Disclaimer: The Winchesters don't belong to me, as much as I wish they did...
No. of words: 137
Spoiler alert: none (pre-series); teen!chester - Dean is 19, Sammy is 15
Normally, it wouldn't have meant much to anyone else, but for Dean it meant a lot. Like the amulet he always wore, this ring was given to him by Sammy, and it meant the world to him.
Sam won it at a carnival of all places. The boys had spent the day there, relaxing after a hunt that had been rougher than usual. Dad allowed them to stay an extra day, so Sam and Dean took advantage of it and had fun at the carnival set up at the edge of town.
When Sam tossed the ring at Dean and smiled that sweet dimpled grin of his, Dean asked, his tone dry, "What? We engaged now?"
Sam laughed and walked on, yet Dean took a moment to slip the ring on his finger and whispered, "Thanks, Sammy."