Chapter Text
Lawrence High School was hustling and bustling all around him, students milling about laughing and talking loudly. Some were crying, mostly tears of happiness but some because it was the end of an era. Funny, Castiel thought, how high school could feel like the world, like everything that ever was, but then it was only four years, and it was over before it even started.
Well, for Castiel it had certainly gone by fast anyway. But then he’d mostly kept his head down and studied hard, the pressure from his otherwise very successful family weighing heavy on him. His big brother Michael was a surgeon in Chicago, his mother Naomi a lawyer here in Lawrence, Kansas, and his father worked as a book editor together with his brother and more or less lived in his office in New York, despite his parents not being divorced or even separated. So now the pressure had fallen on Castiel, the runt of the family, the unexpected child that had surprised the whole Novak clan by his arrival. Sometimes Castiel wondered why they’d even bothered to keep him but then of course it was another way to bring glory to the family name.
If he succeeded, that was. He had aspirations of becoming an aerospace engineer, but he wasn’t really sure why. Because it sounded cool? Because it might get him off Earth and into space? Away from his family? Castiel was sure he would be too scared to do that, but he did love science-fiction and so maybe it was there he got the inspiration. His family didn’t care, though, to them the prestige was the important part and for him to grow up and design things that would be sent out into space to help further mankind was good enough for them.
Too bad it involved a lot of math, though, since that wasn’t really Castiel’s strong suit. Then, if he were to choose something based on his natural skills, he supposed he would end up as something like a history professor and he didn’t fancy giving his mother a conniption over his chosen work field.
So aerospace engineering it was and so God help him, he’d studied well and hard to get the grade he would need for that and it had been so boring, cost him all chances of ever making meaningful connections or friends, and he’d thought many times during his high school years that maybe it wasn’t worth it. Maybe doing everything for his parents’ approval wouldn’t get him happiness.
But Castiel didn’t know what else to do. So, he’d done his best at what he thought was best for him and his family and he’d found a secret way to get through it all. Because see, in the same year as him but another class was this other boy, Dean Winchester.
Dean was handsome and charming and carefree, from what Castiel could see. He had lots of friends and was always smiling and making jokes. He was good at sports without being a stereotypical jock and he seemed smart.
The whole school, including the staff, were all a bit smitten with Dean so it didn’t come as a huge surprise to Castiel that he too couldn’t stop looking at Dean whenever he had the chance. And as corny as that sounded, it had helped him get through some rough patches. Some days, when Castiel was so tired of school and the pressure that he didn’t even want to get out of bed, he would anyway, for the chance to see Dean at school.
They didn’t know each other, of course, but they had bumped into each other during school activities and Dean had always been friendly with him. Polite and charming like he usually was. Maybe it was the fact that Dean didn’t treat Castiel any differently even though Castiel was so gloomy, or maybe it was simply because Dean was so stupidly good-looking, but something had made Castiel’s adoration for the other boy shift.
It had started out like curiosity, then admiration, and then it had bloomed into a full-on yearning. First Castiel didn’t know what for. Yearning to be Dean’s friend, surely. To be part of his inner circle because those people always seemed to have fun, even if they too seemed studious. Castiel didn’t know studying could be fun and he desperately wanted to be proven otherwise.
But as they grew older, as puberty slapped Castiel in the face, it became clear to him what kind of yearning he was feeling. All of the above, sure, but also sexual yearning. It grew into some kind of primal beast, simultaneously fervent and vulnerable. He never acted on it, aside from pleasuring himself in the dead of night, but the thoughts were never far from his mind.
And then suddenly high school was over, and he didn’t know if he would be able to ever see Dean again. Would he be going to college? Would it be the same as Castiel? He knew absolutely nothing about Dean, except shallow things, and he thought that if he ever regretted one thing in his life, it would be that he hadn’t even tried to befriend the other boy.
It was too late for that now, though. But not too late to take action in other ways. Because while one yearning, the one for companionship and possible love, couldn’t be fulfilled, the sexual yearning certainly could. Well, “certainly” might be excessive. From what Castiel had understood, Dean wasn’t into guys, but he had heard that Dean’s prowess when it came to sex with his female peers was outstanding. Some, who were jealous of Dean, called him a bit of a playboy, but Castiel didn’t mind that. Not for what he had in mind.
