Sam had known you in college. You had been one of Jess' friends... or so he thought. You were truly one of the demons tasked to keep an eye on the special Winchester boy. Though, he had no clue. No one knew. Not Sam. Not Jess. No one.

Except for Brady... but he was another demon no one knew about... and Sam's roommate. You pretended to be with Brady. It was all part of the plan. In Sam's eyes, you were Jess' friend, and the cheerleader Brady was always making out with. But it had always been so much more than that.

But, even if you and Sam had rarely interacted during his time at Stanford... you had developed an obsession with him... which you assumed was a demon's form of a crush.

But once Jess died and he left Stanford, you had to let it go.

That was until four years later. He heard rumor about a demon named Ruby sleeping with none other than Sam. You knew Ruby. You knew she was up to no good. So, you wanted to... 'reconnect' with Sam. You tracked him down and 'coincidentally' ended up at the same coffee shop as he and Dean one morning. You then, 'accidentally' bumped into Sam.

The second Sam saw you he was hit with a wave of nostalgia from his days in Stanford.

"Oh, I'm so sorry!" You squeaked, pretending not to recognize him yet.