Dean-
You lay on your side, one arm under the pillow while Dean drapes one arm around your waist and whispers a husky, "Goodnight, beautiful" into your ear and kisses your neck.
Sam-
You lay your head on his chest and curl your legs inbetween his legs as his arms warp around you you both just start snoozing.
Cas-
Since Cas doesn't sleep, he'll just lay down next to you, watching you sleep and listening to you breathing. He'll occasionally move a stray strand of hair away from your face so he can see you better.
