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How I interpret this is that the jail part could symbolize that OP is constantly thinking about the crush but the OP cannot escape the fact he has a crush on her and he cannot seem to get out of the feeling.
Is it normal to dream about your crush in jail?
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How I interpret this is that the jail part could symbolize that OP is constantly thinking about the crush but the OP cannot escape the fact he has a crush on her and he cannot seem to get out of the feeling.