I mean, why not? He was a self-obsessed, family-driven man. The idea of knocking someone up, of watching their body change because of him, seeing their swollen belly as a public reminder of his possession of them, and knowing he’d created a perfect little kiddo who was gonna look up at him one day and call him daddy…yeah, that sounded hot as hell, right?

But any time he tried to play out the kink during hook-ups, he just couldn’t sink into it. The girls he slept with would be more than eager to roleplay the part, spreading their legs and begging Dean to knock them up. But as Dean fucked them into some dingy motel mattress, the idea of actually getting some girl pregnant had him wanting to get up and bolt. As the girls rambled filthy dirty talk beneath him, he’d most often end up telling them to shut up, pressing his hand over their mouth as he chased his own release.

And then, most unexpectantly, like he’d read Dean’s freaking mind and knew exactly what his big brother needed, Sam was there reigniting Dean’s kink.

Dean had Sam pinned down on their tiny motel mattress, long legs folded up towards his chest, and Sam was giving Dean that innocent baby brother smile as he pleaded so soft and sweet: “Breed me, daddy? Please. I want to be stuffed full of you. Wanna have your pretty babies. Wanna make you so proud. Please, De.” And of course goddamn Sammy was running his hand over his belly the whole time he was saying it, knowing just how much he was enticing Dean.

Sam knows he has to tell Dean, but he won't do it until he's sure. So he grabs a gallon of holy water and chugs it nonstop until the last drop. For a moment, Sam expects something to happen—anything—but nothing does. He relaxes when he sees that his baby isn't writhing in pain from the holy water. But he can't be completely certain. Maybe his baby isn't developed enough for the holy water to have any effect on him.

Omega Sam Winchester getting out of the cage with his soul AND pregnant or with a baby. Of course it is, his alpha’s, Dean’s.

And then Sam, with a baby in his arms, barely holding himself together, manages to go over to Lisa’s house but sees how happy Dean is and decides he can’t bring Dean back to the life, so he takes upon himself to figure things out and care for their child all on his own…

Then the events that take place on s6ep1 (Exile on Main St.) happen like they do only five years later and when Dean wakes up is to a cheap motel instead of the Campbell’s hideout and to a five years old with huge green eyes and beautiful hazel brown hair.

Once he sits up he is met by a skinny Sam, huge eye bags looking like he hasn’t slept well in years.

Dean have to deal with his omega constantly telling him to go back to his normal life, that he had venom on his system but now he is healed, that if it wasn’t for that he would have never brought Dean back into the life.

If you wanna go for heartbreaking imagine Sam telling Dean he won’t be asking anything out of him, that he doesn’t need to worry because nothing needs to change and he can go back to Lisa.