I dunno- Dart Shark is very creative with photoshop... I'm sure he could make it happen. In fact, I want to see this picture now that it has been mentioned!
Speaking of using funny pictures as avatars, I think homerdindon had mentioned at one point that he was going to use a certain photo of Dart Shark from NCAAs with a certain bottle opener as his avatar.
#1 is definitely Chris Stith, can't tell if #8 is Brian Stith because of the ridiculously sweet hat he's wearing, but I'm assuming that it is because they went everywhere together... what year was this?