Chapter Text
1.
Dean sighed and eyed the sloppy joe on his plate mournfully. Even he could cook better than this. The other students around him were happily chugging it down though and Dean considered that he might be getting sick or something. Him, turning down what’s basically a burger? A free meal? That a cute girl bought him? Man, going to school regularly was messing with his brain.
Sammy had been happy, though, when dad had decided to dump them in yet another town while he hunted on. Of course, when was the little squirt not happy about the prospect of education? Dean would think a ten-year old would be more carefree but no. Ah, whatever, they were probably only staying here another week.
“You okay, sweetie?”
“Hm?” he looked up to see the girl he’d been sweet-talking the last week — Cindy? Sandy? Shit… — looking at him worriedly. “Fine, just fine,” he smiled and she tittered cutely. He smiled wider and poked at his sloppy joe.
“So,” she leaned in on the bench and man, they were only fourteen but she was developed like some of the women in dad’s magazines and Dean was well into adolescence, which meant it was awesome she was leaning this and that way but come on. Control, Winchester. He gritted his teeth and shifted.
“So, what?” he asked, not entirely sure she hadn’t continued without him and he had just missed it.
She tittered again and flipped her hair over her shoulder. “How long did you say you were staying?”
Ah, this again. Every goddamn town they went to this question was about the first one. How long are you staying? Where are you staying? Where are your parents? Why didn’t you bring lunch, or lunch money?
“Dunno,” he mumbled and shoved as much food in his mouth as he could get. “A week?”
She scrunched up her nose. “Don’t talk with your mouth full.”
She was laughing though and Dean considered talking some more to try and scare her off. He had been enjoying his time with her this past week but she was getting clingy and he would be going soon. He wasn’t like Sam, didn’t like making friends and then having to leave them. Better to be alone then. This girl would not be deterred though.
“Sandra’s having a birthday-party next weekend,” she said and leaned closer to him, snaking her arm around his and — fuck — bumping her right boob against his arm.
“Really?” Dean certainly did not squeak out and shoved more food in his mouth, concentrating on the suffocating feeling of the bread in his windpipe rather than the soft press of her body.
“Yeah,” she exclaimed and took a moment to sip some juice out of her carton. Gods, those lips would look good around—no! He should really stop reading those magazines!
“You wanna go or something?” he all but snarled but she only looked at him happily. “I don’t like beating around the bush, Cindy.”
She laughed and hugged him briefly. “Sorry, I was nervous.”
He just nodded, glad for a lot of things. One, he’d gotten her name right, kudos man. Two, his jeans totally covered his awkward boner and three, he’d probably be gone by the time that party came around anyways. No need to be a douche now, not when he knew he wouldn’t have to do anything. For once he was thankful of their lifestyle. No obligations for him, thank you very much.
2.
Yes, thank you very fucking much.
“Isn’t this great?” Sammy practically bounced on the bed. “A whole ‘nother month here! I’ll get to go on the field trip and Mrs. Viola said—”
“Stop,” Dean help up a hand to stop his little brother’s ranting. “Just stop, this is not great and, wait,” he looked up at Sam’s confused face. “Your teacher’s name’s Mrs. Viola? Seriously?”
“Yeah? Why?”
Dean sniggered. “That’s… that’s just… Is she a substitute teacher?”
“No,” Sam frowned at him, clearly not following the reference but Dean didn’t care. He was laughing hard enough for the both of them. “Maybe you’d know that already if you’d paid attention, Dean,” Sam pouted and Dean actually stopped laughing, barely.
“Sorry, yeah,” he agreed, taking a deep breath to calm himself.
“Why don't you wanna stay here though?” Sammy asked after a while spent in pouty silence and Dean sighed, suddenly not amused anymore.
“Because,” he stood to open a can of beans and turned on the stove. “We rarely stay anywhere and it’s just troublesome when we do.”
“Dad leaves us here so we can get educated.”
“Dad leaves us so we won’t get in the way of hunts,” Dean grumbled, not really angry with dad, just irritated that Dean himself was so useless. He could hardly wait for the day when he would be able to help dad.
Sammy shrugged when Dean turned back to him. “Still.”
“Whatever,” Dean scraped his feet against the hideous linoleum. “And I kinda promised Cindy I’d take her to some stupid party tomorrow and you know I can’t stand those.”
“Then why’d you say you’d do it?”
Dean sighed, frustrated. “Because, we weren’t supposed to be here now. We were supposed to have already driven away.”
Sam frowned again. “So man up and go to the party, what’s the big deal?”
“What’s the big deal?” Dean parroted, hardly believing what he was hearing. “What should I do about you? How the hell would I get her there? How would I get to hers?”
Sammy rolled his eyes in that annoying way of his. Dean could swear no normal ten-year old ever did that. “I’m fine, Dean. And I dunno, bus maybe? And bus to your last question too.”
