CoD4 or WaW on veteran have both given me alot of shit.
I don't remember the name but one level in the first DOOM made me stop playing altogether.
From start to around the time I quit, Fallout 3
Anything involving the chainsaw, shotgun, or Mauler in Gears of war 2.
Everything I have played of ikaruga.
The times in Super Mario Galaxy where you would have to line up a shot with one of those stars, I drink a lot of caffine so that shit was impossible.
Every boss in Spiderman 3 pissed me off.
Relizing that my copy of Timesplitters Future Perfect was broken and thus not allowing me to play it anymore, also the second puzzle in the "U Genius, U Genix" level.
Trying to aim in Bioshock was hell for me.
Playing the orginal Ninja gaiden was aggrevating and not even remotely fun for me.