Well I made a similar remark in another thread about always being associated with Smokin' Hot - poor, poor pitiful me!
FP covered a lot of the ones I was thinking of. Sometimes it is hard to associate a single picture with those of you who change your avatar frequently. But, I will say, every time I hear the words in Secular Praise - "don't go to church, but I feel the weight", I think of Willie and her banner; same goes for "I dream I'm on vacation cause I like the way that sounds" from Last Good Time In Town ... I always think of Prettymaid and her signature line.
I know there are others that will come to mind after I give this some thought, but these were some of the first ones that came to my mind.