Lefties seem to require the media to filter and format news for them instead of just looking at what really did happen. Nobody cares what "The Hill" says Trump said, what matters is what Trump really did say. Below is a video of what Trump really did say, not what the media has edited for lefty eyes.
Look at what Trump says at 1 minute mark in the video. He says: "let's say I'm debating Pocahontas..." This is where he sets a hypothetical setting for some point in the future. Also, note that he is not addressing her, he is talking about her to his crowd.
Now, look at the 1:25 mark in the video. "and in the middle of the debate,..." Here, he is describing the proposed time in the hypothetical debate where he would "toss her a kit". Note that this is only a hypothetical debate that has not occurred, and that he has not made any commitments to Pocahontas. He has only joked with his rally crowd about what he might do in a hypothetical debate in the future.