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@skysailor I usually came across it in a fandom context, at the start of someone talking about some theory or plot bunny or something, so I got the impression it was positive... I assumed "lives rent free" meant I wanted it there.
I usually read it as "takes up so much of my time/energy I WISH it was paying rent"
So like, jokingly annoyed. Same way you might tell your pet they need to get a job.
@Anke How to put it... It's bad but often it's jokingly bad and thereby actually good.