My dad was a huge country music fan but he also had a band and he sang. So he'd listen to a lot of music and the songs that he'd learn for the band were more from the male artists. So my earliest country memories were Waylon Jennings Conway Twitty George Jones Johnny Paycheck even.
I listen to KCRW in the car and Pandora radio which I stream through the stereo from my iPhone. I've been listening to everything from Caribou to Conway Twitty. If I'm going on a longer car ride I'll download some podcasts.