I think it's not necessarily a reflection on his caring for you but of his situation currently. That he's been kicked out and apparently is now on probation is a lot that you seem to have glossed over in this. I mean if I were a guy that liked you and I was put on probation and kicked out, I'd feel shame and embarrassment to talk to you about it, if you weren't already a very close friend. I honestly think this could be a very likely reason for his not replying. YOu asked about probation, but he probably isn't proud of it.
Just a thought
S4
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