[It is confusing, considering that there are various different versions of them involved in this drawn-out mess, and not each of them had felt the same things. Or maybe it had more to do with where each version was in the progression of their friendship.

Castiel has no idea if they'll ever end up the way that their future selves supposedly did, especially because that had been the future version of a different Dean. But he's obligated to see to it that Dean's filled in on all of it, at least.

Especially with how he handled things the first time.

That joke actually does cause Castiel to smile for a split second. It might be for the best if Dean takes a moment to lighten the topic here and there.

Castiel starts to walk again, and continues explaining.]

I didn't tell him about it when he returned. I wasn't sure what he would make of it. Then he disappeared, but when he came back for that one weekend, the one that took place when you were already here...

[Finally, Castiel glances over to look at Dean and there's something almost apologetic in his eyes.]

Apparently he'd been thinking about it, because he told me he wasn't going to give up the only chance he'd have. So he kissed me. [It seems like it had finally been Castiel's turn to initiate things in this most recent incident.]