As one that tends to think things to death, I understand the quaundry. I did the same thing. For a LONG time, I kept jumping back and forth between what specific model I wanted. Over and over, I found myself looking at one paricular line. Then came picking a certain model within that line. And then what year? and so on...
Once the decision was made, I began searching, learning as much as possible about every little detail of 'my bike'. Then, how to find the one??? Once my "WANTS" and "MUST HAVES" were outlined, the REAL search began. After looking at ebay all over the state and the country, I found one within 50 miles! On the way, I stopped in at the local H-D dealer and almost succumbed to "New is always nice..." without even going to see the bike I had been looking for! A walk outside and a cooler head told me to drive the one more mile to look at the used bike. Long story cut a LITTLE shorter, I bought the used bike. It is THE bike I had hand chiseled into my GOTTA HAVE list. Do I have any regrets that I didn't get to put on that first one hundred miles? NOPE! I am happy with this bike, proud of the looks of it, and pleased with it in every way!
The bottom line.... go with your heart, get what YOU want, what YOU need, and most of all, go with a bike that fits your needs, your riding style and your body, size and build! But most of all....just GO! Take the world on two wheels......(Safely and with a smile on your face!) Always remember, the name of the registrant is the fella (or gal) that needs to be impressed...no one else!