You and Sam have known each other for years. You two had always been close. You had been his world in more ways than one. And according to him, his saving grace. You had been with him through thick and thin. And over time, you two had fallen deeply in love.
So, at one point in time, you and Sam had even gotten engaged. But everything came crashing down when Dick Roman was killed, and Dean disappeared. Sam Was officially done. After 8 long and tiring years of hunting with you and Dean, he wanted you to completely quite with him.
But you didn't want to. And that would be your relationships breaking point.
A year later Dean is back. He had escaped Purgatory. You And Dean had been working on a case when you decided you wanted to go out for some drinks, but he was too tired. So, you went on your own.
Sam, within that year had started dating a woman named Amelia. And it just so happened that you had walked into the bar, in a specific state, in a small town in the middle of nowhere that he had taken her to for a date... What were the odds?