The first time Dean and Cas get married, they do it on a whim. They’re passing by the townhouse and they’ve got half an hour to spare, so why not?
When they get back home, Sam and Jack are both devastated that they didn’t get an invite - Eileen finds the whole thing too funny to care - so that’s how their second wedding happens. It’s small ceremony in the woods behind the bunker, with Eileen officiating (she’s not a pastor but it’s not like any of this is legally binding) and Sam and Jack as best men to Dean and Cas respectively.
The third wedding comes about when they’re visiting Jody and the girls and Claire gets a wind of it.
“Wait,” she says, gesturing at Jack, “Wonder Boy gets an invite and I don’t? How is that fair?”
So they throw another ceremony. It takes place a couple of days later, because Donna wants to be there and needs to take time off, and this time they do it in a church because why not? Jody ropes everyone but Dean and Cas into cooking a feast for the occasion, though Dean ends up helping out more than most of them, and they buy bottles and bottles of cheap sparkling wine so they can keep toasting well into the night.
It takes another year for them to get married again, when on their first anniversary Dean notices that their rings aren’t looking so great.
“That’s what we get for being cheap,” he says. “We should probably invest in something higher quality if we want them to last.”
“If we get new rings, does that mean we need to get married again?” Cas muses.
Dean grins. “Well, they do say fourth time’s the charm.”
Dean cuts him off with a kiss. “Yes, let’s get married again.”
And that’s it. For a few years.
Then, on what turns out to be their last hunt, Cas gets into some serious trouble. They rush him to the hospital, where he is declared clinically dead for a minute. Dean stays at his bedside after and he is there hours later, when Cas finally wakes up.
“That’s it,” he tells Cas. “No more hunts. Someone else can pick up our slack, I don’t care, I’m not losing you again.”
Cas holds out his hand, smiling weakly when Dean takes it in both of his.
“They said you were dead,” Dean continues, not even caring that his voice has choked up or that tears are now freely streaming down his cheeks. “If we’d arrived at the hospital a few minutes later…”
He stops. He doesn’t want to even contemplate that. What matters is that Cas is with him, injured but alive, and that Dean will bring him back to their home as soon as he’s better.
“We’ll have to get married again,” Cas says.
“The vows say ‘til death do us part’. I died. We’ll have to do it again.”
“Dean,” Cas cuts in, smiling fondly. “Will you marry me again?”
Dean smiles back. Raises Cas’ hand carefully, leaning in to kiss his bruised knuckles. “Yeah. Yeah, of course I’ll marry you. As many times as you want.”
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