Don't know if this is still true. But when I bought my first Harley, I was able to take it back a year later and trade up, They credited me the full MSRP!!
Second note: I have been riding since 12 also. My HB bought a huge bike to match mine, and ride with me, come to admit, he's not into MC at all. So we spent alot of money for nothing. So my .02c do it for you.. Then if it is a mutual hobby, it is a plus.