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Aight thanks, you've been a real help recently, and around what time do I go for the night visit, and its at his house right?

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I'm glad to help you! >:D 

Nope, I mean your own house in Bareshade. Please make sure you have been already finish Bareshade's expansion in every aspect. You need to enter to your own house in Bareshade at night (20.00 - 3.00). It also RNG, so if you can't trigger it, please try to re-enter until you can trigger it. And please make sure you have his like enough and already has 1st heart with him.

Also I think you can encounter Ste on Sunday, either that or only once cause I just got it on sunday.

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Oh, so I must misunderstand it since most of events usually don't trigger on Sunday. Thank you for correcting it! I will remember that.