This isn't the random question thread, but hey, I'll answer anyway cos I typed up an answer before I realized there was something off about this.

Honestly, I'm absolutely hilarious and so is my brother so I've had literally hundreds of thousands of "funniest experiences" and can probably never identify a specific one, lol. That said, there was a time about a month ago or so that my brother was really drunk and we were chatting and it was like, 3am and it was very hysterical. Our shenanigans were very loud and my parents did not appreciate the humor, but it was still hilarious.

TPBM is listening to music while posting here.