Easy 'Lonely' Achievement
When you encounter Lily in Chapter III she will ask you to get a ball for her. To retrieve it you need to follow the fence on the right side of the path that takes you to a park. When you enter the park the first thing you will see will be a roundabout, if you go to the right of the roundabout you will see a swing set which if you interact with will earn you the 'Lonely' Achievement.
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