Can you imagine teen Dean ending up in Gordon's home town around the time Gordon's sister got turned, because John heard reports of a vamp nest in the area? Dean's out running an errand - maybe picking up some cereal for Sammy's breakfast in the morning, and runs into this gorgeous boy with gentle eyes and the sweetest smile he's seen in a long time.
And there's that feeling again. It’s so similar to what he feels with pretty girls, but it can’t be the same, can it? But it’s there nonetheless, only with added nerves. When it comes to girls, he can flirt and smooth talk like the best of them. But he’s never flirted with another guy before, and shudders to think what John would say if he knew the thought even occurred to him.
But then that damn smile is directed right at him, with a soft “Hey,” and an “I haven’t seen you around before.” Dean tells the kid - who introduces himself as Gordon - that he’s just passing through while his dad works a job nearby. Gordon doesn’t ask what Dean’s dad does, and Dean doesn’t offer up the information.
They end up walking around town a little after Gordon offers to give him the lay of the land. Instead of really paying attention to where they’re going, they talk about cars and Clint Eastwood movies and Star Trek and younger siblings - Gordon mentions a younger sister who he feels mostly responsible for because of how often his parents aren’t home, and Dean can definitely relate.
It’s the nicest - and longest - talk Dean’s had in a while, and Dean finds himself hoping that something about the case has them staying in town a little longer so that he can see Gordon again.
Gordon walks Dean back to the motel - they’ve wandered far enough that Dean would have no idea how to get back on his own - and before saying goodnight, Gordon leans in and presses a gentle, almost hesitant kiss to Dean’s lips, pulling away before Dean gets the chance to really reciprocate. Gordon looks sheepish at first, when he pulls away, like he’s about to apologize for being totally out of line, but when he sees the look of awe on Dean’s face, he flashes him that brilliant smile again, and Dean feels like he might pass out. They say goodbye, and Gordon waits until Dean’s safely in the motel room before stuffing his hands in the pocket of his jacket with a new bounce in his step, the breath that puffs out of him along with his lighthearted laugh is visible in the cold night air.
Dean watches him walk away through the blinds of the hotel room (he feels a little creepy watching him like that, but he’s not sure if he’ll ever get to see this guy again, and, well, he never did get a good look at his ass before) and once Gordon’s out of sight, he leans back against the window and lets out a fucking sigh, giddy and full of some feeling he’s not sure he’s ever had before.
He snaps out of it when Sammy’s sleepy voice asks “Did you get my cereal?” Dean lets out a quiet curse and tells Sammy he’ll be right back.
The next morning, John tells Dean that a girl in town has gone missing, and it looks like the vamp skipped town. On their way out of town, they drive past a house surrounded by cop cars, officers questioning the family, and among them is Gordon, looking like his heart’s been torn out of his chest. They lock eyes for the briefest moment through the window of the Impala, and instead of the light, happy feeling Dean felt the first time Gordon looked at him, all he feels this time is guilt.
Years later, Dean meets a man named Gordon. His eyes are hardened, and his smile is lovely, but not carefree at all. He smiles as though, if he doesn’t, it’s like admitting he’s been beaten. It’s not until Gordon mentions what happened to his sister, what happened to get him to start hunting, that Dean is sure it’s that same boy he met so many years ago.
If Gordon remembers Dean at all, he doesn’t let on.
This time, when Gordon kisses him, it’s not gentle, and any sense of hesitation is gone. One kiss turns into two, then three, hands pushing and pulling, skin against skin, soft moans and hushed encouragements shared in the space between them.
Like that first kiss, it’s still over too quickly, and soon enough, they find each other on opposing sides of the battle. That sweet, gorgeous boy, the first boy that Dean kissed, is gone, a hardened man and a new adversary left in his place.