- May 9, 2018
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There's actually three different occasions you can enter Claire's bedroom.You are able to spy mom abt midnight.
- At 20:00 to read her diary (in order to send emails to Diane) while she is taking a bath.
- At 22:00 when she gets ready for bed (to spy on her or practice with her, though after further progression with her, you'll no longer be able to spy on her in her room).
- At midnight (00:00) to start her Nightcrawler event.
So it really boils down to what her hints are suggesting.