From the O2 Mini (HTC Magician) to Dopod D810 (HTC Trinity 100), they have been my steadfast media companion. The vast library of *ahem* easily accessible software made it very customisable and could play almost every media format out there.
The love affair started when I won a lucky draw in which a Cross pen was the first prize. It had a stylus as one of the options, and my friend made this passing remark, "Now you have to get yourself a PDA". Well, as I had just started working and wanted to reward myself (ok, I did get a Radeon 9800pro with my first paycheck..), I took the plunge.. and never looked back.
(well recently, that same friend also got himself a HTC Touch Diamond 2 too).
Why not the IPhone?
The price..and the fact that you the "3rd-party" library isn't that big. You'll also need to jailbreak it before being able to install anything outside of the Apple App Shop. But I must admit, the interface is way better than WinMo despite all the available shells..but my guess is that it'll catch up soon.
Upgrade
I gave myself some time up to the end of the year before I upgraded my phone, which was getting a little long in the tooth coming to 2.5 years, and the web browsing experience wasn't that great. All the new browsers were slow on this old geezer. Then came along the Samsung Omnia 2 pre-launch promotion which I signed up for.
The phone call came and to my pleasant surprise, was only going for $198! That's a new low for a PDA phone that's is brand new in the market.

So I've got this new toy now..Barney is a content little dino.. :)
