I have a good collection of vinyl, mostly. My taste is older rock & roll, blues, R & B, psychedelic rock, jazz (Herbie Hancock, Miles, Cannonball Adderly, Freddie Hubbard, Wayne Shorter, Mose Allison), and Frank Zappa.
I don't listen to music while riding.
Here is a guy who I met in college in MI when he was hired by the student body to be part of a double-bill, two very different types of music, but both very entertaining, about 1970. This guy is gone now, substance abuse, mostly alcohol. Steve Earle does a lot of his stuff these days, and he does it well. Steve Earle did a whole album of his songs as a tribute to him, here is a cover song:
http://youtu.be/Y7LG86wGG8s
This one is pretty-depressing if you take it at face-value:
http://youtu.be/pXJPVRw3hmk
Here's a more-positive song by him:
http://youtu.be/pZh1RyyXuls
His name is Townes Van Zandt. The veteran women of rock and blues all know his work, and people like Bonnie Raitt and Emmylou Harris do his songs because they knew him and they like his writing.
http://youtu.be/SysBazd50D8