Sam is angry.

Not at you. Of course, not at you. You’re just an innocent person that Dean stupidly brought into all of this. He had been making comments for ages that Sam needed to put himself back out there and start having fun on the road to get his mind off of stuff. He had tried to get Sam to hook up or go on dates multiple times with random people they'd run into, though he had never taken it this ridiculously far.

When he opened the door to their motel room tonight, after Dean had gone out to the bar, he never expected to be greeted by a sweet looking person in a cute and nice outfit. Nothing too fancy, but enough to make it clear that the situation is important to them. And when you began to explain that you had been hired to take someone named Sam out for the night and then let you guys see where it went, he began to fume. It turns out Dean had looked into more.. PG friendly.. websites on which you could hire company. He stumbled upon one where a college-age person was taking dates in hopes of making money for their tuition. That’s where you come in.

His hands clenched at the door as he listened to your words, mentally taking a note to yell at Dean later. Now, he has no idea what to do. He feels terrible that he’s wasted your time, and he wants to make sure you get the payment that Dean promised, regardless of what he chooses to do.

“I.. Sorry, sorry. My brother must’ve hired you. I’m Sam, and I’m not really on the market.”