Also check your book for tire pressure when two up or single. I always set my bike up for solo or double.

 

The H-D pump is worth it. I do most of my riding two-up with my wife and run 20 to 22 lbs. I should probably put in more but I'm a little paranoid about using too much and blowing a line.

 

When my '05 was new, the shocks leaked. I used a compressor to air them up, 75 miles from home. Went to the dealer, and I was told that since I used an air compressor, my shocks wouldn't be warranty, and I needed to buy a pump. I said BS. (It was only a loose hose connection). I purchased Harley's pump and it works great. I use 20-25 psi with bike loaded. Good luck.