In fact, he thought as he tentatively approached Dean and his group of friends, Dean being a playboy might be in Castiel’s favor, considering that all he wanted to do was to play. If only just this once.
It was Benny who first noticed him approaching, Dean standing with his back turned.
“Hey,” Benny said in a low tone. “Isn’t that Novak? What does he want?”
“Novak who?” Dean asked and turned with the rest of friends to look.
“I dunno, Gabe’s cousin.”
Ah Gabriel Novak, the guy a year older than them who had thrown the best parties. Dean had been to every single one and had mourned along with the rest of the students when Gabriel left Lawrence High last year to go to college. From what Dean heard, he still threw kickass parties, but Dean hadn’t gone to them after they became college themed. Come the end of this summer and it would be a different story, though.
The guy coming up to them now was a far cry from the vibrant Gabriel Novak. Dean knew him only by name and he thought they’d spoken once or twice in passing. But damn Benny, most people knew Castiel’s name. He was the undisputed top at the chart boards when it came to grades, across all the classes in their year. He was good at everything aside from sports and art. Basically, as long as it required theoretical studies and practical skills, he was the boss. And yet he never looked happy about it, or ever. Dean didn’t think he’d seen Castiel smile once, and for that he truly stuck out in Dean’s opinion.
“Hi,” Castiel said when he came up to them and Dean only then noticed that everyone around him was quiet and looking. Also noticed that Castiel most definitely was addressing him.
“Hiya,” he said with a friendly smile. “Happy about graduation?”
Well, he had to add something.
“Um, yes,” Castiel lowered his gaze but then quickly looked up again, as if forcing himself to be brave. Looked kind of cute, to be honest. “Can I talk to you, Dean?” he threw furtive glances at Dean’s friends. “Alone?”
Dean felt a little stumped and he almost asked why Castiel would want that but caught himself at the last second, figuring that the quickest way to get the answer would be to go along with whatever Castiel had planned.
“Sure,” he said with a new smile, polite and still friendly. Then he turned to Benny and the others. “You go ahead and I’ll catch up with you later.”
“You still on for tomorrow?” Charlie asked, looking curiously between Dean and Cas.
Tomorrow was a house party at Bela Talbot’s house, one to celebrate them graduating and the start of summer. He hadn’t talked to dad about it but didn’t think he would have to. Ever since mom took Sammy to stay at her parents across town two months ago, dad had become somewhat apathetic to everything in life. Dean tried to stay positive about the whole thing, mostly for Sam’s sake since being a little kid and having his parents possibly split up before he started high school would be tough, but he didn’t hold out much hope of his parents getting back together.
To be honest at this point he just wanted out of the house and was hoping to get some kind of job on the side of college that could support some kind of living arrangements. Mom had assured him that his tuition would be covered by them but he thought the more self-reliant he could be, the better.
“Yeah, I’ll be there,” he answered Charlie with a nod. “We’ll text later.”
As he turned to leave with Castiel Novak, Dean actually felt some relief. If it wasn’t for this, he probably would have been going home right now, since his friends all had family waiting to celebrate with them, and he wasn’t very keen on that. Mom wouldn’t be there, since she was working. Sam was with their grandparents and Dean hated to admit it, but he didn’t like his family on mom’s side. And dad wasn’t really a fun hang anymore, if he’d ever been.
So yeah sure, why not hear what this Novak kid had to say? It would kill at least ten minutes, Dean thought.
Curiously enough, they walked until Castiel found an empty, unlocked classroom, and for a moment Dean thought that Castiel had lured him away to get mugged. Of course he hadn’t, but the setting was a bit similar and it made him chuckle quietly. As if someone as straitlaced as Castiel would ever step out of the line like that.
But then they were truly alone and Castiel turned to Dean with a blush tinting his cheeks and oh shit, this was a confession, wasn’t it? Dean immediately felt tired. He’d had enough girls confess to him over the years that he knew how this went.
I’ve been in love with you from afar for a long time and now I finally worked up the courage to tell you.
