I don't think that Blackberries and Treo's (etc.) will become 'obligatory' in the next 5 years like the telephone (land line and cell phone) is today. The main reason I can see why they will not is that to the average person they are too complicated (even in today's tech savvy society) for everyday use. The main reason that you see businessmen and other occupations of the busy type (doctors, lawyers, etc.) is due to the nature of their profession. Bob the auto worker and Sue the billing office employee do not need this technology and functionality (yet). That's the reason that cell phones in general are so prevalent but you don't see many 'smart' phones in comparison to the sheer numbers of cell phones. I do see a time where those types of devices will be the norm, however, but I don't believe it will be in the next five years.

To address your other point about lofi life vs. hifi life is to venture down a philosophical path. Your reference to pen and paper as being a "universal and elegant" technology is classic conservatism in reference to change. While I too sometimes feel that we are losing something when we further our reliance on technology, I must imagine what people were saying when ol' Gutenberg printed his first book. Were people decrying the inelegance of a mere 'copied' book compared to the "elegance" of a hand copied book? The same for the telephone, I am sure there were people that were shaking their head as their neighbors picked up the phone to call their son and lamented the loss of the good old fashioned hand written letter - I can hear them now, "We didn't do that in the old days."

The point of all that is change is inevitable. Sometimes it changes in ways that are acceptable to you and your values, and sometimes it doesn't. I'm sure the Romans that still worshipped their pantheon of gods scratched their heads and wailed as Christianity swept through and "ruined" their country as it corrupted their youth.

To try to insulate yourself from technology only invites obsolescence. Now, if you are past the point of caring about such things, then who cares? Live your life with pen and paper and be happy. :)
If, on the other hand, your livelihood involves the use of said technology, then you need to hop on the train or, as you put it, be left on the wayside.

I myself find that there is a place for both at the moment. My children, however, may not look back at my quaint fountain pen and wonder how I did it without all their gadgets.