There is a picture story where Charmander was chasing its own tail. It thought its tail was a little firebug. It ran around in circles, looking so silly. And all the other Pokémon were just watching and laughing at it. This made for a really funny Pokémon picture story.
A really funny moment was during a Pokemon battle. A Magikarp was up against a much stronger opponent. Instead of using any attacks, Magikarp just flopped around on the ground. But then, out of nowhere, it managed to splash water right into the face of the other Pokemon's trainer, who was so shocked that he dropped his Pokeball. The whole situation was quite comical.
A group of friends were having a Pokemon-catching competition. One of them had a Masterball. He was so overconfident that he boasted he could catch any Pokemon with it. But when he finally found a shiny Rattata, he got so nervous that he fumbled the Masterball and it rolled away down a hill. The Rattata just looked at him and scurried off. His friends couldn't stop laughing at his clumsiness.
Sure. One funny story is about Pikachu. Once, Ash was trying to teach Pikachu a new move, but Pikachu was more interested in chasing its own tail. It ran around in circles, making Ash laugh so hard that he forgot all about the training for a while.
I once heard about a trainer who was in a hurry to catch a Snorlax. He grabbed his Masterball but instead of throwing it properly, he tripped and the Masterball bounced off his head and landed right on the Snorlax. It was a very lucky and hilarious accident.
There was a picture that showed Eevee trying to imitate different Pokémon. First it tried to be like Vaporeon by sitting next to a puddle and making a fish - like face. Then it tried to be Flareon by pretending to breathe fire (which was just it blowing air really hard). The different poses of Eevee made for a very funny Pokémon picture story. It was so cute and creative in its attempts.
Well, there was this time a trainer accidentally sent out the wrong Pokemon. They meant to send out their Charizard but instead sent out a Magikarp. Magikarp just flopped around helplessly while the opponent's Pokemon was all confused, not knowing what to do. It was hilarious to watch the Magikarp's futile attempts at 'attacking' which was basically just more flopping.
In a battle, my friend's Charmander was up against a Psyduck. The Psyduck was just standing there looking confused. Charmander used Ember, and instead of dodging, Psyduck just stared at the flames coming its way until it got hit and then started running around in circles. It was a really funny sight.
Once, I was at a concert. There was a couple in front of me who seemed to be having their own little dance party. They were completely out of sync with the music and each other. The guy was doing some really wild moves, and the girl was trying to be all elegant. It was a strange and funny sight. People around were trying not to laugh out loud, but it was really hard.
My friend and I were hiking in the mountains. We came across a family of deer. One of the fawns was really curious and started following us. It was so cute. We tried to shoo it away gently because we didn't want to disrupt it too much, but it just kept coming closer. Eventually, its mother called it back and we all had a good laugh about our little furry follower.