Okay, wanna date? (because why not, Dean was usually down)
Oh I would love that!
And then, the inevitable breakup because: You’re not how I thought you would be. You’re much less cool.
Because apparently Dean being human and not a prince to put on a pedestal was the crime of the century. Sometimes Dean kind of hated the genes that had given him his good looks and the upbringing that had shaped his charming personality. It was as if people fell in love with a persona and not Dean himself, and it was very tiresome.
Well, he thought as he watched Castiel fidget, this would be the last he would ever see of the other boy anyway so what did it matter? Maybe Castiel just wanted to unburden his heart as a final send-off to his high school years? Dean supposed he could do that for him, since it didn’t require much effort on his side anyway. Just listen, be polite about it, and then it’d be over, no hard feelings.
Funny though, he thought, that someone as seemingly prudish as Castiel would be into guys. Not that there was anything wrong with that of course, it just seemed so out of the blue. Dean kind of liked it.
“Um…” Castiel began and immediately looked down when their eyes met.
He’d looked so determined walking up to them in the hall, and leading Dean to this classroom, that seeing him act all demure now was actually kind of cute.
Huh, that was the second time in less than ten minutes that Dean had thought of the other boy as cute. Curiouser and curiouser, as the saying went…
Well, he did have very blue eyes and pretty eyelashes.
“Yes?” he prompted gently when Castiel remained quiet. Dean sat on an empty desk, waiting with a patience that surprised even himself.
“I like you,” Castiel eventually pressed out in a low voice. “I’ve liked you for a long time.”
Ah yes, there it was. Surprisingly, getting confessed to by a guy felt nothing different from getting confessed to by a girl, though Dean was unsure why it would.
“Thank you,” he said, which felt cruel but what the fuck else should he say? “But I’m not—”
“Would you sleep with me?” Castiel blurted out, his eyes were intense as fuck when they bore into Dean’s soul. “Just one time.”
“Uh,” Dean said, mind reeling. “What?”
“I just feel like…” Castiel took a deep breath, as if steeling himself. “I know you won’t love me back, but if I could just—could just feel you once…”
A short, surprised laugh bubbled up but Dean cut that shit right off when Castiel didn’t even crack a smile.
“Oh shit, you’re serious?”
Excuse Dean, but he’d kind of thought it was a joke and someone would jump out with a camera and make fun of his no doubt stupid face.
“I am,” Castiel almost whispered, voice wavering but the intensity in his eyes holding steadfast.
A heated surge went through Dean. This motherfucker was ballsy, he had to give him that.
“You like me so much you can’t stand the thought of not having experienced sex with me?”
“Please don’t make me repeat myself.”
Fuck what a rush, Dean thought. What a sense of superiority. Because here was this kid, this brilliantly intelligent guy who was bound to go on and do fucking awesome things, yearning for Dean.
“Can I kiss you?”
Castiel seemed startled at the idea, or maybe the suddenness of the request. “Y-yeah, I…”
Dean smiled, standing up to go over to Castiel. “Before I give you a proper answer, can I kiss you?”
As an experiment, of course. To see if he would even be able to. Dean was an adventurous guy, especially when it came to sex, but he was also adamant that his partners also enjoy themselves. So there was no sense in going along with Castiel’s request only to be unable to perform. That would just be cruel.
He could see on Castiel’s face that the other boy understood well enough and that the request didn’t hurt him. In fact, he actually looked a bit relieved and maybe even excited. Fuck, excited at just the thought of Dean simply kissing him? There was that rush again, Dean was man enough to admit that.
One nod from Castiel and Dean stepped in, lightly gripping the other boy’s chin to lift his face a little and then their lips sealed in perhaps the most chaste kiss Dean had ever participated in. Castiel’s lips trembled under his, they were soft and plump and when he turned his head to move their lips together, a small sound escaped Castiel. A desperate little mewling gasp that made Dean’s body light up with interest.
Never had a close-mouthed kiss been that interesting, he thought. Maybe not even his first french kiss at age thirteen with Rhonda Hurley.
Pulling away, he smiled down at Castiel. “Yeah,” he said, licking his lips to chase the taste of the other boy. “Yeah alright, I’ll fuck you once.”
