I started listening to experimental music around the time I joined here, and had previously been a big fan of accessible stuff like Nirvana, Alice in Chains, etc. I looked into one of Nirvana's biggest influences, the Pixies, and was initially turned off by their record
Surfer Rosa. I appreciated the concept that not every song has to have a definitive structure, melody, etc, but wasn't able to enjoy it.
Around my second wave of posts here I started to listen to a lot of John Zorn, John Cage, and other experimental and esoteric composers and musicians, and for a while just listened for concepts, nodded my head and went "Hmmmm, interesting." After a while, this type of music wasn't just interesting, it was very enjoyable.
I revisited the Pixies, and found
Surfer Rosa was now a masterpiece to my ears. Ah, the good ol' days.