Sam kissing Jack
Anon, SOooooo TRUE!!
I love to imagine Jack going to Sam like, "Ok, Dean explained the basics of sex to me...I think. But what do you actually...do?"
And Sam, a little bewildered because he doesn't have context, like, "Well...you can start with kissing..." and maybe thrills a bit at the way that kinda sounds.
And Jack is so so close and eager, watching Sam's mouth as he asks, "Will you show me?"
And it's not the same as when Sam was 13 and asked Dean that question, but as Sam cradles Jack's face, watching the adoration bloom there, he can't help the deja vu that hits and takes his breath away.
And maybe at first Sam thinks it's really not the same at all. Jack rarely guards the emotions on his face, and surely he's not lovesick the way Sam had been. But then Jack's lips part---soft and wet as they fit between Sam's, matching him---and Sam is sure he can feel the vibration of Jack's excitement running through his body from where their mouths connect.
Sam inhales sharply and Jack gets bold. Sam isn't sure when their gentle tongue teasing turned ravenous, but now he's sitting on a chair in the library, cradling Jack's ass as he straddles Sam and tries to devour him. Grinding his dick into Sam's thigh almost mindlessly---like he doesn't know what to do but he's just following what feels good.
Sam wonders if Jack has ever masturbated, and pulls Jack's hips in harder at the thought, his hands full and suddenly possessive. Their lips smack, hardly separating at all as Sam encourages Jack's humping motion, getting him in close now so he's grinding against Sam's cock still trapped in his jeans.
The sounds Jack is making, Sam thinks, FUCK.
Jack is nearing his climax already, inexperienced as he is, and their kisses break down until Jack's needy, shocky mewls are panting into Sam's mouth. And Sam knows it won't be quite enough to bring him off at the same time, but god does he want to make Jack come right now.
But he's right that Jack hasn't really done anything before, because now Jack's cries are just this side of anxious; unsure.
"It's alright, Jack. I got you. Let it happen." And one of Sam's big hands rubs Jack's cock through the taut fabric at his crotch. And Jack comes with a gasp of Sam's name.
And Sam doesn't come, but he's so wrapped up in Jack's euphoria that neither of them realize they have an audience---until Dean says, "You just gonna leave him like that, Jack, or you gonna return the favor?"
Jack and Sam both jerk and look at him guiltily, but Dean's expression is lecherous, eyebrows raised expectantly; appraisingly. His gaze moves from Jack to Sam, and he sends that appraising look at Sam's still-trapped erection. Cocks his head back towards the hallway.
"C'mon, Jack, let's test your gag reflex."
