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(I texed this in as well) Your last caller around 8:15, a lady, I think is correct that the person he is talking about is dead and it was a secret crush that could never come to life. Maybe they did have something going in real live but now he can't express his feelings there for whatever reason, so this is closure for him just doing this. Creepy yeah but that's just how he feels about expressing himself. I say leave him alone unless you really want to know who this is.
He talking about the dead girl ; it's pretty romantic ; only if he actually ever talked to her