I started going this route myself earlier this year by really getting into phones to where I started wanting certain models like those Nokia luxury models "just to have", but managed to stop myself. For me it was to simply shoot for the best, most feature rich phones, and don't stop for any in-betweeners. For me that meant looking at cream of the crop phones like the HTC Touch Cruise, Nokia N95-4, and the Nokia E90. I ended up skipping the Touch Cruise, and had the E90 and sold it once I got the N95-4. The N95-4 can literally do anything I could ever want my phone to do, and there's just nothing else on the market at this point that can satisfy me like it does. So, I'm done with phones for a while thanks to it . I just simply cannot justify any other phone out there right now when I compare them feature for feature with the N95-4. Although the upcoming N85 is tempting, basically a considerably slimmer N95.
My ultimate phone would be an updated, faster version of the Nokia E70-2 though...that, I would be all over in an instant. I wouldn't even dream of upgrading for years if Nokia did that. That form factor was godlike to me, except the phone was so darn slow. Its predecessor the 6820 was my phone for about 6 years.