Nokia 3110 (Symbian) --> Sony Ericsson P1i (Symbian UIQ3) --> Samsung Omnia II (WinMo 6.5) --> HTC Desire HD (Android 2.3.5)
I'm a gadget freak as well, but always can't cope up with the change of technology. When I first bought my Samsung Omnia II, it was a very advance phone and was the highest tech one, where everyone had only 523 mhz of processor while mine was 800 mhz. 3.7 inch AMOLED display, 5 MP camera, it was the king of smart phones back then! But after a year of usage, it started to fall off as HTC kicked its ass pretty good.
Switched to HTC Desire HD under DiGi's smart plan. Love it for its simple yet customizable UI but hate its battery hunger issue. I need to charge it every single day or else it will run flat before the end of the day.
Quite in love with the Samsung Galaxy Note because of the gigantic, crispy and vibrant Super AMOLED display. But the size turns me off LOL! :p