It really depends there's no definitive way to answer that for me but I don't give music too many chances, I am usually a first listen and I know whether I like it or not. I might not be jumping out of my chair on the first listen but I either know there's enough there to hook me eventually or it isn't for me.

As to whether and why I go back to check out stuff that doesn't click, sometimes my musical taste hasn't evolved to whatever is not clicking with me, sometimes I am in a different space when hearing it and need other things, sometimes I am biased against something for whatever reason and come back without the bias and it clicks, sometimes I don't click with something but later on I'll hear something else by that artist or in that genre and that clicks so I can go back to the original one and give it a try.

I listened to Pet Sounds once about 15 years ago and probably not even the whole way through and I didn't like it and never went back to it. It keeps calling me but I put it off.

When I was an early teen and Santana was big with that song with the guy from Matchbox 20 I used to think that's all he was, just an alright guitarist who had random singers on his albums so I never bothered to go deep. A few years ago I started checking out the band's works and he's one of my favourite guitarists and favourite bands.