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how to wake up at night, for some reason I can't

increase excitement level (use jack off option) works for me 

(+1)

still doesn't work

(+1)

same problem

(+2)

First, don't equip Saint Maiden's Mercy in gear, second, just peep and tease your sis (on the left corner, there is a health bar, next right is the status, point to it to see how many % of your excitement, about 10% up is okay; if you have something like sage mode, unfortunately, you won't wake up. cause your exitement will be at -10%) until you wake up at night.

bro you are my savior, I already thought that something was wrong with my save

If you have Sister's Smile equipped with the Saint Maiden's Mercy it's cancels it out also so you can still get your excitement up. 

alternative way is at the start of the game, you can choose dream of the meat buffet (if i remember right). then it will start a promise, after done it, you'll have Girl's Smile, equip it, then just headpat your sis and tease her, your excitement will increased like crazy heck.