Apparently there was something about the way Dean said 'Sammy' that made it change from an annoying nickname that made Sam want to punch him in the face into one that made his cock even harder. Well, that was going to be awkward in the future... He'd need to buy baggier jeans.
And he really hoped this was going to be nothing like the torture in Hell, otherwise there were some sick, sick people in the world. He took the bottle of hand lotion again, and slicked up his hand again. "If at any time you need to cry like a girl, just let me know and we'll hug it out." Maybe he lied about the princess thing...
One hand rested on Dean's inner thigh while the other worked it' way to where it needed to be. He took a moment to just look at Dean, really look at him, stretched out, placing complete trust in him. It was really sexy. He took a breath and nudged at Dean's entrance with a finger, working the tip inside.