Worst: Playing Oregon Trail and suddenly one of members is dead. Another time was when I was playing Sims 3 and my guy died in a fire. Didn't feel too good for the rest of the day.
My absolute worst was in X3: Reunion. I did a run with a merchant vessel and didn't save for a looooong time (big mistake!). I had to run through a pretty empty sector, but every time there were some pirates who somehow managed to find me every time...
So I tried hopping from space station to space station, until I finally gave up. To this day, I didn't manage to cross it and I had to start a whole while back
best: killing diablo in d1 for the 1st time. oh and the butcher. any diablo (1 and 2) moment actually (why i cant wait for d3!)
worst: realizing that the wc2 demo only had 3 campaign missions, and i didnt have nuff money for the full version :[
I don't think I'm dealing with quite the same pressures though, at the very least its a significantly smaller system. For the time being I'm just going to put together a quick scrubby box though and hope it works good enough to not make my house toxic
I do know this - xenforo dropped the ball by not keeping the vbulletin reputation comments as a feature. The loss of the Reputation comments data when we switched to Xenforo really was the death knell for the site when it came to all the users that left. I know I missed it so much and I got way less interested in the site when that feature was gone and I run the site.