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you need to choose Secret > Yumi's Ex-boyfriend so you will talk about your secrets why she broke up and that you have never dated before. the description in the trophy was a bit unclear it only said Choose Passive but you will have to choose a bit more than that (It makes sense because it's about a secret but still...for your informtion.)
I got it on the 2nd try after failing 50 times LOLS
https://www.youtube.com/watch?v=4CyAM3-crlk&t=132s
But basically start of game check phone messenger then sechi, suna and for your 5 replies choose 22111
Then go to Suna and in her thread choose 1211 for her replies. The last one takes about 20 seconds for it to come up.
Then go to Sechi thread then Nuts and choose first option for both then exit phone and go browse.
The video has him clicking on guest then cafe staff. Then pick up and take flowers as well as click the book to the right of the bulletin board.
Choose camomile then pay with Drivers License, 5000 won, debit card in that order. Then choose chair + sitting then Remaining silent then Empathy and grab coaster on first time.
Choose cup, straw, right.
Choose animal, chipmunk, back.
Choose Not now, Lets stay calm, Relationship, Last Relationship, Stop asking, Truth. Trophy will pop after the cut scene.
https://youtu.be/KwY52GNnITY?si=dbV7pmE9J6nZaNWy
Does the choices early on make it easier to do that if I make better choices? Like will I be able to stop the wheel with it spinning much slower?