and found out he was dead. In a panic i said "Im going to cast Shocking Grasp on his heart and delifilibrate him!"
the DM, surprised was like "uhh....DC of 25?"
BAM! rolled 19 (+7 Healing skill)
I saved two party members from death after our only healer (a paladin with like maybe 25 points for lay on hands) went down like a ton of bricks
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