I remember listening to the 69 world series with a small (for the time) handheld FM radio. I could strap it to the sissy bar (remember those things as a kid???) but the small speakers distorted terribly when you turned up the volume. I ended up holding the radio to my ear riding with one hand. I didn't have an ear plug, and I am not sure ear jacks were even standard then. But I bought a car when I was 16, so that the bike got very little use during the early years of portable music development, I was too busy wiring up my 8 track. I forget when the headset FM things came out. The first personal music player I had was a sony walkman in cassette, mid 80's? Never used the walkman on the bike or, ahem, even walking around, it was for studying at the library. I guess locomotion, music, and I never was a winning combination.