Kate and Stiles
She probably won more than he did, if they'd been keeping count, but Stiles really didn't care. Just having the chance to be here with her was enough, just spending this time with her was enough to make him gleefully happy about it all. It was a good night, and he was glad that he'd come here instead of any of the other parties.
He grinned as she presented the ring to him, and put it on his finger, blushing a little as he pulled a little gift he'd chosen for her out from behind his back. It was a cute little green Bulbasaur stuffed animal. "For you. And no...it doesn't really mean anything. I just thought it was cute."