I like that styling, but man, that would be uncomfortable.  No rear shocks, insufficient front damping, it would handle rough and make you sore! And. . .you'd probably have to service it yourself to be sure it's done right, and you'd have a heck of a time finding parts.

There are a few models that harken back to fifties and sixties in the Softail line, the Heritage and the Fat Boy for instance. And in the Sportster line there's the 48, which I wish was a slightly bigger bike, as I love its styling, but it's not good for two person riding (my girlfriend rides with me sometimes) and I'm just a bit too tall and big for it.  It's less comfortable on road trips as well, and I do like to go on long trips. My friend David has a Nightster, very similar bike in the Sportster line, and I love the sound and look of it. I've ridden his a bit and I confess, I like the ride of my Fat Bob a lot better.  I'm not in my twenties or thirties any longer!

Nowadays all the bikes are wired with headlights always on, as a safety feature.  You'd have to rewire the headlight entirely to get any sort of on-off switch.

The real bonus to the new Harleys is the motor.  Fuel-injected, chip-controlled, 1600 cc,  STRONG, exciting. (The Sportsters all have 1200 cc engines, most of the Touring models have slightly larger engines than the 1600 cc).  The transmission has a sixth gear that is a fantastic overdrive, you can cruise from 50 to 90 all day in that one gear with lots of throttle to do whatever you wish.

The FXDF that I have, the "Fat Bob" really suits my needs.  If I were able to take long trips five or six times a year or more I would probably go for a Road Glide, which is very similar to my Fat Bob but has a fairing and is built for even more comfort. What I really like about this one is that the fairing is mounted on the frame, not the forks, it handles better as a result (I've test-ridden a few of the models). I love how well you can control this bike wth the throttle and the gears, hardly have to brake if you're paying attention and no one is threatening you.

Anyway, it took me a little while to get my feet and heart back into the riding game, but it's there now.  Still don't own a car.  Don't feel the need.

How about this for "Dash"?   http://www.bikeexif.com/kiwi-indian-big-chief
I LIKE that appearance!  A nod to the Board Track racers of yesteryear, but with a swoopier frame.

I DO want riding comfort.

There are usually a few music festivals in this area each summer, I really ought to start going to some of them.