There is nobody in my band under sixty.
Our songlist includes songs from the 1930s and songs from 2010 ('Good Enough' by Tom Petty if you want to know one). We do a Suzy Bogguss song, and I may just get away with dropping in "Mr Blue". I suspected that I was the only person to remember it. We won't do the intro verse though.
The trick is , never to stop listening to new stuff, and hang about with people with good musical taste, who are a different age from you.
There are some great songs about right now.
If you don't listen, you'll never hear them.
Cheers
Dave