I don't know if these are THAT funny, but I was definitely laughing.
Story #1 - This might be a "had to be there” type story.
I was driving a few years ago. There's 2 lanes, one to turn left, and one to go straight. I'm in the straight lane behind one car, that car is irrelevant. Next to me is a shitty Toyota in the left turn lane, and in front of the Toyota is some Honda. The Honda has a couple both in their early 30's wearing sunglasses with their heads resting on the headrest, kinda surfer/hippie-ish. Light turns green for the left turn lane, a second or two passes and the Toyota honks at the surfers. Both of them, without getting pissed or turning their head to see who's honking or anything, both just put out their arm and give the guy the finger super casually. It was funny as hell. I felt like I just witnessed a Bald Eagle give birth.
Story #2 - More of a WTF than funny.
I had a friend who I met through the fighting game community years ago. We used to hang out and play at an arcade. I took him home exactly 2 times because he lived in Allapattah, and, if you live in South Florida you know is a really rough area that I'd rather avoid. Anyways, it's like 5pm and he needed a ride so I take him home. He lives right by a post office and a park. There's this guy sitting on a bench a few blocks from his house at the park with a huge afro, we're sitting at a stop light. For absolutely no reason, this guy takes out a lighter and starts to set his afro on fire. I am literally in shock, my friend doesn't see it so I get his attention and ask him "what the hell is that?" and he just starts cracking up. Needless to say, I did not return to that neighborhood.