I have a 2007 Night Train.

Its about time to replace the tires, and the Pirelli Night Dragons look good, but I might try to get another rim (non spokes).

I am guessing if I go from a spoke wheel to cast 5 spoke wheel the same tires will work (radial/bias).

What options are there to go wider on the front tire if I have the 21x2.15 rim?
What if I go to a 19" rim, what size tire would be about the same size/hight to fit without swapping a fender?

Any options on a wider front tire without a lot of mods or no mods?