One time in a DND game, I rolled a Nat 1 when trying to pick a lock. Instead of quietly unlocking the chest, my character ended up jamming the lock so badly that it set off a trap. There was a puff of smoke and a small explosion that singed my character's eyebrows. It was hilarious because it completely derailed our plan to sneakily loot the treasure.
One time my character, a clumsy wizard, tried to cast a simple spell to light a torch. Rolled a Nat 1. Instead of a small flame, a huge explosion of fire erupted from my hands and set my robes on fire. I had to run around like a madman while my party members tried to put me out. It was hilarious.
One time in a DND game, our wizard cast a spell and rolled a nat one. Instead of hitting the enemy, the spell backfired and turned his own robes into a bright pink frilly mess. He was so embarrassed trying to fight while looking like a walking cotton candy.
During a DND campaign, my character rolled a Nat 1 for a stealth check. I was trying to sneak past a group of guards. Instead of being quiet, my character tripped over their own feet and made a huge racket. The guards immediately noticed and started chasing me. My friends' characters had to quickly come up with a plan to either fight the guards or create a distraction so I could get away. It was so funny because it was supposed to be a simple sneaking mission but turned into a chaotic chase scene all because of that Nat 1.
I had a rogue in my party who rolled a Nat 1 on a lock - picking attempt. Not only did he fail to pick the lock, but the noise he made alerted the entire dungeon of guards. We had to fight our way out instead of sneaking through like we planned. It was a disaster at first, but it led to an epic battle that we still talk about. Nat 1s can really change the course of a DnD adventure in the most unexpected ways.
There was a paladin in our DND game. He tried to smite an evil cultist and rolled a nat one. His smite missed completely and he accidentally hit a holy statue nearby, which then crumbled. The paladin was horrified as he thought he had committed a great sin. But the rest of us couldn't stop laughing at the absurdity of it all. This led to some interesting role - playing as he tried to atone for his 'accidental desecration'.
One funny DnD story I heard on Tumblr was about a player who tried to charm a dragon. Instead of getting charmed, the dragon just looked at the player and said, 'You think that works on me?' and then ate a nearby sheep to show how unimpressed it was.
In a DND horror story I played, we were in a dark forest. There were strange markings on the trees. Our wizard cast a light spell, but it seemed to attract something. A horde of shadowy creatures started to approach. They made these horrible screeching sounds. We quickly huddled together and the cleric tried to cast a protection spell. But the creatures were so fast. We had to use every trick in our book to escape, like using the ranger's tracking skills to find a hidden path.
One time, my friends and I were at a music festival. We were all feeling the positive vibes from the MDMA. There was this one guy who started dancing like he was in his own little world. He was doing the silliest moves, like trying to moonwalk but ended up falling on his bum. We all laughed so hard and it just added to the amazing and fun atmosphere of the festival.
One funny gynecology story I heard was about a patient who was so nervous before her exam that she started reciting nursery rhymes to calm herself down. When the doctor walked in, she was in the middle of 'Twinkle, Twinkle, Little Star' and the doctor joined in for a moment to ease her tension.
A nat 20 can make for some really wild moments. For example, in a game of Pathfinder, a player's character rolled a nat 20 during a combat situation. Their attack was supposed to be a normal sword swing, but with that nat 20, it became this epic, over - the - top slash that took out three enemies at once. It was like something out of an action movie and had us all cracking up.