My funniest story would be from our last trip. We finally talked my mom into riding Splash Mtn. Every trip to a Disney park since 1993, mom would take one look at SM and say "No thanks, I'll wait for you over there." Well, we talked my FiL into riding it. Mom and niece (then 6) decided to try it to after some teasing by my FiL. So, me and my mom are sitting behind my sister and FiL with DH and niece behind us. Things are going really great, mom's doing great, niece is singing quietly in her spot, then we hit the hill before the big drop. Mom decides to hold the bar, death grip really. We crest, then we're going down. At the bottom, mom looks over at me and says (her exact words), "I was afraid of that?". I started gut rolling and mom joined me - still with death grip on bar. Then the rest of the family, who didn't hear what she said, wanted to know what was so funny. It took us a minute or two to explain then we were all laughing. To this day, mom still gets mad that she waited so long to ride.
Niece wasn't as happy to have ridden it. She prefers BTMRR, or "the bumpy ride". Long story short, when she was 2, we talked her into trying it, she sat with uncle (mommy was too nervous). Going up the first hill, she asked if there was bumps on the ride. Uncle, not understanding what bumps meant, told her no. So at the end of the ride, we realize she is crying. We get off and move towards the exit. We get to a place to move out of the way and let others by. Mommy asked her what was wrong and she cried (loudly), "Uncle lied, there were too BUMPS!" Turns out, she wanted to know if the ride had hills. You would think that after that, she would not want to go near that ride again. She actually asked to ride the "bumpy ride" a couple days later when we went back to the MK. Turns out, it's her favorite.
The last funny was going to Sounds Dangerous and at the end realizing mom sat thru the whole thing without wearing the earphones. Yes, we do tease her still.