In terms of the Supernatural front? Not a whole lot, plot-wise. Ruby's been out, stalking after bad things that come out during events (in the process, she'd befriended Ron and killed what he had thought was a Grim, but turned out to be Sirius. Whoops). Castiel has alerted people that Ruby's an evil demon, but she remains unperturbed, though they threaten and snark one another whenever they can. Sam has learned about the upcoming apocalypse and that Ruby might be able to train him to defeat the demon that holds the contract on Dean's soul, which he's determined to do and not tell Dean about (though he wants to discuss things with Castiel before making any solid plans). He's now arranged for lessons from Ruby, and is a bit off-center by how much of a normal girl she appears to be sometimes.

So uh, that sounds like a lot more than I thought it was. ^^' Like I said, I get if you want to do a canon update, as it'll put Dean and Sam on the same page. Just let me know, so Sam can be appropriately, "GAIZ, WTF IS DEAN?!"