Dean - You'll curl up against hm, fist on his chest as he holds you. He'll always give you a small kiss on the forehead while you doze off, which makes you smile.
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Sam - Sam's like a giant body pillow. The most muscular pillow you'd ever slept on, buts it's surprisingly comfortable. You'll nestle your head by his chin, arms curling under his armpits while he strokes your hair. You can sleep easy under his touch.
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Castiel - He doesn't sleep with you, but during his time as a human he did. He was a restless fucker, constantly shifting about before he was practically draped over you. You'd sleep on your stomach while he curled his legs around one of yours, and arm over your back. Sometimes he'd hold your hand in his sleep, which made you smile.
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Jack - Like said, he doesn't sleep much. He never misses the opportunity to watch you rest though. It fascinates him - the human need for sleep. Sometimes he'll whisper for a few minutes at a time to see if you're awake, if not he'll just run his fingers over your arm in a pattern while admiring your calm expression.
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