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From what I gather is jiu has always been on that prince side. She was to make sure Nan got off the boat safe but nan didnt trust her and stab her to make sure she wasn't going to follow and hurt her that my guess also why she lied about her real identity. As for his "Sister's" my guess is they...

Hes saying that nan is different then ppl the monkey sees through and those who scheme, probably because she is reborn again. He is intrigued by that fact and wants to get closer to her. I think he can become useful to her down the road if he sticks around but ML wont like it lol

Monkey stole her purse

Think it might be a different timeline like Ruan mentioned about "opening a different world" but what I not understand is if they are to be reincarnated together where is the lianlian in the future and where is Gujiu self in the past era? Spoiler? Maybe but I want to predict the her sister...

Ahhh he's the emperors younger brother which mean he probably not a real eunich