i'm 46
from my experience with harleys, they pretty much sucked. the guys i knew were always working on them, while i was riding. i've always owned hondas.
then amf bought them i think in the mid 70's? they went from bad to worse. when amf sold them back to american investors, the quality skyrocketed, and as i mentioned, i would own a late 90's or newer one.
seriously, though, if i buy another bike, it'll be a goldwing(sheesh i MUST be getting old). if not that, then a cessna 
If you live in the Mid West, my dad has a mint condition vintage goldwing that he's looking to sell, I believe its a 1978 model. Always garaged, always cared for. PM me if you're interested in a vintage Goldwing.
If my interest in motorcycles is ever re-kindled, I'd be looking at the Victory (Polaris brand)