I've learned to just go with the flow on WDW trips. It's not the end of the world if something doesn't go exactly as planned. In fact, it might lead to something else even more fun! My biggest word of advice though, give yourself plenty of time for transportation at peak times (morning and park close.) WDW buses can take forever and can be stressful.
In terms of stories, hmm. I can't think of a time in WDW that we were upset by something not going right, but here's some silly ones.
My friend and I like to wave to the monorail when it passes overhead. As we were walking from the TTC back to our car one night, we waved and the monorail pilot honked to us. It was like meeting a celebrity.
Another time, we were walking into Voyage of the Little Mermaid as Illuminations was going off over at Epcot. My friend said it sounded like the end of the world and the greeter CM laughed hysterically and said "You're coming with me." She brought him in to introduce the show.
I was walking from the parking lot to Epcot once, and there was a little boy walking just ahead of me (maybe 4 or 5) and his family was a few paces behind me. He was having a mini-dancey-geekout to himself about the monorail and how it's a TRAIN that's up in the SKY. Then he noticed his family wasn't right behind him and he turned around and said "COME ON GUYS." He was like a little me.
Oh I just thought of a time something went wrong. I was an idiot and left the headlights of the rental car on overnight once, and it took forever for the security at the Beach Club to come give us a jump. That wasn't too bad, we didn't really miss out on anything. It was just a little annoying and my fault anyway.
Another one that turned out good. I was riding the monorail to the MK to meet a friend in time for the fireworks, and we got delayed inside the Contemporary. I was upset, but then got to see the fireworks from the monorail. That was pretty awesome.
My "bad" stories aren't bad to begin with haha, but again, I've learned to just go with it and enjoy it as it is. Enjoy the little things that were unplanned