*****
They went to Castiel’s house because Dean asked that they do, and Castiel didn’t seem to mind.
“It’s only me and mother anyway,” he said. “And she’ll be working late.”
Mother, huh? Maybe Dean was in for some real freaky suppressed sex after all. He hadn’t thought so after that kiss, which seemed to imply that Castiel was, if not a virgin, then at least inexperienced. Well, Dean was down for either.
“No daddy dearest?” Dean joked as he drove them over to Castiel’s house. The other boy seemed to really enjoy Dean’s car and who the fuck wouldn’t? She was a beaut. But he would be lying if he said he wasn’t pleased with Castiel’s appreciative reaction to her.
“Father mostly stays in his apartment in New York,” Castiel said, running a hand along the leather seat. “And my big brother has his own life in California by now.”
Damn, Dean thought. Guess he shouldn’t complain too much about mom sleeping on grannie’s pullout couch ten minutes away.
“I suppose that means we’ll have the house all to ourselves?” Dean asked then, throwing Castiel a meaningful grin. “You planned well, Novak.”
That made Castiel blush and fucking hell, Dean was starting to enjoy seeing that.
“You, um, you can call me Cas.”
“Yeah?” Dean murmured, reaching out one hand to put it on Cas’ thigh. “That’s what you want me to moan while I fuck you?”
He could feel the muscles in Cas’ thigh tightening for a second. The flush deepened, spreading down Cas’ collar and up to the tips of his ears. Fuck yeah, this was bound to be interesting.
The house they pulled up to was definitely on the fancier side, as was its yard, but coming into it, Dean felt an overwhelming oppressive sense of loneliness. It was as if the house was devoid of life, or dormant and waiting for something, or someone. He watched Cas’ back as the other boy led him up a flight of stairs and thought that he looked smaller than he had before, as if that sensation weighed heavily on his shoulders.
“Nice digs,” Dean said when they were inside Cas’ room, the door shut.
This room was definitely better than the rest of the house, Dean thought. It at least looked lived in and not like a damn catalog. Cas threw him a thin smile just as he closed the blinds on the one window, almost as if he knew what Dean had been thinking about the rest of the house.
Dean shrugged, not really caring. Cas could live in a lonely castle if he wanted, Dean was just here to fuck him and nothing else, right?
Cas came to stand in front of Dean where he had sat down on Cas' bed, looking nervously down at him.
Right.
“What are you standing so far away for?” he grinned, reaching for Cas’ hand to pull him a little closer. “I might not have had sex with a guy before but I can guarantee that you need to be glued together.”
“I haven’t had sex at all,” Cas whispered and seemed to immediately regret that he had said that out loud. Dean’s eyes definitely widened in surprise.
Well, maybe he shouldn’t have been too surprised, considering how chaste that one kiss had been but damn.
“You’re bold,” he said, and meant Cas’ approach. “And I don’t care if you’re a virgin or not, we’ll figure this out together.”
Truth be told, Dean had wanted to try anal for a while but hadn’t found a partner willing to try it with him. And in that sense, fucking a guy or a girl should be pretty similar, Dean thought. At least for him. He did like how Cas squirmed, though, more than he had thought he would.
“Can we kiss more?”
“Kiss?” Dean asked dumbly, since Cas had been clear in what he wanted.
Cas’s eyes drew to Dean’s lips. “I want to kiss during.”
That made Dean smirk. What an innocent request, really, when the anticipation was that Dean would be ramming Cas hard soon.
“C’mere, darlin’,” he said, pulling so that Cas had to either fall or straddle Dean’s lap.
Satisfactorily, he chose the second option and seemed adorably confused about how that had happened. It dissipated when Dean sealed their lips in their second kiss of the day, Cas’ whole mind and body seemingly yielding to pleasure. He melted down against Dean and when Dean put his hands on the other boy’s ass, Cas jerked and moaned a little brokenly into the kiss.
This time, Dean licked into Cas’ mouth to get a full taste of him and he could feel Cas shaking like a little leaf even as he clumsily pushed into the kiss, eager for more. Dean enjoyed it, to be honest. Enjoyed how enthusiastic Cas was, even if he was nervous, and definitely got pleasure out of how desperate Cas seemed for him.
