I have a expensive Softtail and a cheaper Sportster 883. I have a lots of fun with the 05 Sportster it is light and fun to ride and I got it on Criegslist for $4500. Make sure it is a 04 or newer with a stretched tank. The peanut tanks are ok but I like the look of the stretched tank better. They are only available on the 04 and newer. If I am on a long ride I like the bigger frame of the Softtail, but for just tooling around town my Sportster is tough to beat.