Yeah im in the same boat although if I could get a harley that dident break and cost the same as the star I might get another one. 1100 is fine for 2 up touring id not get a used bike with 30k on it unless it were a gold wing you know those are cared for. Engine wise from what I've read these can go 100k with no problems. As for as the 950 the security guard we use to have at work got one seemed much smaller frame then my 1100 and isn't as comfortable imo its more of a putt around 1 day tripper then anything. Of course I would not want to take mince cross country either lol
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2008 V-Star Silverado 1100. K&N filter, airbox mod passenger floor boards, all light visors, ISO grips, Cobra slash cut mufflers, Saddleman touring seat/ tourpack. Lots of little extras.