Well, I bought an Apple II+ in 1980 which we used for 6-7 yrs; switch to a PC w/ DOS and our first HD in the mid-80s (more a business/home compatibility issue). Up until last year, I've used just PCs w/ MS software.
About to replace my main desktop computer and will stick w/ a PC w/ Windows 7 - wife & I are use to the MS Office suite and used all of its features - would be tough to switch at our ages; although I have an old IBM laptop w/ Ubuntu (Linux distro) which I've enjoyed using (has Open Office), and all is FREE!
So, update - I needed a new Palm-type device and my son (an IT guy) had an iPod Touch 2G laying around and gave it to me - I was able to transfer all of my data, add TONS of music, and have enjoyed the device.
Wife & I do a LOT of local 'short' travel vacations and I've usually taken a laptop w/ either MS or Ubuntu (love to use w/ these 'open' hotel Wi-Fi options) - so wanted a new option w/ small size and a device to handle our needs on the road, mainly just checking e-mail, browsing the web, and checking on local restaurants, etc. The iPad2 seemed like a good choice - will take on the road for the first time soon - will report back!