I've got a few over the years, and one of them is kind of mean, but I will remember it (as will my dear son) for the rest of my life.
Let's see, first trip, DD14 (then) and I took one of those little mouse boats out. There is like a 250lb weight limit on those things . . . you would think one of the cast members MIGHT have suggested that we MIGHT be a bit too heavy for it, and perhaps we should upgrade to something a little more likely to float with us in it lmao. We came across a small wake from one of the bigger boats, our nose went through it / under it, and quite a substantial amount of that wave came up over the front of the boat and into our laps. DD thought we were going to sink. I assured her we were fine, but to be honest, I wasn't entirely sure myself lol.
Also, first trip, we were there during Hurricane Faye. The day that Faye came through, we were in MK. The weather was fine for use NY'ers, in the upper 70's just a bit of drizzle, and breezy, a perfect summer day. Main Street was pretty much a ghost town, and DS4 (Then) was twirling and dancing in the middle of Main Street in a way that you pretty much never would be able to any other day.
Second family trip, DS5 (then) had an obsession with the golf carts they use at the resorts. Anytime one drove anywhere near us, he couldn't stop watching it. He was afraid they would run us over. I kept telling him just stay with me, and watch where you are walking. The golf cart isn't going to hurt you, you are going to hurt yourself by not watching where you are going. I had literally JUST finished reciting that line to him when we were headed onto the bridge at POR to cross from the main building over to the mansions. There is a post in the middle of the bridge (side to side middle) with a horse head on it to keep surrey bikes and golf carts off. He walks head first into the horse head. His head bounces off it, and like a cartoon the kid falls over backwards, with the back of his head smacking the pavement, like hitting the front of it on that horse head wasn't enough. I felt so bad for him, but at the same time, I couldn't stop laughing, it was like a cartoon. For those concerned, DS was fine, though to this day (he is now 11) I still laugh about it, and he still hits me for laughing about it.
Some years later, DS maybe around 9 at the time, decides to check out the phone booths in UK at EPCOT. I have the numbers on my cell phone. I go to call him, but this group of young people (maybe late teens, early 20's beats me to it). They are laughing, though I can't hear what they are saying to him. They hang up, and I get through, and tell him I am an investigator with Scotland Yard, and we've had reports of young people playing with the phones near the Rose and Crown, making prank calls. I have him going for a while, and I am slowly walking towards him as I am talking. Young group sees me, and knows what I am doing, they are rolling laughing. DS eventually figures it out, and I am waving to him. He comes running at me, and starts beating me, and I am just crying laughing, and he's yelling DAAAAAAAAAAAAAAADDDDDDDDDDD. Young group is on the ground laughing at this point, I'm finished, can't even breathe for laughing so hard, son is still beating the stuffing out of me. Every year, I ask him now, Steven, want to go check the phones when we walk through the UK. Every year he says NOT FUNNY DAAAAAAAAAAAAD .. . . yes it is