As for me, when it comes to things that I used to like but now understand differently, I only keep things that have reference value, or if they are collectibles or have a special meaning.

As an example, the most shameful possessions of mine are the books by Bolton, Comey and Preeth Bharara. I am planning to burn them when the storm hits us, as a celebration. Sure, they probably have some reference value, but very little and not worth wasting the space on my book shelf.