It didn’t take much, just a few moments of them sucking face and Dean massaging Cas’ ass, before he could feel Cas getting hard. Surprisingly enough, since he didn’t consider himself someone who fancied guys, Dean felt arousal when Cas’ hardening dick pressed against him. Because fuck yeah, he’d made that happen.
He pulled out of the kiss with a superior grin, dragging a thumb across Cas’ plump lower lip. “You like that, huh?” he said in a decidedly husky voice. “You like kissing?”
Cas looked fucking dazed. “Y-yeah.”
“So I feel,” Dean chuckled, squeezing Cas’ ass in one hand and moving them so that Cas’ erection pressed against Dean in a very telling way.
The change in Cas was instant and hilarious, to Dean. He sat up straighter, one hand on Dean’s shoulder for support and the other over his mouth, an expression of embarrassed surprise coming over him. Almost as if he hadn’t been prepared for his own arousal, or bodily responses.
“I’m, um.”
A thought came over Dean and he watched Cas intently. “Come on,” he said, cajoling. “It’s not your first time getting hard, right?”
“No,” Cas snapped, some of that assertiveness from before coming back. Dean chuckled again. Teasing Cas was surprisingly fun. “It’s just…” he crawled off Dean’s lap, fidgeting, pulling on his shirt as if to hide his dick. “I know you like girls, so…”
Ah, well Dean supposed that was true.
“I see what you’re saying,” he said, standing up to start undressing, to Cas’ immense surprise. “But I agreed to come along and fuck you knowing you have a dick.” He tossed his shirt to the floor, grinning confidently. “I don’t mind. Now, get naked.”
Cas seemed to startle at the sudden request but there was no hesitation in the way he moved to undress himself. He was a bit on the skinner side, slim and with dusty pink nipples that woke something primal in Dean. Huh, guess a nipple was a nipple to him, good to know. He looked pretty, Dean thought, for a guy.
Cas hugged himself, apparently misinterpreting Dean’s hungry stare for something else. “You don’t have to look,” he mumbled, eyes to the side.
“But what if I want to?” Dean grinned, grabbing Cas’ wrists and pulling his arms apart and then stepping in so that they were chest to chest, dick to dick, when he kissed Cas again.
This time it felt decidedly different, all that bare skin-on-skin contact making Dean’s body sing. He ran his hands down Cas’ back, feeling him arch like a cat in heat, and down to his butt that felt fucking incredible to squeeze now that there were no pesky clothes between. It was soft and plump and yeah; Dean could definitely see himself plunging his hard dick between those cheeks.
Cas made a curiously breathless little “ah” sound when Dean poked one finger deep to search for the heat there, and when he turned his head to meet Cas’ eyes, the other boy hid by bending his head, cheeks red.
“We need to prep, right?” Dean murmured, voice definitely going lower with his increasing arousal. “Need to stretch the hole?”
“Y-yeah.” Cas cleared his throat and made a move towards his bedside table but seemed unwilling to leave Dean’s embrace. “I’ll, um, I can do that in the bathroom.”
Dean snorted. “As if,” he stepped and turned, dragging Cas along so that he ended up sitting down on the bed while Dean went for the drawer on the table. “I came here for the full experience. I’ll prep you.” Cas made a little peeping sound and when Dean turned to him, he looked almost scandalized. Dean straightened with lube and a condom in hand. “Unless you don’t want me to?”
He wouldn’t force Cas, of course.
“N-no, I just didn’t think, um, I’m…” Cas looked to the side and fuck, that damn blush would etch itself in Dean’s memory, he just knew it.
He climbed on the bed, grinning when Cas shyly opened his legs for him. He was still hard, his cut dick curving up against his stomach. Comparing, Dean supposed he was bigger than Cas, but he didn’t think that had to matter. The important part was technique, that was something he’d learned a long time ago. Dean liked sex enough to want to be good at it, and was enthusiastic enough to make up for what he had lacked when he first lost his v-card.
