As I've aged (late sixties now), I find I can finally now generate the same interest in investigating new music that once required a partner. When I was very young, my brother (who was eight years older), led me to the new rock and roll music of his generation (he went to college in '68). He used to give me quizzes - he dropped the needle on a section of record while I was blindfolded or otherwise couldn't see the album cover - and he'd make me say the group, the title of the record, and who was singing. It was fun, and it accelerated my music interest. He was my earliest guide.
In my early twenties, a very close friend who lived nearby and I both dove into jazz together. We'd go record hunting and read books and call each night to talk about what we had heard at our homes. We knew nothing about jazz when we started, but within a few years, we became at least somewhat knowledgeable, and quite passionate. An older teacher at the boarding school in which I taught was a piano and organ player, and knew his classical very well. He really helped me dip my toes into all that.
Now, I am (have to be) a self starter when it comes to new music. All these guides and partners of my past are no longer with me. I still favor the hunt over having the music - I guess I still want to go to the galleries more than to the museums. But some nights I just skip about using Roon and my tablet and the hundreds of CD's I burned into my server, and play single cuts with which I sing loudly and badly. And I love that trip to the museum.
I have many thousands of LPs and over a thousand CD's. If the streaming stopped tomorrow, I would have plenty of music to explore and re-explore. But I will confess I love streaming. In some ways, streaming has become my partner in the hunt for new music. I still use it audition an album to see if I should buy the vinyl, 'cuz that's my preferred medium, but I buy way fewer records now, and use the streaming to feed the explorer in me.
Oh, and FM Radio. Boston still has good FM radio, and I learn a lot from both excellent experienced radio hosts, and also from the myriad student DJ's. I have a very good tuner that feels almost like cheating - free music and knowledgeable guides.
Thank you for sharing your stories about music listening. I liked how humble and interested you all seem...