Great stories everyone! I'd like to share a few.
Most of these are from my trip in '07. Normally I travel with my mom, dad, and little brother. But in '07 it was me, my mom, brother, cousin, and her two kids. (They had never been before).
Splash Mountain - Magic Kingdom - Evening Extra Magic Hours (around 11:30 PM)
We decided to ride it then because the line was extremely short (during the day it had been over an hour long). My mom and cousin (who are both in their 40's) are wearing shorts and t-shirts (remember this). So throughout the entire queue, both of them are whining about not wanting to get wet. So I told them to sit in front (I honestly thought thats where they should sit). When we get to the loading dock, the cast member tells them to sit in the front. Well, remember when you are on the ride, circling the main drop (very soon after the ride begins)?? When we were circling that, a log came down the drop and the extra splash that is blown to the side SOAKED them. My brother and I were in the very back (perfectly dry) laughing hysterically. Well, on all of the small drops, they were fine. So when we get to the big drop, they are freaking out. My cousin gets a death grip on my moms arm as we went down the drop. Both of them are screaming bloody murder and the rest of us are having normal reactions. (except for my counsin's son...who never had any reaction on any ride. He just had a blank face in every picture hahaha). Well anyway, needless to say, they were SOAKED. They ended up buying Spash Mountain shorts and t-shirts to change into after the ride and went commando the rest fo the night haha. It was absolutly hillarious. The picture tells the whole story.
Test Track - Epcot
This was also the '07 trip. I was siting next to my cousin (who, remember, has never been to WDW). In the briefing room, she got pretty freaked out when they added the Wall Crash Test to the list of tests. As the ride is going, she was doing pretty good through most of it. The Semi-Truck blasting its horn made her jump a little. The best of all, though, was when we rounded the corner and she saw the Crash Wall dead ahead. We take off, full speed, toward the wall. It took her asecond to realize what was going on but as soon as she did, she covered her face and was screaming bloody murder (again). Even after the wall opened and we were outside, she was still screaming until about 5 or 10 seconds later. She finally realized that we didn't crash and we were still alive. That was great.
Whispering Canyon Cafe - Wilderness Lodge
This one took place during our '05 trip (me, mom, dad, brother). We were eating dinner at WCC and the waiters were all pretty obnoxious. We had this girl from Hawaii, she was great. Well, my dad decided to give his feet a rest, so he took off his shoes under the table. When he wasn't looking, out waitress took one of his shoes and threw it across the restaurant! It was absolutly hillarious the look on his face. My dad is embaressed super-easy, so this was awesome. He told her to go get it back and she said "Nope, that's your stinky shoe. I'm not pickin' it up again. That'll teach you to keep 'em on your stinky feet". hahaha.
If I think of more, I'll post them later.