Dean huffed. “You’re not fine. You’re ten.”
“I’ll ask Donny if we can have a sleep-over.”
“Who?”
“Fuck you Dean, you never listen,” Sam whined and Dean wanted to chastise him for the language but knew where he’d picked it up from. Also knew the kid was right.
Instead he sighed and started stirring the beans into a pot. “Fine, you ask Donny but if he or his parents say no I’m staying home.”
3.
Of course no one said no.
Well, Cindy’s parents came awfully close to when Dean showed up ten minutes late and reeking of irritation but Cindy wanted Dean anyway she could get and apparently had her dad wrapped around her little finger because he ended up driving them. Which was just as good as Dean had had quite enough of the local busses for one night. Man, when he could finally drive the Impala he would be king.
Dean hadn’t brought a birthday-gift, of course, because he was a failure at most things social and had actually forgotten that this was supposed to be Sandra’s big day. Well, he didn’t exactly know her so he supposed it could be excused. They were in the same classes and she was a friend of Cindy’s, so he’d hung out with Sandra a few times in big groups. She would probably know his name, but that was about it. Plus, Cindy was bringing a gift and didn’t even comment on Dean’s empty hands. He started wondering if she was already planning their wedding or something.
*****
This was the goddamn lamest party Dean had ever been to. Granted, he had not been to that many and they were barely teens but still. Dean almost wished he had sneaked some of dad’s left-over beer.
First of all, the music was atrocious. Pop-culture, yuck. Second, the boys and girls seemed afraid of each other. Dean was beginning to see why Cindy wanted him to tag along; Dean was the only boy there touching a girl and not getting embarrassed or douchey about it. And he was touching her. Sure, he was probably as effected as some of the other boys and Cindy keep “accidentally“ bumping him with her boobs but he was a master at hiding his awkward boners by now. Also, he had gotten to second base in the last town they’d stayed in — almost third, thank you — so he knew what was what. Still, though, this was lame. The boys were antsy while the girls were getting eager to step things up but no one really dared.
Mostly, no one dared because of the last, and lamest of all, nail in this party’s coffin: they were chaperoned.
Oh, they were alone in the den alright but they all knew Sandra’s parents were upstairs, watching TV from the sounds of it. Cindy had said that Sandra’s family was kind of religious but Dean had thought she’d mentioned that to keep him from cussing so much and embarrass her. Never really thought it’d been literal. It didn’t seem to be hardcore religious but still, the Jesus on the wall was a constant reminder pressing on Dean’s neck just as much as Cindy’s boob pressed against his arm. Kept his boner in relative check, if nothing else.
“What do y’all say we play a little game?”
Dean was jerked back to the present when Allie stood up. Dean liked her. If Cindy hadn’t been so nice and hadn’t been paying Dean’s lunches for him he’d been going out with Allie instead. He knew this and when he met her eye now he saw that she knew this too. And if Cindy tensing beside him was any indication she knew as well. Interesting.
“What game?” one of the boys — Jack? Bert? Who the hell kept up with the boys’ names? — asked apprehensively.
Allie shrugged and bounced over to the table to pick up the soda bottle with the least left in it. Her boobs bounced a little but they were smaller than Cindy’s. This realization made Dean hug Cindy to him, his arm casually swung over her shoulders. She smiled at him and he smirked back. Someone cooed and when Dean looked up he saw Allie frowning at the two of them; the only real couple.
“How ‘bout spin-the-bottle?” she asked, her smile lecherous when she looked at Dean and Cindy and Dean liked this. Liked the attention. Cindy tensed again.
“Sure,” Sandra said enthusiastically. “But after the food though, right? My Uncle Jimmy’s bringing pizza.”
Dean’s stomach growled at the mention of an honest to God pizza and Cindy turned to smile at him again.
“You hungry sweetie?” she asked, almost shyly and Dean realized that she was playing the game for Allie’s benefit.
“Always, baby,” he let slip and soon he had most of the room’s attention. The boys were sniggering at him, muttering how whipped he was and the girls were cooing and looking at him with doe-eyes. Dean just smirked when Cindy hugged him and crawled closer. The boys could call Dean whipped all they wanted, he knew what had gotten him to second base last time and it seemed it would work this time too.
*****
The pizza arrived not ten minutes later and Dean thought it both strangely fortunate and good timing. Allie and Cindy weren’t talking but if their icy stares could kill, they would all be dealing with a murder scene by now. Dean didn’t really know what to do. He’d always had a certain charm about him and recently he’d discovered what he wanted to direct that charm at but he had as of yet to experience the attention of two girls at the same time. It was starting to unnerve him.
When the food arrived Cindy was standing in a corner, talking to her friends, and Allie was standing in the other end of the room, talking to some other friends. Dean was still on the couch, nursing his soda that he kind of wished was spiked even if he knew dad would kill him.
