I had a penpal in New York (I was in Montana) for a couple years in.. 5th grade and part of 6th.
It was really strange hearing about the city from a single individual. In oldschool chat rooms, you didn't really talk about where you were from as easily, or you didn't know if it was true. Everyone had a pretty fake identity when online chatting was new to it.
I used to penpal some of my old dA friends from 2005-2007. We'd send fanart to each other and some local snacks. One was from Russia, one from Netherlands and another from United Kingdom.
I still talk to them all, but Netherlands one probably the least. They got a sizeable family now. xD
I'm now waiting for my visa to get to marry the one from the UK. : D