Kyle couldn't deny it: making the woman cry so hysterically like that did make him feel a little bad (even with the suspicion that she might be instrumental in a trap), but he genuinely had no idea how to, like, emotionally help her, wasn't good with comforting words or anything like that. He was better with practical solutions, which was probably why the blanket had been the most effective and productive move so far.
Moments passed as Kyle stood there, waiting to see if his Summoning Charm would yield any results. He knew he had to be patient; it would take time for the chocolate to get here - if it was coming at all - and Kyle found himself imagining a scene where some unfortunate first year was stubbornly trying to keep hold of his chocolate bar, only to be dragged out of the stands and into the forest where Kyle's challenge was being held. He couldn't help but smile just a little at the mental image, despite the woman sobbing at his feet.
Before long, and thanks to the Supersensory Charm he had cast on himself, Kyle heard a new sort of rustling, whistling sound. He squinted into the gloom, and finally saw something headed right towards him. At first, instinctively, his heart leapt in fear at the thought that something was coming to attack, before he realised his spell had worked; the chococlate was on its way. He was even certain he could smell it, thanks to the charm, but wasn't sure if that was just his imagination.
Holding out his hands like he was about to catch a basketball, Kyle caught the chocolate as it reached him, and squinted to try and see what it was, tilting the boxes so that the light from his bluebell flames might help him read the label. Chocolate frogs, perfectly adequate. And with no first years attached, which was promising; he may well have lost points for accidentally kidnapping another student. "Here," Kyle said, crouching down before the woman again, so that he was on one knee, and ready to spring back up and into action were it necessary. Taking the liberty to open up the packaging of the first frog (because there was no way she would manage it in this state), Kyle snapped its head off and threw it into his own mouth (because he had experienced the effects of the Dementor too, even if in a much less intense way, and needed to have his wits about him) before handing the rest over to the woman. "This'll help. It's chocolate. Even just a little bite will make you feel loads better."
That said, he was already opening up the packaging to the second chocolate frog as well, because it couldn't hurt for her to have as much as possible, could it?
... Unless she was diabetic.
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