generally just hang out with the person you like the most and agree with them, also you can check the point counter after choices to see if it increases. If it doesn't just redo the choice until it does.
alright well so here's the guide for sidney's 2nd bonus
- 1 - N/A
- 2 - Starts at 1, then say “I’m nervous too.” for 2 points, and then “Sorry, I’m not interesting.” for 3 points.
- 3 - N/A
- 4 - Get out of the apartments by the Fire Exit so you’ll be taken to the forest. Then speak with him and say “We took your spot.” for 4 points.
- 5 - Choose to help Sidney for 5 points, and lift the table with him for 6 points. Then help him in silence for 7 points. Go with Sidney and he’ll tell us to hide with Rorik and do as he said. He’ll make a comment and we’ll get 8 points. On the lie game, select “He likes light coffee” for 9 points.
- 6 - When you reach the park, choose Spirits and you’ll get the 10th point.
I possibly reckon you didn't hide with Rorik as he wanted, try that and see if my reckoning was right.