Meeting furries in the physical world. College, ran into her one night slightly before I got into the fandom, shortly after I got in, she joined as well. That was closing in on thirteen years ago. By the way we had already gotten engaged by then, talk about unlikely :-P
The other time was about a year and a half ago. I was taking to a friend of mine when he mention something out of the blue that made me realize he was a furry. We had known each other for a long time before then, we've known each other since college. He was my best man :-P