I think we have been very lucky with some of the things that has happened to us on trips over the years. Below are some of our more memorable moments:
On our honeymoon a family who was walking back to the resort as we were leaving it gave a large stack of fast passes. They were leaving and wanted to pass the magic along! This is back in paper FP days, and we were both very excited about it. We had so many that we also shared with another family.
Our daughters first trip at AoA we were checking out the gift shop and a cast member approached DD and told her Mickey would like to give her a bag of chips. To DD this was the coolest thing ever and we were very appreciative.
During the 2016 Marathon trip my BIL, his wife and child were with us. We came up with a plan to go ride RNR and my wife would take the two kids to the Beauty and Beast show. She was walking in a little late and the cast member surprised them and told them they were the honored family (or something along those lines). They got a seat up front and DD was given a red rose. She was so excited to show me when she got out the show.
During April of this year which was DS first trip at 8 months old we were at EPCOT and saw their was no line for Snow White who would appear in 5-10 minutes. We chatted with a great cast member while waiting and were first in line when Snow White came out. I just thought it would be your normal smile, chit chat and take a pic. It was so much more. Snow White was amazing!! She gave our son a kiss on his forehead which he smiled about for the next 30 minutes. Maybe it wasnt that big of a deal, but to us, and myself especially it was a amazing experience. Just made my heart happy that day.
Also during our April trip, late one night in Magic Kingdom we were with a friend who was bringing his family for the first time. We were talking about how good the Turkey legs were and then suddenly two cast members were walking towards us with Turkey legs in their hands offering them to anyone who wanted one. Just happened to be in the right place at the right time and everyone was happy.
On another late night later on that trip in Magic Kingdom, we were in Tomorrow Land and just got off of Buzz. DD was skipping around and just so happy to be in the park that night. You know how towards the end of the night during EMH it just feels like no one is there and you can have so much fun going from one ride to next... Well Buzz was the last ride of that night and DD was proud of her score. We are getting DS in the stroller and a cast member walks up to DD and like at AoA, told her Mickey wanted her to have a balloon. She was so happy about finally getting one of those. We will buy all kind of things but the balloons were kinda off our list because bringing them home would be a issue. Well she finally got one and wanted to sleep with it in her bed that night.
One last one from April. While at Club Cool I made friends with a cast member while wearing my "Drink Beverly Ice Cold" T-Shirt. Talked about how she enjoyed working their and just general Disney talk. Took a photo and were saying goodbye when she asked if Mickey could buy a icee (or whatever they are called at WDW) for DD. She loves those types of drinks!
We have had great cast member interactions, and I am not sure why we have had so many, but they do make our already special trips, just that much more magical!