It's possible that there will be a lot of pointing out the obvious. It's better than misunderstandings, right? He's not worried about Kara hurting him. He's been to Hell, tortured for seven years. Pain is something that Dean is used to by now. Hell, it might even find it's something that turns him on. If she accidentally breaks something, at least it'll be the most pleasurable break he's ever incurred. While Kara is thinking about breaking Dean, Dean is contemplating that he'll eventually have to tell Sammy. He's honestly not sure whether to tell him sooner or later, waiting until Kara is actually pregnant, and that's going to be weird: trying to get someone pregnant, not bagging it.

The hug takes him by surprise. He chuckles, hugging her in return, rubbing her back a little. He doesn't say anything because yeah, it's a little tighter and harder than usual, but it didn't hurt, not really.

The babbling is actually pretty adorable. Of course, it makes him worry that things are going to be weird, but if this is something the both of them want, they'll find a way to cope with it. "Yeah. Sooner is better. We don't have anything on the horizon right now. It's a good time, but let me know when and whether you want to go somewhere or stay at your place. I'll meet you where ever."

If they wait, Dean thinks they'll end up chickening out because regardless of how 'not weird' things are afterwards, it's going to change things forever. Change is scary and now that Dean is thinking about an actual kid of his, he doesn't want either one of them to change their minds.