Parafeed, do more research, any series resistance with a dynamic driver changes the drivers frequency response and character. Your experiement really just shows that headphones sound best without a series resistor, as has been shown by the Millett Hybrid and Soha builders years ago.
http://www.head-fi.org/forums/f6/hea...0/#post5551379
I'm glad your thinking though, and the 10 damping figure is just an old time industry standard, 5 may be fine for Grados. The area just needs more exploration when spending $3500 on amps with a damping factor of 2-3 with our favorite headphones. The best test would be to build a 300B (or other) SET with a single 300B per channel vs one with 2 in Parrallel which would lower the output impedance.
Edit: Also looking at your schematic you are using a cathode follower? So your output impedance should be very low, but remember most including me don't like their sound. Just trying to help.