It’s my personal headcanon that Matthew Pike—the boy from Bugs—is actually Samandriel’s vessel and not just a casting fluke.
Matthew grew up, never quite forgetting his experience with the Winchesters, but moving on nonetheless. When he was old enough, he got a job at a Wiener Hut. It wasn’t exactly glamorous, but it made him money and he had some friends that worked there with him.
Like most teenagers with jobs that came with nametags, Matthew and his friends thought it would be funny to switch names for a day. People would call them the wrong thing and it would be terribly amusing. He and his good friend Alfie had just so happened to switch tags on the day he said “Yes” to the bright light that whispered promises to him.
Matthew was no longer in control of his body, but the moment the eyes that used to belong to him fell on Dean Winchester—the man from all those years ago—he’d realized he should have said “No.”