Sam raised a hand, almost defensively, in response. He wasn't getting into it. It was already bad enough that he had partially encouraged his brother to run off and lie to some innocent woman in the first place. It was pretty amusing, but Sam would be the very last to admit it. He had to be serious. Stern. After all, if this blew up in Dean's face, he'd need someone to comfort him afterward. Or, you know, to belt out the traditional "I told you so". Sam was very good at that one.
"Good luck," Sam said, rolling his eyes. "Break a leg. All that stuff."
At Ruby's comment, Sam gestured toward the full shot glass before him. "I have tequila." Which he was doing his very best to avoid drinking.