I have some silly ones, mostly. The first time we ate at the now-Cinderella's Royal Table (er, whatever it's called), the prince came up and took my hand (I was 8), and kissed the back of it. I was all sorts of embarassed. Anyway, my mom said jokingly, "I bet she never washes that hand again!" Oh, man, that lasted... 2 hours, MAYBE, before I forgot what hand it was! Way to go, self!!
Another time, in Epcot, I was leaning over a bridge (in that no man's land between the World Showcase and the other side) and WHOOSH big huge breeze and off went my (mickey mouse) hat RIGHT in to the pond. You ain't never seen nothin' until a half dozen employees turned up AND a bunch of ducks to entertain the people passing by, while one person retrieved my hat for me. The ducks were, of course, the most entertaining. (I was 12 at this trip) My whole family was pretty convinced that all the wildlife was on payroll....
...especially since we had a bunny outside our trailer (Fort Wilderness, one of the mobile homes they had) EVERY morning. He'd just sit there long enough to be seen by all of us, and then hop on off.
Or how about when I was 16 and it was Typhoon Lagoon Day. Well, my brother and dad went one way, to get towels and stuff, and my mom and I went another to snag four chairs. We grabbed our chairs. A mother and her son grabbed the four chairs next to us. Soon, her husband and other son returned. Then my brother and dad returned.... only to have the husband say "Don?" to my dad. Turns out the older boy and my brother were in the same Scout troop!
I was 24 before I got to go again. This time, I was married and I took my then-Disney-virgin husband on the family trip (my mom had sworn many years ago that as soon as my grandfather's house was sold, of which a portion of the profits were her's, that she was taking the family to Disney World... I got married before the house sold, but my dad says within a half an hour of the closing, my mom turned to him and said "book the trip! I don't care about the expense!"). He was a bit grumbly, because he couldn't figure out WHY he'd want to go. So we took him to the Magic Kingdom, first, which he thought was nice and all. Then we took him to Epcot. I think we spent three days of that trip there - he absolutely adored it.
His funniest memory of that trip, though, is my brother's ex-girlfriend. My bro and I went on Tower of Terror and Rock'n'Roller Coaster, and neither the husband nor the ex-GF would go... but, anyway. Three of us (excluding DH!) had popcorn before we split up. Ex-GF hadn't finished her but she went with DH, who wanted ice cream. She decided she wanted ice cream, too, and ended up with a box of popcorn in one hand, an ice cream cone in the other, completely befuddled as to what to do next. We still laugh at that one.
Hmm. Age 28 - we stayed off-site that trip. We still managed to get to every park to see the opening. I don't think I'd ever seen that before and it was SO much fun! To see the train pull in at Main Street, to see the song and dance routine at AK... and then having our safari have to wait as various animals cross our paths. That was just so amazing. The weather was great, too, until the last day, but that was okay because we'd booked a Keys to the Kingdom tour and then bought
The Worlds Largest Rice Krispie Treat, which was so big, we had to have it as a carry-on.
Age 30 - went with my best friend and it was her first trip in 25 years (can you imagine?!). We rode Pirates and HM three times in one night because she was SO taken with the rides. It was a total commando tour of the parks but it was SO fun. She's definitely an Eeyore sort of personality and didn't get in to the goofiness that being at Disney can cause... but by the time we were home, she was planning our next trip. (I forced the issue a bit and it's this september!)
Age 32 - watching my husband cross the finish line of the marathon, 17 minutes faster than his previous attempt. Seventeen! I can't even imagine!! The other fun was being on the TTA when it broke and we had to be evacuated off the ride. It's the TTA. We weren't in a hurry to go anywhere, which was why we were on it, so we remained amused as they led us off, one car at a time.
Age 32 - this fall - who knows?! Memories yet to be made!!!