Sam paused for a few long moments, debating whether or not he could go on and okay, maybe just focusing on the way Dean was teasing him with his mouth in ways that had him letting out low, shuddering moans and wanting to press deeper into his mouth.

"I... oh, god--I'd want you to work me open and-" He licked his lips, suddenly glad Dean was under the covers, made it less like he was telling his big brother perverted crap and just... talking out loud or something. "Remember we got those, uh, plugs? I'd want you to put one inside me so I stay ready for you, so every time I move, I think about you even more than I already do. Would you like that, Dean? By the time I get a break, I'd be texting you, begging for you to be ready for me as soon as I get home, but it'd be on you, Dean. It'd be your decision when I get to ride you and when I get off, just like it was my decision with you."

Totally laughing this one off later. Or pretending he didn't say it... whichever seemed easiest.