Dean-
You'd rest your head between his shoulder and neck, with one of his hands around your side.
You'd be leaning into him, hugging his torso with your arms.
Sam-
You'd full of be on him, half laying on his torso, using his body as a pillow. Sam would wrap his arms around you as you laid.
Cas-
Castiel would have you between his legs, leaning into his chest.
He'd wrap his arms around you and you'd hold his hands with your own hands.
