Dean and you dated as teens.. he was nineteen and you sixteen then, for you it was a first love. The kind you could move on from, for him it was everything. As years passed you were still the only woman on his mind.

Meaningless one night stands happened but his mind was always running back to you. He wished he could see you again but his pride wouldn’t let him, not after you broke his heart when you dumped him. But still even with his wounded pride he would wait, unmoving, unwilling to move on.

No dating, just sex, until you came back. And you did, but not how he wanted it to be. He walked into Bobbys after a long hunt exhausted and heading to the fridge for a beer when he was met with you.. but you weren’t alone. There stood your boyfriend Tony, he was everything Dean wasn’t blonde with blue eyes, not as muscular as Dean and just a couple inches taller than you unlike Dean who had a foot or so on you.

Dean froze momentarily but quickly recovered, “Flora, hey you’re back?” he tried to sound casual like his heart wasn’t breaking all over again just by seeing you with another man. “so uh- who’s this? new friend?”