#46) Warcraft II (PC/PS/SAT)
At every other title on this list, I consider myself to be at least fairly good... But I royally suck at this game. My micro-managing skills are ass, I don't know how to properly use Mages/Death Knights at all, and even the dumb-as-fuck AI often manages to give me a hard time.
But I like the game. Though admittedly, I probably wouldn't if I hadn't played some of the newer, better installments of the series first.