I can sort of get past it, just because Dean doesn't always think his actions through, but you're right; it is still a fairly large problem.

(In my mind, the only scenarios where one of them would express discomfort, and the other one wouldn't completely back off right away, involve demonic possession.)

The thought of this just makes me want to cry. Oh, Winchesters. I love them so much, and that would be so horrible.