Our group had a paladin who was always super serious about following the code of honor. One time, we were in a tavern, and there was a drinking contest. The paladin refused to participate at first because he thought it was unseemly. But then the tavern owner bet a magical sword that could help us in our quest on the outcome. So, the paladin joined in. He was so out of his element, trying to chug down ale like the rest of us rogues and bards. He ended up getting drunk really fast and started giving this long, slurred speech about honor while hiccupping. It was a sight to behold.
Once, our party's bard tried to charm a dragon with his music. He started playing this really wild tune. The dragon just looked at him like he was crazy for a moment, then started to sway along as if it was enjoying the show. It was hilarious seeing this huge, terrifying dragon getting into the music instead of attacking us right away.
In one of our DND sessions, our wizard cast a spell to make himself invisible, but he accidentally sneezed right after. His invisibility spell flickered, and he became visible for a split second. He was trying to be sneaky and steal a magic item from a powerful mage, but the mage saw that little blip and started chasing him around the room. It was a chaotic and funny chase scene.
Once, my character, a clumsy wizard, was trying to cast a simple light spell in a dark dungeon. Instead of just a small orb of light, he made a huge explosion of blinding light that not only illuminated the whole area but also scared the rats so much they ran right into the goblin guards, causing total chaos.
One funny paladin DND story is about a paladin who was so dedicated to his code of honor that he accidentally challenged a very old and cranky tree spirit to a duel. The tree spirit was just sitting there, minding its own business, but the paladin misinterpreted some rustling of the leaves as a threat. The duel consisted of the paladin trying to swing his sword at the branches while the tree spirit just dropped acorns on his head. It was hilarious to see the paladin getting so frustrated.
In a DND campaign, a bard entered a tavern and challenged the local drunk to a singing duel. The drunk accepted, thinking it would be easy. But the bard started using all kinds of magical enhancements to his voice and performance. He made his voice echo like there were multiple bards singing, and he added illusions of dancing animals. The drunk was so flabbergasted that he passed out from shock, and the bard won the duel and free drinks for the whole night.
Sure. Once, my friend's character, a bumbling wizard, tried to cast a spell to make himself fly. Instead, he turned his robes into a giant, flapping bird that carried him around while he flailed helplessly. It was hilarious.
One funny DnD story from 4chan was about a player who tried to use a 'confusion' spell on a group of goblins. Instead of getting confused, the goblins started doing a chaotic dance and singing a made - up song. It was hilarious as the whole encounter turned into a comical performance rather than a fight.
Once, a friend created a character who was a gnome bard. He was supposed to be a great singer but in his backstory, every time he sang, small animals would run away in terror. It made for some hilarious role - playing moments when he tried to perform in taverns.
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.
There was this one DND adventure where we were in a tavern. Our fighter, who was really big and tough - looking, decided to enter a drinking contest. He boasted that he could outdrink anyone. Well, he underestimated the local dwarf. After just a few mugs, the fighter passed out, and the dwarf just laughed and continued drinking. The next day, the fighter had a huge headache and had to listen to the dwarf's teasing all day long.
Sure! Once there was a druid who tried to turn into a bear to intimidate a group of goblins. But instead of a fierce bear, he ended up as a tiny cub. The goblins were more amused than scared and started petting him. It was quite a hilarious sight.
In a DnD session, we had a paladin who was overly confident. He charged at a group of trolls, shouting heroic phrases. But he slipped on a banana peel (left by our rogue for some reason) and landed right in front of the trolls. They just stared at him for a moment before he scrambled up and we all burst out laughing.