Yes. If he's asking to flirt or to meet up absolutely. Basically if you ask someone other than your SO to make put with you and you as the SO overheard - would you be upset. If its a friendly conversation he should have zero problem showing it to his partner. And if its not - than that indicates guilt and wrong doing so he is.
I do believe if he leans on someone apart from the SO. for advise or emotional support if sharing something personal like loss of a family member of medical issue he has - that is none of the SO business to know about unless the dude also is fine to share on his terms. Some things should still be kept private unless that person choses to dosclose to someone for support.
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If he sent something that he couldn't send with his girlfriend over his shoulder, then yes it is. And if you know he's with someone, and you entertain his attentions of that nature, you're just as guilty.
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That all depends on the content of the messages. If he's sexting her, then its cheating.
No, not necessarily, but it might become.
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