Most of my buddy's ride Harleys, I'm more than likely headed in that direction.
New or used? The new Pan America is a really interesting bike. First Harley I would ever even consider owning for myself. 150hp, water cooled, ABS and traction and ride modes, proper suspension and brakes, TFT dash with Bluetooth integration, and I think you can even get an accessory quick shifter now. It's a legit fast bike, but total comfort and touring abilities. I have seen guys do track days on them, or ride across the country.
the Fat Bob with the 118 motor in it is reasonably quick, but not like the new liquid cooled models... I think so far its the Pan America, the Sportster S and the Nightster... As the Easy Rider generation is hanging up their chaps, Harley is getting serious about getting into the tech and performance and attracting a new generation of riders... I like the direction they are headed. Even guys like me that said they would never own a Harley, are starting to waver...