My first car was the cheapest salvage title I could find, broken tape deck and radio stuck on one channel. Based on era, the first song was probably something by Nickelback.
I don’t remember after my first car. But I got a really big raise at work one year and bought the new Malibu the year it was redesigned. Black with leather interior. First song played:
I have never been happy about driving. I probably to turned the radio on and listen to whatever was playing on the local station. Might have been Champaigne with Chris Rock.
Dire Straits - Money for Nothing. It was on a cassette in my parents car. Not what I normally listen to, but it’s an alright song, and after having had to endure whatever my parents decided to listen to, that was what I decided to turn up on my first drive alone.
I think the first thing I brought into the car with the intent to listen to it while driving was Dream Theater - Awake, freshly recorded from CD onto tape
Back in the early 2000s I bought my first own car. It had a radio with cassatte. I had a mixtape that I carried around, with a walkman (albeit not the original one from Sony). When I drove the car home - stil with temporary number plates, because I needed to register the car to my name - the song Turn The Page played a few minutes into the drive. I will always associate this song with that particular event.
I stuck Oracular Spectacular by MGMT into the CD player of my Miata (second car) when I bought it. I bought it in the winter when I couldn’t drive it so the album always brings me back to working on it.