Terminus
If I was a wizard this wouldn't be happening to me
TP, followed by SS. I've played TP though about 20 times, and SS about 10 or so. OoT gets a honorable mention because of the MQ.
I think it's crazy that people have played through OoT or any game 100 times. OoT is a good game, but it's also kind of long. Not too long, compared to some games today, but long enough that 100 times seems crazy to me. You'd have to be constantly playing the game almost every day.