Get an R90S and be the coolest guy on the road. Though made in the mid-70's it's still technologically superior to the Harleys made today.
If you want a modern bike that will run with just about anything short of a sportbike, is well balanced and tonsa fun... Buy a couple of year old Triumph Rocket III. Badderazz than any Harley (and better built, like that needed to be mentioned), 2.3 liter engine, 140 hp, 147 lbft torque... Check it out.
Best,
JP
EDIT: Check out how the Rocket III is made:
http://www.youtube.com/watch?v=HKEuzxC4eGc