?1. I was watching him sitting on the bench.
This normally implies "I was watching him and he was sitting on the bench", but what would the sentence imply if there is a comma between him and sitting as below?
2. I was watching him, sitting on the bench.
Does this one imply "I was watching him and I was sitting on the bench"?
A thousand commas would not help. That is just bad writing in either form. Find a different way to say what you mean.
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A thousand commas would not help. That is just bad writing in either form. Find a different way to say what you mean. Use more words.
It's a good question. I don't know the answer but If I read it like that, I also wouldn't know who was setting on the bench you or him.
I can make your sentence clearer without needing to use a comma or even "and", and that's by saying:
"I was watching him while he was sitting on the bench."