He went to sit on the couch, leaning back and getting comfortable as he took a drink from the glass. It wasn't that Nathaniel would be needlessly cruel either... that wasn't exactly his style. Dean wouldn't have asked for this if he'd wanted it easy though, he figured. He wanted to push him, see how far he could go.

"Come over here and take my boots off." He smiled a little bit at Dean. "On your knees."