Imagine Jack questioning yours and Dean’s ‘friendship’ when he sees you cuddling and why he is the little spoon.
“Jack.” Castiel breathed out “Jack!” he said louder, getting up from his seat and trying to catch up with the nephilim.
“Dean? Dean?” the younger man shook the sleeping hunter on the shoulder. Dean snored softly as per usual, oblivious to what was going on in his sleep, and you lay behind him with an arm drapped over him and your legs tangled. Your face was buried in the crook of his No matter how you fell asleep you’d always end up in the weirdest positions ever, this was the most usual one considering he liked to keep a hold of his gun to feel safe for the both of you.
“Jack, I wouldn’t do that!” Castiel pushed the saloon door open, trying to warn him but it was too late.
“Aaah!” Dean snapped awake and cocked his gun, pointing it at Jack. Sam jumped awake at the noise and you let out a groan when Dean’s abrupt movement woke you up.
“No, no no! Dean’s, it’s me. It’s me!” Jack raised his hands in surrender. Dean raised an eyebrow at him, glancing at Cas with only one eye open.
“Ah hey” he said in a rough voice, lowering his gun.
“D” you whined, the man putting the gun away and turning slightly to lay on his back so he could have a better look at you.