If we're gonna throw that in this thread, then I definitely have alot off the top of my head!
-Had a perfect game in the bottom of the 9th with 2 outs on MVP Baseball 2005 and the game froze.
-Left 4 Dead 1, there is an achievement called The Untouchables...after contacting the rescuse vehicle, noone takes any damage. Even harder because im not an online type of player, so I was using the 3 bot teammates. Finally I saw that none of us appeared to take any damage so I threw my hands up in celebration as we took off in the rescue vehicle. The achievement didnt pop on the stats screen so I slowly dropped my arms. I look to see who took the damage and I saw Zoey-0, Bill-0, and Francis-0. My heart sunk as it meant I took the damage. Guess what?! I DIDNT. Slica-0. I threw my hands back up in the air in triumph. And slowly descended into depression as I watched the credits go by without the achievement unlocking. I still have not getting this achievement to this day. Total BS.
-In my more anger-issue game days, I was playing VR Baseball 99. Bottom 9th with two outs and I gave up a walkoff homer to Andres Galaragga on a pitch I purposely through way outside. I reacted by punching my PS, breaking it and the disc. Ah to be young again.
-WWE Smackdown Vs Raw. I create the same guys for each wrestling game as I dont have any ideas anymore. I had about 15 created wrestlers that were 100% complete and had very well done and timely entrances. I take the hard drive elsewhere and it wouldnt load on my friend's xbox360. When I got back to my place, it wouldnt load anything. It says my save file is corrupt. I have lost all my progress and all of the hard work I put into the created characters. Havent played the game since.
-Had my long undefeated record with Fox on SSBM snapped against a level 9 Ganondorf. It was in tournament mode, so it didnt count on the stats screen, but I count it. I was so dominant. Still unbeaten on SSBB with him at about 200-0.
-A friend brought over the then new UFC Undisputed game (the first one). We had our first match, and I destroyed him for 3 rounds. Absolute beatdown. He takes me down with about 8 seconds left in the fight, and knocks me out with an elbow with TWO seconds left on the clock. I lost all respect for that game. I was playing as a knockout artist and drilled him with a million flush shots. He hits me once at the end and wins. It does happen in MMA, but damn if that wasnt irritating.
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Just thought of another gaming 'high'. I got every star possible on both Mario Galaxies. The game is easy to beat, but getting the stars is quite difficult. Im a completionist, so I try to 100% as much as I can (sans achievements), so getting everything is nothing new. But again, that game can be cruel in some spots.