I remember when the Steam "login from a new computer" auth flow shoved a big "Hi there!" in user's faces the moment it blocked access to their entire online functionality until they left to get a code from their email and came back. Sometime later they removed it and now it's just "please look for the confirmation code sent to <address>".

I think in the push to make computing "friendlier" by dressing up error messages, past a certain point they began to come off as condescending. I wish modern UX could focus on working for me instead of trying to be my friend all the time.

The cute error messages are annoying because they hide what actually happened, not because they are trying to be funny. They are also usually not the result of a single developer's whimsy like a proper easter egg is so they end up being as "funny" as a shitty sitcom with a forced laugh track.