The problem isn’t the time. After you go outside for a second time, there is no option to go out a third. And there is no way to go to the kitchen straight from the cellar or vice versa. I even thought maybe I could get to the kitchen from the dinning hall, but no dice. So either I’m missing something big or it isn’t possible.
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You can get to Gilly through the dining room. The wood cellar is only one clue so if you’re having trouble getting into the kitchen through the dining room, don’t worry about the cellar. Try several things and something will work eventually.
This is the toughest trophy to achieve and can’t be done for every play style so it might take some work. Good luck!!!
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Ok, I’ll try again. Thank you for the quick response.
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So I’ve talked to Leah, Wen, Iselda (or whatever her name is) and exhausted all dialogue options. I went to the wood cellar and defeated the centipede. I snuck into the owner’s room (while she was asleep 
) and searched the desk. I went into the kitchen through the dinning room and talked to the chef. And I got my money back from the halfling. Pardon my french, but WHAT IN THE FLYING FUCK AM I MISSING?!
Thanks again for the tip about the dinning hall.
Edit: Honestly, I feel like that one mouse in the maze who keeps running into a wall expecting it to move.
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Hi so I am trying to figure out how I can romance the half-orc,because of it not easy to get him
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He only gets to be an RO in book 2.
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oh okay thank you
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Is there a way to save more than three characters? I tried making more after playing 3 times but it stopped letting me save my new characters
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Does anyone know the code to the safe in the front desk?
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Leah/Lamuel’s birthday, 0527 I think? I’m sure 27 was part of it.
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Yeah just 27
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Alright thank you
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Not sure if you’re still interested in pronoun updates, but I spotted this in one of my coughpossiby hundreds ofcough playthroughs
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Also I am still blown away by the multitude of changes when I play different paths! getting evicted, almost evicted, stabbed dead by dryad, etc. And today I just learned today I get to kiss Daisy a 5th time, saving her from the river! 
still can’t get enough of Daisy, the more I learn about what’s behind the veneer.
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Saving Daisy from the river? How? In my playthroughs she always used magic to get to the otherside… It was just my MC who needed saving if I really messed it up. So how did it happen that Daisy had trouble there?
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I haven’t tested all the possibilities, but you definitely get her to swim across after you if you make it the only option to consider. (Edit: and I guess you need to be adequately physically capable?) She even strips down to keep her expensive clothes from getting wet. …No idea why she thinks to float the folded pile over, but not herself 
Edit: ok, I just played the route as a less physical & less magical (more observational) person & I got pulled under the river, but Daisy saved me… still clearly she swam (suddenly naked, save for her underwear) & still I got to kiss her.
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That explains how I missed it. I don’t think I ever choosed the simply swim across option.
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Welp, I guess I gotta try the Daisy romance.
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@ThomB
Is it possible to RO Isaria the singer elves?
She always die on every scenario
Also can we RO miss Dupree or bring her to next game Sordwin as well as companion or lover?
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Isaria always dies.
Leah/Lamuel is an RO and we can take them to Sordwin.
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