Q1 He would had had enough You have a very weird dictionary in my opinion but I think I know what it means. It saying the verb must have a direct object, it must act on somebody, not a subhuman entity and you have to be giving them something. as a treat he treated the children with a trip to the zoo In the sentence above the children are the (somebody), the trip the zoo is the (with) , because this sentence must have a treat.
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