I am currently shopping for a Road King and am trying to decide between the Classic and the Standard. I see Classic bags on Craigslist often and rarely see hard bags. That has me thinking that people on Classics are changing to the hard bags? Just looking for your experiences and what helped you make the decision.
Back in 03 I was going through the same decision. Went with the Standard because I wanted the hard bags. I also thought it would look better blacked out than the more retro look of the classic.
I like the look of the color matched hard bags better. They also have keyed locks and provide better weather protection. I use my bike for running all kinds of errands when the weather permits.
Some people prefer the look of the leather bags. Go with your gut.