To the right is my OSX Dock at work. Most of the images are relatively associate with their function: Sourcetree looks like a file tree, Stickies looks like post-its, Terminal looks like a terminal window. A few others, like Chrome and and Vidyo (the isomorphic cube) make up for the lack of use-association with great big hunks of color. (Finder I remember because it's always at the top of the list - that's the same kind of positional memory I rely on in iOS. Again, it's not that I can't hunt and find icons, I just don't want to have to for the icons I use the most.)
This little guy has always proven problematic:
But lately, my recognition nemesis is this guy:
Obviously, there's no particularly strong natural association between my deceased father and a code editor, but in this case the other connections I have are stepping in and making me think of James Israel when I sense myself hunting for the right icon... I actually enjoy the little tribute of it, as weird and idiosyncratic as the connection is.