I bought this tire to keep a matched set on the bike. The rear is a low mileage Dunlop but I cut the front. If I had needed two I would have gone with a different brand. I have 2 V-Star 1100s and get very poor mileage out of these tires.
For your 2008 Dyna Super glide this tire would work just fine. Plenty of guys are running this size tire for a little better stability. In addition it helps fill in the gap between the fender and the tire. This is okay on a 2.5" rim but you don't want to go any wider than a 110 size tire.