I have a few, but the recent one we had is something I will never forget. We planned last minute trip to WDW after hearing about the Osborne Lights going away last year. It was only a weekend, but we knew we had to go to MK. We had our daughter with us, who was a week shy of 2 then.. and we were in line for her to meet her first princess ever - Jasmine. While waiting for Jasmine to arrive, the Photopass Photographer, Chris, came up to my daughter and interacted with her for a good 10 minutes.. he took at least 25 pictures of her just "modeling" for him, and giggling. He was pointing out the gems in the cement, and really just having fun with her. I immediately started crying, and just smiled at my husband. And those pictures he took, I seriously treasure more than others. He was so awesome! It's the little things that really make it magical, and this moment was definitely one of them!
ETA - If I knew how to share pictures on here, I definitely would!