Jake...
Same advice I gave in your previous post (which asked pretty much the same thing)... rent one and find out for yourself.
ASKING people is never going to give you YOUR true "feeling". Somewhere you mentioned "wanting a Harley that rode like a Cadillac"... In my opionion, that ain't happening with a Harley. Mind you, I LOOOOVE my Harley, but the last thing I'd compare it to would be the smooth ride of a Cadillac.
You can rent pretty much any of the big twins for $150 for a day. At least, that's what Carolina Harley (near where I live charges).
http://www.carolinaharley.com/pricing.htm
Bikes you might consider:
FLSTC Heritage Softail Classic (one of my favorite "cruising" softails")
FLHR Road King (good touring model)
FLHX Street Glide (all the "Glides" ride the same, difference is in the accessories). I have a 2005 Electra Glide Classic. Love it, but got it before the Street Glides came out, wish I had one of these.
Everybody has different opinions about bikes.... but YOU are the one that counts, so instead of asking... find out and decide for yourself.
$150 is pretty cheap dude, to get your answer.
