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I've already googled this one deliberate offence, BUT, the website is indicating it as a doing in politics/online trolling. On the other hand, I'm putting the exact example here:

Insulting can be deliberately offensive to another student.

Does this mean as:

  • very offensive
  • or well-executed/very successful attempt of insulting another.

P.S: I think this will be a useful reference.

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The website you read is for a specialized term.
But your example sentence uses the regular definitions of deliberate and offense.

Deliberate

Adj 2: characterized by awareness of the consequences

Offense

Noun 4: the act of displeasing or affronting

So to be 'deliberately offensive' put simply is to knowingly cause upset on purpose. It is not praising the insult as being well executed or successful.

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