Now, with a guy, Dean felt green again but he didn’t mind. He knew the basics and Cas seemed excited enough from what they had done so far to give Dean that confidence boost he might need.
He bypassed Cas’ dick altogether and instead focused on his ass, perhaps selfishly but there were no preambles needed. They both knew what they wanted out of this and Dean was honestly getting a bit eager.
Because Cas’ hole was hot and inviting. The furled skin was soft and when Dean dipped a finger against the rim, it seemed to want to suck him in. Yeah, Dean was definitely hard now, the anticipation of getting to push his dick into something this tight making him feel all kinds of aroused.
Adding lube of course made everything better, and Dean felt his whole body jolt with pleasure when Cas let out a desperate little moan just as Dean slipped a finger inside.
“That’s tight,” Dean grunted, making Cas moan again. Fuck yeah, that was the stuff.
Dean loved it when his partner enjoyed what he did to them, with them, and Cas seemed to be a very receptive and vocal bed partner. Fucking awesome, as far as Dean was concerned. Cas’ whole body was shuddering in time with Dean fucking him on one finger, Cas’ dick straining and leaking at the tip. Dean’s own dick throbbed when he first noticed that. Fuck, Cas was aroused enough for precome to bubble out? That rarely happened for Dean and he knew what it had felt like the few times it had.
“Looking pretty,” he said with a grin, startling Cas.
He looked up at Dean with big eyes, hands curled into fists that tore at the bed sheets under them. “Dean,” he breathed and shit, what was up with that vulnerable tone anyway? “Dean.”
“Yeah,” Dean said and forced himself to look away from Cas’ face.
There was something in Cas’ eyes that pulled at Dean’s heart strings. A quiet amazement, as if he really couldn’t believe this was happening. That Dean was here to have sex with him. And fuck, Dean was just a guy, okay? Nothing special about him to make Cas look at him like that.
“It feels good,” Cas moaned then and Dean latched onto that.
“We’re just getting started, darlin’.”
Something he’d learned from having sex with women was that their g-spot was located not too far in and could be reached with two fingers, so maybe finding Cas’ prostate wouldn’t be that hard either? Dean knew that it was supposed to feel good to touch that, even if he had never tried it himself. In for a penny, in for a pound, he thought and pushed two fingers inside Cas.
Cas arched his back at the intrusion, moaning louder and clamping down on Dean’s fingers. He spread his legs, dick bobbing, one hand coming up to pinch a nipple even as he bit on his own finger. Dean wondered, amazed, if that was to quiet his moans or if he liked to have something in his mouth. It made Dean’s body thrum with arousal and yeah, there was no fucking doubt in his mind that he would be able to perform.
Curling his fingers in a come-hither motion, Dean easily found Cas’ prostate and fuck yes, the way Cas responded to that was fucking awesome. His whole body jerked and he moved in a sensual wave, a broken sob of a moan breaking free. His dick hardened before Dean eyes, going impossibly rigid and fuck, would he come untouched? Dean kept massaging the spot, watching transfixed as Cas tried to ride the high. It looked like he couldn’t fucking breathe and Dean loved everything about this moment.
Cas was beautiful.
He eventually let up, when he saw real tears in Cas’ eyes, a small wave of fear coming over him. He didn’t want to hurt the other boy, after all.
“So, that was your prostate, huh?” he said jokingly, pulling out slowly. “Good to know.”
Cas’ hand shot down and gripped Dean’s wrist surprisingly hard, reminding Dean that yeah, this was most definitely a dude. As if Cas’ red and swollen dick wasn’t enough.
“Enough,” Cas pleaded. “Dean, please, I need you.”
Fucking hell what a rush. Dean had never felt such a sense of superiority before, not during sex and not out of it either. But here was this beautiful man, begging for him, and somehow even though Dean had managed to make women beg for him during sex too, this filled him with a sense of accomplishment he’d never felt before.
“Fuck, yeah,” he grunted, getting the condom on himself and stroking a handful of times just because. “Yeah, c’mere.”
Hands on Cas’ hips, he easily pulled the other boy to where he wanted him and for a split second Dean had the image of turning Cas over. Because he wasn’t supposed to want to look at Cas’ dick, right? But then what the fuck did that matter now, when he’d been staring at it all along? No, he wanted to see Cas’ face, wanted to watch the pleasure and wanted to make sure there was no pain there.
