This one's not all that funny, but no one at my barn seems to lead the their horse with a halter and lead. They let them run out of their stall, open up the gates, and let them run into their paddocks themselves. Instead of going from point A to point B, however, the horses like to go to point B, Q, 7, and Blue before going to point B. And then they do the same when it's dinner time. It really irritates me when I have Henny tied up in front of his stall to groom him. Nothing would stop one of the horses from going after tied up Henny with me standing right next to him.
And now for a funny one. In January, it rained almost every. Single. Day. We were up to our calves in the stickiest mud at the horses. My friend and I were feeding in the dark with just a small flashlight. My friend ended up getting stuck, wearing my mud boots which are two sizes too big for her, and LOST HER(MY) BOOT IN THE MUD. So she was standing on one leg screaming at me so I have to make my way through the sticky mud and by the time I get to her she's about ready to fall over. So now she's clinging onto me as I search through the freaking mud in the dark to find her boot. I found it and helped her put it on. Too bad it got some mud in the boot.
And quite a few years ago when we were at our old place, my friend Debbie rented out the pasture next to us. Her goats ended up slipping through the fence into our pasture one day. Our mare Princess decided to play Rodeo Roundup and was herding the goats!! One of the funniest things I've ever seen.