I go to WDW several times a year, so have quite a few of them:
1. On bus going past Swan/Dolphin the lady talking to her friend, who was already getting on everyone's nerves, with her really loud voice and know it all attitude (when she obviously didn't have a clue about anything

)--points to the Swan and says "Oh that's the Contemporary resort. I've stayed there many times. Walt designed it himself you know, just before he died. Those swans were replicas of the live ones he had in a lake in his backyard out in Hollywood".
2. The guest at MK asking the CM "What time is the 3:00 parade?"
3. The lady at AK on the safari who kept reassuring her toddler grandson, not to be scared that all the animals were really fake, just like the ones they saw on the 'Jungle
Book Cruise the day before at MK. I don't know which was funnier hearing that the animals on the safari were really fake or hearing the Jungle Boat Cruise called Jungle Book Cruise.
4. The lady at AK who was saying, "Disney really must do something about this hot weather down here if they expect people to vacation in their parks".
5. While on a solo trip, I got stuck riding Space Mountain with a twenty something y/o couple. For some reason the woman was terrified and did not want to go on. Once the ride started she yelled in my ear throughout the entire ride, "Walt Disney won't hurt me, Walt Disney won't hurt me, Walt Disney won't hurt me". As we were getting off, she just started hitting her boyfriend/husband and yelled "I'm going to sue Walt Disney and you too. I could have had a heart attack and no it was not fun".
6. Walking in front of LTT going toward the Haunted Mansion in a crowd. There was a family walking beside of us and in front of us was a group of two couples and maybe three kids. One of that group was being rather loud, rude, and obnoxious. A little boy about 7 or 8 y/o who was with the family walking right beside of us loudly said, "What do you think dad is he from New York or New Jersey?" The loud man heard him and turned around with a puzzled look on his face and said "New Jersey. How did you know?" The little boy said, "Oh every time we've come across a rude person this week my dad's asked me where I thought they were from. He said all the rude people we've been meeting are either from New York or New Jersey.

As everyone turned to look at the dad, I thought we were going to see a fight, but suddenly everyone in that group started laughing and the man said, "Yeah, kid, your dad's probably right. There are alot of rude people in New York and New Jersey." That poor dad looked like he wanted the pavement to open up and swallow him.
7. The first time I took my son and D-I-L to WDW my poor scattered brained D-I-L kept calling Epcot 'Apricot'. Every time she did, we'd get onto her. She'd laugh and say "I know the name but every time I say it, Apricot just pops out". On the bus one morning we were on our way to Epcot and this little 4 or 5 y/o girl who was sitting across from us saw Spaceship Earth and loudly yelled, "There's Apricot, there's Apricot". My D-I-L looked as us, smirked, spread her hands and said, "Hey it wasn't me this time".
8. We were on our way into the Grand Floridian for dinner one evening. We walked into the lobby behind this family with a little girl about 5 or 6 y/o. She gazed around the lobby, spread her arms wide, twirled around, and loudly yelled, "Wow, this is bee-uuu-ti-ful. I'm going to stay here one day". Then she looked at her dad, frowned and in a very prim little voice said, "That'll be after I marry a prince of course. I know you could never afford it daddy. Mom says you spend all your money on beer". What made it so cute, was this family was on their way into 1900 Park Fare too and the little girl was wearing a Cinderella dress at the time.
9. The little boy who was told he had to be measured to see if he was tall enough to go on Expedition Everest. He looked the CM straight in the eye and said, "It's OK, I have Mickey's permission". When told he'd still have to be measured and then told he wasn't quite tall enough, he shook his finger at the CM and said "Mickey will hear about this, sir".
10. At Crystal Palace early one morning: after taking our drink order the waiter stopped at the table right next to us to take their drink order. Just casually he asked a kid how old he was. The boy was busy messing with his little brother and I guess answered without thinking. He said "eleven" then suddenly looked at his dad, got a panicked look on his face, and said, "no ten, no nine. Oh dad I forgot. How old am I this trip". The dad glared at him, looked the waiter straight in the eye and said "He's nine. He always forgets his age". lol
11. On a bus from DS to CSR one afternoon: The bus was almost empty at that time of day. There was an elderly couple (probably in their late 70's) sitting directly behind the bus driver and I was sitting right across from them in the first seat by the door as you get on the bus. I was in building 9B, so the last bus stop. As we were going around to the different stops, the lady looked at her husband and said, "none of these look right". She said it at each stop. After the second stop I asked her which section of the resort they were in. She gave me a blank look and said she didn't know. They had just arrived that morning and the limo dropped them off at the front door of the resort, but none of this area looked familiar. After talking to her and with the bus driver joining in, we finally figured out they had gotten on the wrong bus. The man got upset and said they had gotten tired, and their daughter (who's family wasn't ready to leave yet), had told them to just go to the bus stop and hop on the first bus and it would take them back to the resort. (The first bus
stop coming out of DS is CSR, so that was the bus they got on.

). When asked the name of their resort, they said they didn't know, but it was a big grey building. They didn't even know the name of their resort, since the daughter had planned everything and hadn't told them a thing. It was their first ever trip to WDW and they hadn't bothered to learn anything and was just going to follow the daughter and s-i-l's lead.

After alot of talking, we finally figured out they were probably staying at the Yacht Club. They didn't own cell phones, so I loaned them mine and they called their daughter who you could tell was panicking when she realized her elderly parents were lost.

The bus driver said he'd take them back to DS to meet up with their family, who could then get them on the right bus.

He told her to tell her daughter that they'd be dropped off at the CSR stop at DS. You could hear the daughter yell, "What are you doing on
that bus!". The old woman got huffy with her daughter and said "Well you said to get on the first bus and we did. We thought a bus driver would know where he's going." Considering they didn't even know the name of their resort, I don't know how that daughter thought they were going to find the right room, even if they had gotten on the right bus.

As I was getting off at my stop the old man looked at his wife and griped, "I at least thought you knew the name of the resort", to which she replied, "Why old man, you didn't know it either". He replied, "Yeah, but you know I never remember anything. That's your job, to keep me straight".lol