Sam watched him, a lot calmer about this than he'd been previously. The first time he made the offer, he'd almost called it off before it even started, but... that had faded. Dean had shown enough control that it didn't worry Sam anymore.

His eyes trailed to the hand rested on his stomach as the other started to drink, smiling a little at that groan, letting out a soft echo of it. He was just tipsy enough to not care about the noise or resist brushing his hand up Dean's arm before resting it on his shoulder. He curled in a little, just holding on because it felt a little more comfortable to do that than lay there like a ragdoll or something. Besides, he was just tipsy enough now to not worry about being too touchy-feely.