Finn's "Bee on Flower" is a seminal moment in photobloggia. He's got macro mode on, a fuzzy background, an insect, a flower, and he's ON the high line. Compare this to Haughey's self-professed "greatest ever," which features the sunglasses of Jason Kottke, but only has the high line in the background, and does not feature an insect in macro mode.
I give this round to Finn. Of course, this is purely subjective, but it doesn't have to be. We should be allowed to assign pandering points to tags in flickr, and then a simple query would reveal the photobloggiest images.
The High Line=25
In New York=5
and so on.