D&D 5E (2014) Share your Dnd "Moments that Matter"

First one I thought of was back in 2e days with a travelling merchant that was accepted into the PCs camp for the night. He was a bit cagey with the PCs, so they decided to see what he had in the back of his wagon. Turns out he was a chef that just published his first book about mushrooms and was selling it up and down the coast. One of the PCs threw his book at him saying, "Who reads this sh..."
 

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As with many im sure, who have ran Sunless Citadel, have fond memories of Meepoo. My group loved Meepoo. They took him in after befriending him in the citadel. I didn't think they would care that much for him, figured he was going to be just an NPC. He lived with the party for a while in Phandelin. One day the party discovered Belak didn't truly die and came back as a lichen lich. Meepoo had been keeping tabs on the party for Belak while he regained power. Some players hated Meepoo for the betrayal, some pleaded with him to come back haha. It was a fun battle.
 

In the days of AD&D my DM dared a character to have sex with a sheep. The player balked. The DM offered a free level. The player... deliberated, then accepted. The player then described the act of sheep sex with their dwarf.

It was like a strange game of chicken, neither one backing down. We were all the losers that day.

The dwarf got his level! But died to a frying pan knocking him out a 2nd story window about a month later.
 

1st Edition days. Party is in a dungeon crawl. Battle erupts in a 30 x 30 foot room. Mage decides to cast Fireball.
Players all shout "No!" I confirm with the mage's player that that is what they want to do. Their response? "Sure I do! We're all high enough level to survive!"
Except the mage. Who failed his own save. And was wearing a nearly full Helm of Brilliance. Which also failed its save.
The resultant chain reaction explosion (which, of course, set off pretty much all the rest of the party's other magic items) left no identifiable remains of the party, and a large, smoking crater where the dungeon had once been.
That was probably 30 years ago. A Helm of Brilliance has never appeared at our table again.
 

1st Edition days. Party is in a dungeon crawl. Battle erupts in a 30 x 30 foot room. Mage decides to cast Fireball.
Players all shout "No!" I confirm with the mage's player that that is what they want to do. Their response? "Sure I do! We're all high enough level to survive!"
Except the mage. Who failed his own save. And was wearing a nearly full Helm of Brilliance. Which also failed its save.
The resultant chain reaction explosion (which, of course, set off pretty much all the rest of the party's other magic items) left no identifiable remains of the party, and a large, smoking crater where the dungeon had once been.
That was probably 30 years ago. A Helm of Brilliance has never appeared at our table again.
so basically
 

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