I assume "Sam x the teased endgame which then exploded" is not allowed but Sam x Eileen is the political bumper sticker I can put on this post so everyone knows where I stand. But like, from the reality where he goes on to stay in hunting but chill with her. They were super cute and I never finished watching the show past the point where anything else weird happened with them and they were still happy and together, which is great. Endgame, baybeeeee! :D
Actually, on the other side of the tailgate I'll stick the Sam x Rowena bumper sticker because it was promising the exact same thing, but way kinkier and he'd also be a properly trained witch by the endgame. Most importantly, in this scenario where I ship it, regardless of when or where they started dating, Crowley knows, hates it, and there have been multiple contrived family dinners because Ro loves getting them all around a table and just letting the conversation spin naturally from there.
I know at this point it's probably a crime because the Jody x Donna thing is so entrenched in fandom I think everyone just accepted they're married by the time the Destiel Wedding was manifested and they attended... But Sam and Jody had great chemistry and if the above two options aren't available, I adored that too and they COULD have been super cute together.