I love the looks of your Kingpin!

The Vegas and the Kingpin were the only ones I considered for my second bike. I test drove the Boulevard, but it just wasn't what I wanted. I really really wish that Victory hadn't discontinued the Kingpins. From my understanding, they are the Vegas with a better front end. Don't get me wrong, I wouldn't consider changing my Vegas for a Kingpin at this stage. Maybe many moons later . . . But right now, the Vegas is just WAY too much fun
I do think my CCT will be getting used more in colder weather though. I think I'm going to be spoiled this winter with heated seats, heated grips, and the great wind management of the CCT. It's really terrible when I get ready to go out to have to choose between which bike to take . . . Decisions decisions . . .
As to the mapping/fuel manager stuff, I'm pretty convinced that my Vegas has something done. It preforms beautifully at all speeds from puttering in neighborhoods, to highway cruising, to really getting on it (only time I can really do that is getting on the highway

)! I do occasionally get some popping from the exhaust, but from what I've read that's pretty normal with this exhaust and is easily managed by riding style. I didn't get any popping today in 50 miles of puttering around town. First fill up was very close to 40mpg and that was almost all city driving.