In regards to sitting thinking  "man i should have done this or that"  or "damnit I bought to high and now it crashed"  etc etc.  I don't think about it at all.

For the bitcoins I have in "savings" i don't plan on using/selling them for a good 5-15 years or so. I'm really believing in bitcoin in the long term and I understand it's not uncommon for something like this to take a couple of decades to reach it's full potential  (think online shopping, websites, online banking, credit cards, etc etc and how long it took to reach mass adoption).

Now as far as using bitcoin being used as a currency..... I am starting to worrying must people are viewing bitcoin simply as an investment or a way to quick rich instead of actually using it as a way to make transactions.  Now there's nothing wrong that since there is nothing that says bitcoin has to be one or the other or that bitcoin cant both be an investment and a currency..... I just start to wonder how likely places are going to be to accept bitcoin if most people aren't even spending their bitcoins and if most places never accept bitcoin how long until it stops expanding and people get "bored" of it and move on.   Just some thoughts I think about..... but waaaaay too early in the life of bitcoin to really think about that too much now, lets come back and look at it 5-15 years from now .