Final Fantasy XII.
I bought it about a year after I beat X, and at the time I'd been playing a lot of emulated FF titles from the 90s, so I was pretty excited to try this new one. Gamestop messed up its pricing too, so I got the collector's edition at the price of the regular one. Neat-o.
It wasn't until about 50 hours in that I discovered I couldn't walk through this cave without the game freezing. I tried for 2 days, hoping it would get over itself, but to no avail. Turned out that the collector's case it made of... sturdier material than regular cases. The little button in the middle that keeps the game disc in place positively refused to give when I'd try to take the game out. The disc itself did instead. A fine, curved line scarred my game from the center to about an inch into the shiny part. I wasn't going to be able to keep playing.
The next summer I picked up another (normal) copy, but by then I'd forgotten what I was doing, who all the major characters were, and how to fight, so I decided it would be better to just start from scratch. (Words cannot express how much I regret that decision now.) I was about another 30 hours in when one day I decided to play some guitar hero. I went to smack my brother with the controller for being an idiot... the cord wasn't quite as long as I thought it was. PS2 was on a table. Sonofabitch.
Luckily, a few months later I got a PS3 -- and a memory card converter. After I figured out how to get it to work (my old card was a bit broken, it wouldn't read it sometimes), I picked up where I'd left off. Alas, I eventually got bored, and stopped by the time school was back in.
The next summer I decided to start new game. I finally made it past that part with the caves I couldn't get through. I made it through some forests. Fought some of those evil knight guys. Grinded 10s of levels. YLoD. Mother. Fucker.
I give. I can't beat that game. Fate has conspired against me.