1) The OJ car chase. I was at work as a teenaged dishwasher at an awesome Italian joint named Bella's (protip- NEVER wash dishes at an awesome Italian joint because the sauces basically tattoo themselves onto the pans!). The NBA playoffs were on so most folks were standing around the bar watching except we had to watch on the picture-in-picture small screen since this crazy white Bronco was on the main screen rolling at 30 mph with a legion of cops slowly following.
2) Obviously, the World Trade Center travesty. I was sleeping on the floor of my own house around a poker table near 4 other friends as we had spent nearly the whole night playing low-stakes poker and drinking cheap whiskey out of the bottle. Nobody found a bed or a couch that night. But waking up was a horrible thing. Not because of the hangover, which disappeared as soon as we heard/saw what was going on. This was obviously my generation's JFK.