Hey SF you really hit the nail on the head with a few different issues.
I'm in a similar boat with my band. I keep telling them we shouldn't be doing anything over 25 years old, that's prior to 1983, eesh. IMO anything older is "oldies", not even "classic rock" anymore. As we're getting older, they don't seem to realize that the "new" stuff they want to approach, like Pearl Jam and STP, is now .... CLASSIC ROCK. It's old news.
Yet each week I still hear things like, hey, let's add "free ride" or "paint it black" to our songlist... Personally I want to do the same thing as you, originals, but not classic rock and oldies rehashing... Something new, fresh, and yes, progressive or psychedelic...
I got really lucky that our band landed a 22 year old singer who also wants to do NEW and original material, so now it's just grind time.
As far as "looks" go, yeah, many of us were part of the MTV generation, so it's just par for the course. If you are losing your hair, maybe think about getting plugs, wearing a wig, you know, give a little to get a little. I hate that music has become such a popularity and beauty contest, but it is what it is, and we can't change that. I've been working on losing weight and shedding off that unfit "approaching 40" look, it's tough as we get older, but a necessary evil. Maybe I will even start shopping at Hot Topic and get some stage clothes!
