...it ALWAYS ALWAYS ALWAYS ALWAYS turns out to be the last thing you try.
Ermm... Why the hell would you try after you get it to work? Of course it's gunna be the last thing you try :P
Anyway, the most annoying crash is when I'm making steps for songs in Stepmania (I play on a Dance pad, I ain't a fat guy). Some times when I'm testing the song on a keyboard my computer just restarts it's self for no reason. When my computer has restarted it says "Serious error blah blah" If mashing the buttons can cause a serious error then I must be a programmer and not know it, typing out dangerous codes while trying to play Stepmania.
I would talk about slumped crashing but when it does that and I open it again it's saved all the changes so I'm fine with it. I don't mind when XWE crashes because I expect it. I never edit "soandso.wad", I only edit "Copy of soandso.wad".
I don't mind when Skulltag crashes because it's only a game. Not like I lost any work.