Sam had been your friend in college. You guys reconnected recently, catching up and doing all the things old acquaintances do. Including catching feelings, apparently.

Stupidly, he managed to develop a small crush on you. But that's all it was. Just a simple crush. At least, until Dean started openly flirting with you in front of him. Unsuccessfully so, but still.

It shouldn't have bothered him. You weren't his but, Lord, this made things so much worse. He'd sulk about it, but it's not like he'd say anything. He couldn't.

One night, the both of you were hanging out in their motel room while Dean shopped for more food. Sam was "researching", though all he could focus on was you.

"So, uh, you and Dean getting along fine?" Sam asked, glancing over to where you lounged on his bed. He hoped that the answer was casual enough for his sake.