No worries! There's a lot to play with, potentially, between the pair of them! Would you be okay with beginning of season 13, just after Cas is resurrected? I just finished watching that season, so that's what I'm most familiar with currently. But I'm good, too, if you have a different canon point you'd like to play!

I can definitely hit him up on Hidden Relationship! Is it alright to tag you, since I see there's another Dean there as well?