Sounds silly, but Sims 3. I spent a lot of time with a Sim family in doing the Legacy Challenge (basically: create a sim, and have them get through ten generations with a ton of restrictions placed on you). I got to generation 7, and then the whole town got corrupted somehow. Couldn't load it no matter what I tried. That really pissed me off.
Oh, and
from Nocturne. Stupid jerk.
Oh, and
Matador