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Craziest DnD Moments?

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What's a moment from a DnD campaign you've played (or watched) that felt crazy? Anything from insane luck, really funny moment, wild battles...whatever stood out to you. I don't have an exact moment to share right now, but I do keep guessing my DM's story and rapidly progressing us or stopping a bit she had planned. She hates it and it's really funny. 


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My ranger once survived being impaled on a dragon tooth on 5HP and landed the finishing blow right after. And as a DM, my players talked me into allowing minecraft lava mechanics, letting them pass through a trap by turning it obsidian :'D

Okay this is gonna sound like the most schizo shit imaginable and a little long but.

One day our cleric couldn't make it to a session, and my other players requested I write a side quest for them to do since they still wanted to play despite being unable to progress the main story without the cleric.

One player in particular was VERY adamant about facing the mascot of Celina 52 Truck Stop, "Piss Jug Man", pictured here

So I was like "You know what? Who am I to deny my dear players their desires" And decided to write an encounter with him inside a small diner called "Waffle Manor".

It was indeed a waffle house, as the players stepped in a barbarian and a warlock were having a deadly battle inside but they calmed down after the diner's owner dispelled their magic items.

Gonna skip over some story bits straight to the battle but Piss Jug Man emerged from the totally not Waffle House's bathroom and combat started.

Now here's a little fun fact: I am an idiot. And designed this encounter with "oh yeah our cleric can heal them so it wont be that bad" in mind. Completely forgetting the fact that this whole encounter was made because our cleric won't be there!

The combat mechanics were simple. Every time it's Piss Jug Man's turn, he would spawn slime minions, respawn previously killed slime minions and copy one spell the players used within that turn order. With the cleric this could've been fine since the slimes are all really brittle and the party just had to sustain. But we don't have the cleric so we cant sustain!

The players were immensely intimidated by the Piss Jug Man and thought "okay we can't possibly kill him, maybe if we unscrew his cap we'll win"

I did not plan this at all?? But was like "haha yeah, good eye! If one of you grabs him then the other can unscrew the cap. Do it 3 times and you win"

This is hard since it means our barbarian has to hold him, our artificer has to unscrew the cap and our ranger is alone fending off all the slimes.

They unscrewed twice but finally our barbarian went down. The artificer was at like 5 hp and our ranger was completely surrounded as Piss Jug Man got his turn back and respawned all his slimes.

All hope was lost, then the ranger said "can I aim for the cap to unscrew it?

I told him to go for it. But he had -2 to the roll because he was aiming for something specific and he had to roll above a certain damage to get it.

By some divine miracle, he rolled well both on his attack and damage. The cap came off and the battle came to an end as Piss Jug Man collapsed into an empty costume on the floor.

This was the hardest encounter my players faced until near the end of the campaign, and first real TPK threat we ever had.


TLDR: Nearly TPK'd my party with Piss Jug Man.

@Nehiri My players JUST finished my one shot and it ended up including toes gripping frog tiddies. We were hysterical.  I logged on here while still in call and as soon as I saw Piss Jug Man I made them listen to me read this. I have tears in my eyes and everyone is losing their shit. 10/10 

My first campaign I ever DMd, the big bad guy boss was gonna be the Koolaid Man. He was turning all the water to Koolaid, and a myserious red mist was taking over the town. It was cut short by COVID bc it was hosted in my highschool DnD club when covid hit, but I choose to believe that Piss Jug Man would've been a similiar encounter. Piss Jug Man sorta just gave me closure lmao. Thanks for sharing.

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@★ 𝐫𝐱𝐦𝐞𝐨 ★

Really good to know you guys got a laugh out of it lmfao. I should make a blog with the full story including the story bits today.

But aw man, I can only imagine how great the Koolaid man bossfight would have been. The mist is surprisingly menacing?? Like even knowing it's Koolaid man. But the sentence "Piss Jug Man gave me closure" is absolutely killing my sides lolol

Not DND but some other TTRPG

It was a sci-fi themed play by post


Crew is battling robots

We were all ready to throw hands


But then one of us said, instead of throwing hands "Let's ask it The Question."

AKA. The one question that's like dividing by zero for robots


"This sentence is false!"

And the rest, we just kept yelling paradoxes at it so its brain would melt


I think we got pretty good rolls and we killed it 😆 


I've been working on my own TTRPG and my players are already at eachother's throats seeing who gets to flirt or gets to have a relationship with my NPCs

For an actual moment within DnD, during one of the homebrew games I had with my old crew I was running my Warlock that was practically fully specced to be as intimidating as possible. And we entered an encounter with an enemy group. Me and the party paladin teamed up a bit and eventually we had to fight a bugbear near a cliff's edge. We had already been kinda fucking around so me and the paladin were out to get kills in the weirdest ways possible. So as my paladin was holding the bugbear by the crotch over the cliff, I whip out my pact of the blade scythe and slice at the bugbears crotch. He falls and dies.
Since then me and the paladin were known to have the first registered kill via castration.

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