SSX: Tricky, for the Gamecube. I don't think, in my entire gaming life, I have ever been so biblically angry as when I would play SSX: Tricky. See, I was good at the game, so I decided to go all completionist on it, getting every single gold medal I could. It... didn't happen. My father had to come down and tell me, very calmly, and very clearly, that I was getting too mad at the game, and I needed to put it down.
That was around 2005/2006. I have seen a handful of SSX games since for the Wii and PS3 that looked interesting, but I haven't picked them up.
Batman: Vengeance, for the Gamecube. If you've played this game, you know my pain. If you haven't played this game, then you are fortunate. At the time, I was shouting because the gameplay was among the worst I've ever experienced. Today, I'm shouting for a different reason.
See, this was (99% sure) the first voiced Batman game, using the legendary voices from the animated series. Kevin Conroy, Tara Strong, Mark fuck-mothering Hamill, they were all there. But the game was god-awful.