I think the first music I ever owned would be something I snagged second-hand off of one of my siblings, I am thinking Use Your Illusion or something,
then CD's it was pretty much the same thing, whatever I could get off of my brother or sister, most likely one of the first two Silverchair albums or some sampler CD from Hopeless or Nitro records with the fucking Nobodys on it or some shit
the first CD I actually would've paid cash money for was probably Running With Scissors by Weird Al or a Frenzal Rhomb album.
Honestly I'm not proud of any of that per se, but I'm certainly not ashamed, even if early Silverchair were part of the same post-grunge milieu that cranked out turds like Creed and Nickelback and Frenzal Rhomb were sub-NOFX comedy punk bullshit, there was still some social currency to be had from owning an album with a song called "Get Fucked You Fucking Fuckwit" when you are in Year 7.