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(+1)

Kevin  he will invite you to his room after 10:00 pm. but he will pretend sleeping  just leave  and go to ur room and he will com to your room and ....you know what is going to happen .... good luck 

What day does this happen on?

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Day 16. Wondering if it might've been released after the 2.8 update since it happened automatically for me.

There's also some criminal in the alleyway in Town that you can have sex with on Day 7 if you go into town and wait to go into the alleyway at night.

Which day is this?