It was so tight, so tight when he pushed only the head of his dick inside Cas’ heat that it stole Dean’s breath away and left him staring down at Cas in wonder. How the fuck could he take the pressure so easily? Or, okay, maybe easily was an overstatement since Cas definitely seemed to feel the stretch, but he damn sure looked and sounded as if he wanted it and more. Wanted all of Dean’s dick inside him.
“You okay?” he murmured when he’d bottomed out. Dean was fucking grateful than he’d had sex before or he was sure the overwhelming sensation would have made him fucking blow his wad already. The way Cas hugged him, squeezed every inch of his dick, was fucking marvelous.
“Yeah,” Cas breathed, opening his brilliantly blue eyes to look up at Dean. “I can take it.”
“Fuck,” Dean said, a sudden chuckle bubbling up. “You’ve used dildos before.”
Why was that hot to imagine? Dean didn’t know but when timid, studious Castiel Novak nodded shyly to confirm that statement, Dean couldn’t fucking hold back anymore. He pulled out and then slammed back in, setting a harsh pace for the first handful of times because he couldn’t not. Cas gasped sharply and grabbed Dean’s body, holding on. His dick slapped against Dean with the forcefulness of the thrusts and fuck, it felt amazing, but Dean knew how to pace himself.
With tenuous restraint, he slowed down to a roll, a wave that Cas could follow and fucking hell, he followed it so well. They moved together in sync, and when Dean bent in to kiss Cas, the other boy surged for the contact, moaning into it.
“Tell me about it,” Dean growled against Cas’ mouth. “What did you imagine when you were fucking yourself on that plastic toy?”
Cas arched against Dean, his hot dick a hard line against Dean’s stomach. “You.”
Fuck, that breathless confession was almost enough to make Dean lose it. “And how does the real thing compare, huh?”
“So much better,” Cas moaned, his vulnerability spilling out again. “Dean.”
Damn, how much did Cas like him? Dean’s head was spinning and he couldn’t tear his eyes away from Cas’ face, watching the pleasure build there. Chasing his own high became a second priority and Dean felt transcended into sexual limbo, thrusting into Cas with rolling motions that made the other boy’s toes curl, his face screwing up in pleasure, tears again forming at the corners of his eyes.
The pleasure was sharp, building fast inside Dean too, but he wasn’t aware of it like he was aware of Cas’ pleasure. He seemed to experience a sort of burning sensation, moving in time with Dean’s thrusts but still caught at the razor’s edge.
And then it hit Dean, because he was a dumbass and it took him a while to catch up. Cas was a dude, after all, and though Dean knew they were all capable of coming untouched, especially when the prostate was stimulated like Cas’ no doubt was right now, it wasn’t all that easy.
Rising on one hand, he got the other one between them, grabbing Cas’ dick.
“W-wait,” Cas mewled, digging in his fingers against Dean’s arm. “I-I—”
Too late, he was coming between them, his dick erupting like a goddamn explosion, and Dean watched, completely enthralled, how Cas’ expression relaxed, his whole body going gooey and soft as he emptied on his stomach, ass clenching around Dean’s dick.
“Damn, Cas,” Dean murmured, helping the other boy through his orgasm before he found his own, coming hard into the condom while Cas watched him intently, eyes never leaving Dean’s.
He clung to Dean a long moment after, and Dean allowed it because he needed to catch his own breath anyway. That had been kind of mind-bending if Dean was honest. Here he’d thought he would come here to simply experience anal, fuck a dude, and peace out but fuck, the way Cas looked at him with complete adoration made Dean feel all sorts of things. Not even people he’d dated had ever looked at him like that. Like he mattered beyond his looks.
When they had calmed down a little, Dean looked down at Cas and noticed a droplet of spunk on his cheek. Fuck, he’d really come that hard, had he?
Grinning, Dean wiped it off with his thumb and brought it to Cas’ mouth. A slip of pink tongue and Cas had licked it off, holding eye-contact just like he’d done during Dean’s orgasm.
Cute.