When playing in a long-term save you will notice the calls to ask to stay over never happen. However in a fresh save you will receive calls, until a point happens where no stay-over calls happen ...
Ideas
The Stay Over call is like an introduction to the system I assumed, you get it once and then never again. If you are starting in San Sequoia you will get Kyle, any other world you will get a friend or neighbour.
It's like Trashly in the new world too, they come to your house once when you start your game after installing the pack or starting a new save, to tell you about businesses and hobbies.
I don't think they are meant to happen more than once by design.
That makes perfect sense, but it’s a shame there aren’t more stay over spontaneous invitations — I mean, with HSY the relationship proposals are very common, so it’s no wonder players expect other propositions to occur more than once.
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