Okay, I'll play.
Dragon*Con 1998 (not really focused on cosplay, more about convention coverage, etc.) - This was a scanned in photo shot on film with some point-n-shoot camera. I just liked the little kid's awestruck expression at seeing Stormtroopers in real life.
I think this was one of the last cosplay photos I took at AWA 2012 in September (been shooting other non-cosplay stuff since then):
, on Flickr