I'm a little confused by what the definition of intellectually terrible is. Does it mean it got bad reviews? Or maybe you like it and other people don't? If people like hearing it, doesn't that mean it's good?
I think I get the general idea though. For me, there are certain albums and artists that I listened to during a point in my life that is in some way special, and that because I associate that music with that period of my life, I like the music, even if I know it's not the kind of thing I would normally like so much. Here are some bands and albums that are like that to me.
Barenaked Ladies--One of the first CD's I ever bought was their greatest hits album, and I still love it.
Cravin Melon--An alt-country band whose music doesn't seem too special when I listen to it again. But it still sounds good to me.
Jack Johnson--On and On and Brushfire Fairytales. I haven't even listened to his new album even though my brother bought it.
Eels--I still like the Eels quite a bit, but the reason I think I like most of their stuff so much is just because they were the first band who I really got into. I don't think any of their new stuff will ever sound as good to me as their old stuff, even if it's better.
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Anatomy to me is a homesick stomach and a broken heart