The option to choose family was never a choice, when it came to Dean. He'd cut ties with Benny before even knowing Sam would stay, because that was what needed to happen. Benny was a great friend, as close a friend as he could hope for, and he knew Benny had been in a bad state, but Sam asked him to be done with Benny and... well, now he was, not that he'd tell Sam he'd won that argument. Even now, Sam was sometimes just his snot-nosed little brother.
Picking up their empty chilli bowls, Dean dumped them in the sink and glanced over his shoulder to the boxing match on the little TV as he ran the water in the sink. He was sure things would be awkward for a long time, but they'd get comfortable again. He just knew Sam choosing to stay over going to Amelia was probably more about the job than about him.
He wasn't going to be delusional and think any of this had anything to do with him personally. Sam was just too damn good for his own good, even when Dean had told him he wanted him to be happy.