We spent it eating pork and saurkraut at the house of my parents' Amish friends. The theory was, if all technology suddenly gave out, we'd be in the right place.
A friend and I thought we were so f*g slick. We were standing by an ATM at the stroke of midnight. We thought that the Y2K virus was going to cause the ATMs to just start spitting money out. Right before midnight, a police officer, seeing us in our all-black garb, asked what we were doing. When we told him, he started laughing his ass off and told us he'd split the money three ways with us if it started shooting out. No money was made that night, but it left a lifelong memory which is okay...I guess.