The crossover no one asked for, or: how I think SPN and Gotham characters would interact

First: Sam and Edward!
If they met early on (s1 Ed and Stanford Sam) they would be good friends. Sam would be endeared by Edward’s riddles and Ed would like that Sam could solve them.

Later, when Ed becomes the riddler, Sam would be upset, even disappointed. If they ever crossed paths they wouldn’t harm each other since they have mutual respect and care for each other, but they won’t go out of their way to help the other (Sam would if Ed ask, but Ed won’t ask)

Dean and Oswald... honestly I don’t think they’d really get along it all depends how Oswald will act with Sam and how useful they can be to each other. Dean wouldn’t approve of Oswald’s way of life, Oswald wouldn’t approve of Dean’s.... everything.

Young Sam and Bruce Wayne!
I think they would get along perfectly! They are both smart, they’ll help each other research and solve mysteries, they’re both dedicated and have a moral compass... I think they could be great friends

Young Dean Bruce Wayne. It depends, if we take him as Sam’s friend, Dean would like him. He will remind him of Sam, with his fighting spirit and mind. He will encourage that friendship and as long as they don’t get each other in trouble, he’s Sam’s fancy friend...

BUT, if he’s in Dean’s age group, I’m not sure he’ll get along with him. I think he’ll think he’s a bit stuck up, he wouldn’t like the way he talks or that he has so much money, and Bruce will hate the shoot first ask questions later attitude

Young Dean and Selina would be an interesting due. Their personalities match, and they would work great together and bond well. But - since I think they’re too much alike, they would have some clashes and arguments. All in all, I think they’d be good friends!

Young Sam and Selina would like each other a lot! I think she would remind Sam of Dean, and Sam would remind Selina of Bruce. I also think they’d date, for a short period of time. It won’t be forever, but they’ll definitely stay friends!

Jim Gordon would be like Henriksen to Sam and Dean. He would try to hunt them down at the beginning because he’d think they’re criminals, but when he realizes they’re good ppl, he’d turn the blind eye. Sam would like Jim, Dean less - but only because he doesn’t like cops.

Rowena and Oswald could literally rule the world together but they won’t because non of them will agree to be number 2 and they won’t let the other be number 1 with them. But tell me they’re not the exact same? Their power will be unlimited together!

Barbara and Rowena on the other hand WOULD rule the world together. They’d be amazing partners, powerful, smart and let’s be honest, have amazing sex!

Lee and Sam would click IMMEDIATELY! I think Sam would love her kind heart, how smart she is, and she would like the same about him. I can’t decide if they’d be romantically interested in each other or not, both ways could work.

Dean and Barbara would definitely be into each other. They’d work great together too! Dean would like dropping by the sirens club, and honestly they’d have great chemistry

I think Alfred and Cas will bond over being guardians that sometimes need saving too. They bond over how they need to protect their humans (or kid in Alfred’s case) and how it sometimes can be hard to keep up with them. They’d like each other

That’s it I’m out of idea’s for now and I’m kind of tired of this thread but if I have more I’ll add it here