When I was in Tokyo Disney a while back (I was about 16) when I was still going to school in Japan, I had quite a few interactions with characters, when I actually wasn't expecting to get the chance to.
My friend and I had just gotten into the park and in the entrance Robin Hood and Friar Tuck pretty much jumped on top of me. Both of them were rubbing my back and hugging me, and took me arm-in-arm on either side. They kept rubbing my back up and down, and Robin Hood even kept at it rubbing my arm, etc. and followed me as I was trying to leave, like he didn't want to stop touching me. I have to admit, it was fun posing with them, but I was a little creeped out by being molested by the fox.
This interaction didn't happen to me, but I thought it was so sweet to watch anyways. We were passing by the impossibly popular Cinderella and I saw a little girl, about 5 or 6 years old dressed all up as Belle, hair and all. She was so adorable, and Cindy was leaning down and had taken both of her hands and was making conversation with her (in English, as all of the characters must speak it for some reason or another... probably has to do with the copyrighted image or something.) The little girl of course had NO clue what Cindy was saying, but kept looking at her intently and nodded as if she understood every word. It was so cute I felt like I was going to melt.
Later I passed by Cindy again, and she was harshly telling people to wait as the crowd around her got a little rambunxious- they don't do line-ups at Tokyo Disney to see the characters, and I never noticed any CM handlers near-by for any characters (though I might have missed them). Of course some people didn't understand, and Cindy was looking very annoyed and stressed and ready to snap (I have to admit, in Japan people tend to get a little pushy with photo-ops). It was a little strange to see her like that, and I felt bad. She really was trying.
At another time during the day, Wendy ran out followed by Captain Hook, and Peter Pan came out (I swear Peter and Wendy's actors were twins) leaping along the road followed by a bunch of people calling his name. He stopped to take a picture with just me (Just saying "Hello, How are you? Good.") before skipping away again, ignoring everyone else... it was so odd!
Then at Disney Sea the next day, we walked around and found a group standing around a dancing Donald. I didn't really want to wade through the crowd to see him, and me and my friend decided to just stand to the side and take a break. I was watching chip and dale play hide-and-seek with the garbage can flaps with some children nearby, and it was really funny to see their antics. I thought I saw something out of the corner of my eye and jumped to see donald had come up to me to blow me a kiss! I felt really special that while everyone was begging him for a picture, he came to say a quick hello.
The last one was the most special for me. It was the same day as the last one, and me and my friend were getting ready to leave in the next hour or so, and she had to go to the bathroom. She told me to wait by the big globe there, I think it was at the entrance, near the shops. I sat on the wall and watched at quite a distance for a group of characters (I think minnie, goofy, donald, and chip) were of course, swamped with people. I was secretly thinking that I wanted to say "Hi" to one of them, but didn't really want to get involved in the crowd. I then looked the other way and put my chin in my hand as I waited- and jumped when I looked back and saw that somehow Chip had come all the way over, sat next to me, and had started imitating me without me realising it! I must have looked depressed (which I wasn't), because he asked what I was doing just sitting there. Now, I really didn't know if chip spoke English or Japanese, but I was way too shocked to ask. I automatically responded in Japanese and told him that I was waiting for my friend there, but I don't think he understood (or if he did, ignored me), and pushed me off the wall. He got behind me and started pushing me towards the shops and the rest of the park, and pointing in all different directions and showing me allll of the different things I could be doing! The poor chipmunk was trying so hard, that I went to the shops and called my friend's cellphone to let her know where I was, and she laughed when she heard about the special attention I had gotten.
I felt so special, and when I think back on it, I wish I had tried to make more conversation instead of just sitting there, shocked.
I really hadn't expected the characters to take the time out to come over to me. I had gotten lucky so much in those two days, especially since most of the time I was avoiding the crowds, and several characters had come right up to me just to say Hi. I really felt the Disney magic then, and I can't help but wonder if it has something to do with my nationality being not Japanese and standing out or what, though I don't like to think of it that way. I can't wait to go to WDW again (haven't been since I was 7) and see if I can't get some more magical memories!