< Clearing conversations, why is it offensive?
As a datahoarder, I think it's neat having an archive of my entire life (provided I have complete control over this archive and it's not in the hands of any FAANG or something).
As a social thing, I don't see it as creepy, I see it as wanting to preserve the history of a relationship. It's the same reason why we save written letters from loved ones.
I could see that with emails. Emails are different and more analogous to a letter. IMs are more like an in-person conversation. I guess it's not super creepy or anything, but I legitimately, in good faith, don't see why clearing a conversation is so offensive to so many people.