I just re-read the phrase I used to describe Karen - oldest best friend.
OK - she's not the oldest of my friends, but the best friend I've known the longest!
We met in the 6th grade when I changed schools and felt like an alien in my new school. She tried to teach me how to play Greek Dodge so I wouldn't be so pathetic in the schoolyard. It is rather pathetic to keep your hands in your coat pockets while someone is throwing a large ball at you.
My buddy Norman is probably my Oldest best friend...
These are meant to be honorary rather than perjorative titles.