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Online status checkers are not accurate. The whole aspect of privacy with regard to a contact list is precisely why people don't know if they've been blocked.
Send him a message, if he responds, he's not offline. Unless he's totally ignored communications from you, he's going to get it eventually - either right away or as an offline later. Or, if you feel you must, you could create a new user and try to talk to him. He may or may not respond to that either depending on how security conscious he is.
I can relate to your confusion. There is no answer I can give you that will clear it all up for you. Try to ask him directly and see if you can get a response. That's the best advice I can give you.
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