Ways to Drive Him Wild by FagurFiskur
After Dean tells his much-older boyfriend Castiel about his inexperience with men, he's dismayed to find that Cas now keeps him at an arm's length.
Sitting down and talking about it is clearly out of the question, so when Dean goes to Jo for advice she suggests the next best thing: seduction tips from Cosmopolitan.
So Very by Sass_Master
“I’ve never seen you wear these,” Cas says slowly, glancing down at the delicate garment he’s holding. Dean feels his pulse ratchet up a notch when Cas looks at him again, holds his gaze with magnetic intensity. “I would remember.”
“Well, y’know, it’s usually—” He struggles to find the appropriate word for it, for when he slips on a pair when he’s by himself, choking on shame and arousal, barely gets a hand on himself before he’s coming hard, gasping and staining the fabric. “…Private,” he decides. He’s officially flustered at this point, and Cas’s doubt and confusion are being rapidly overtaken by an interest so sharp that it feels dangerous. “Just… for fun,” he adds.
Cas eyes the panties in his hand again, eyes Dean, understanding dawning on his face. “Wearing these excites you.”
Aesthetics in Autoerotica by relucant
"What do you think about when you masturbate?"
"I sure don't think about callin' it masturbate," Dean retorted with a small laugh.
"I'm sorry. What do you think about when you jerk off?"
"Jesus, Cas, you talkin' dirty like that ain't gonna help me not come in these panties."
"Well, I intend for you to," Cas pointed out. "But not just yet. Now answer the question, please."
"Jesus," Dean said again, blush deepening. "I -- um. Jeez, I dunno. I mean, there's all kinds of crap in my spank bank. Some days, yeah, s'gettin' thrown against the wall by some hot dude in an alley. Other days, I dunno, it's triplets."
"What are you thinking about right now?"
Dean turned an incredulous look on him. "Uh, there's a hot photographer takin' pictures of my dick in pink panties right now, you think I need any more material?"
Splits by JinxedAmbitions
Cas practices his splits on the dining room table while his mother is out. He just lies flat on his belly with his legs spread out to the sides. Cas knows Dean comes in for a glass of Ellen’s fresh squeezed lemonade every afternoon, so he bides his time until Dean inevitably finds him there.
St. Mary's School for Boys by relucant
Dean Winchester was whispering in the back corner. Again.
Cas sighed, rubbing the bridge of his nose. "Mr. Winchester. Is there something you'd like to share with the class?"
Dean smirked at him. "If it was somethin' I wanted to share with the class, I wouldn't've been whispering, would I?"
Impala Sex Because Reasons by betts
"The first time Dean kissed Cas was totally out of his control. He may have been a little drunk, and the music at the bar may have been a little loud, and he may have had something he needed to tell Cas that he had to lean in for."
***
Wherein Dean and Cas fuck in the Impala for the first time. That's it. That's the whole thing.
Boys On Film by loversantiquities
But maybe that’s what it is—maybe Castiel’s finally realized something Dean is too chicken to admit, despite the fact he’s been jerking off to the idea of Castiel fucking him for the past few weeks. The idea warms him as much as it pains him to think about, his friend not being able to talk to him about something like that. That has to be it—it’s the only explanation. Castiel likes him.
“Or maybe he knows you do cam shows.”
Dean chokes on his burger.
Anything You Say by toosigoosi
Dean is a cheerleader for his school. Castiel spend all of his free-time getting new tattoos and smoking weed.
Yet somehow, they work with one another.
And then Destiel prison porn series (with top!Dean and mafia boss Cas)
Fucking with Fire by Duckyboos
The story of how Dean Winchester went from a car thief to one of the baddest motherfuckers in the Russian Mafia.