DCA'd into my first 401k starting in 97, piled 10k into a portfolio that was 50% NASDAQ, watched it grow, grow, grow, to 20k+,then implode when the bubble burst, went as low as 6k.
Now in terms of money, it's nothing compared to the numbers you all threw out here, but emotionally I was devestated! I only made 22k a year back then, this was everything I had in the world! My car was worth less than a grand, and the checking account only had more than three figures on payday. This is why DW and I focused on debt reduction first when we got married, that was a garanteed return. Only in the past two years have we started to seriously get into investing again. Learned I was doing everything wrong. Glad I'm still kinda young and can make use of these lessons.