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I wanna know how I get condom in little man game can anyone give me a hint or something

There are a few ways. If you have the lockpicks, you can find some in the lockers on the 2nd floor of the school, I think. The other way is to progress well into Bernice's story, to when you go to the drugstore; the clerk will recognize you as their church's messiah and then let you buy condoms.

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Do you know how to unlock Olivia's "Friendship Route" by chance? same game

I'm pretty sure that might be referring to sharing her with her son/ your friend. I personally want to keep her for myself, so I choose the solo route. You would have to go back to when you become friends with him, and they give you a choice to either tell him the truth or lie to him about what you've been doing with his mother. If you pick to tell him the truth, it will put you on the friendship path, and you will share her, I believe.