With the pizza came also a young man, Dean judged perhaps in his late teens. He had raven-black hair, piercingly blue eyes and a smile that scrunched up his whole face and what the hell was Dean noticing all of this for? Must be an occupational hazard, he thought. Always noticed his surroundings. Would probably get worse with the years.
“Hi you guys,” the man greeted and some of the tension lifted as most of the girls flocked around him. His voice was cheery and rich and Dean was not the least surprised to see the interest in himself drop and shift over to this new-comer. What should be surprising was him not being surprised at that. He shrugged and drank some more of his soda.
“Hi Uncle Jimmy,” Sandra said and stood on her tip-toes to kiss him on the cheek in greeting. Every other girl seemed to want to do that too. Even Cindy. Dean was actually a little relieved to be put to the side and it was hardly surprising how the girls focused on this man with the way he smiled, all teeth and gum and what the fuck?
“I brought pizza,” the man announced unnecessarily and put the boxes down on the table beside the cutlery and plates. “Eat ‘em while they’re hot,” he winked at the room in general and made to duck out but Allie, bless her, stopped him with a hand on his arm.
“Stay, don’t you want some pizza yourself?”
“Yeah,” one of the other girls, Belinda, agreed eagerly. “We’re playing games, join us.”
Jimmy blinked at them and then looked over at Sandra, still smiling and Dean didn’t even care anymore, just shifted to sit on the edge of the couch, his elbows resting on his knees and staring openly at the man.
“Aw, come on you guys,” Jimmy said in a voice that told Dean he didn’t believe they were sincere. “You don’t want to play with an old dud like me.”
Dean snorted and had to recover quickly when he got the focus of those eyes on him. Fuck. “What are you, like seventeen?” Dean asked, taking a sip of his soda to cover his embarrassment and almost choked when Jimmy ducked his head and smiled shyly.
To Dean’s surprise, Jimmy then took a step towards him and extended his hand. “You must be this Dean I’ve heard about.”
Jimmy’s hand was so warm and strong in Dean’s grip that he could only nod in response. He barely heard Sandra’s squeak of indignation.
“Uncle!” she protested and Jimmy actually laughed and the sound rumbled through Dean’s chest to settle in his groin. Fucking hell. He nearly ripped his hand away from Jimmy’s.
“What?” Jimmy asked amusedly. “I just meant he’s the only one I didn’t recognize.”
“Yeah, well, it didn’t sound like that,” Sandra muttered and Jimmy laughed again, making for the door.
“New kid in class? Yeah, I’m sure no one talks about him,” he winked one last time, this time directly at Dean, and then slipped out of the den.
The other kids were happily getting their pizzas but Dean couldn’t fucking stand up. This boner would not be concealed by some cleverly folding of his jeans. What the hell had happened? Sure, from a purely aesthetic view he could call this Uncle Jimmy handsome but what the actual fuck? He shook his head at himself and nearly jumped out of his skin when Cindy sat down beside him with two plates of pizza.
“I didn’t which one you wanted,” she said and indicated the plate she’d handed him. There were slices from both the peperoni and the Hawaiian one. Dean smiled at her.
“I like it all, babe,” he answered and started to think that that probably was truer than he’d previously thought.
*****
Uncle Jimmy looked slightly nervous as he sat down among the teenagers and Dean could hardly blame him. He didn't know what had possessed the man to give in to the girls’ persistent nagging but here he was, about to play a game with them like he had nothing better to do on a Saturday evening.
Not that Dean was complaining, not anymore. Man, his soul-searching had taken about twenty minutes, he’d known he wasn’t a deep person but goddamn. Still, ever since Dean had acquainted himself with his dick he had stopped doubting it.
“So,” Jimmy started. “What are we playing?”
As Dean lifted the now empty soda bottle and looked pointedly at Allie he started wondering if there wasn’t alcohol involved here somehow. What else would compel him to suggest: “Spin-the-bottle, wasn’t it?”
Allie lit up and Dean smirked at her. She rose and took the bottle from him. “Oh, definitely,” she answered and the girls tittered while the boys groaned.
“Sure,” Jimmy said slowly, observing the teenagers’ different reactions. “How does it work?”
Allie shrugged. “It’s easy,” she placed the bottle on the floor and everyone arranged themselves almost automatically in a circle around it, even Jimmy. “You spin the bottle and whomever it lands on you have to kiss.”
“On the mouth.” Belinda added.
“Right,” Allie tapped her lips. “Tongue optional,” she smirked and Dean could swear Jimmy blushed slightly. Awesome.
Dean cleared his throat. “Is that all?” he asked, trying to sound like there was supposed to be more. He was pleased when Allie frowned in confusion.
“Yeah.”
He snorted. “Sorry, just thought Pontiac would’ve been better at this.”
“Oh, yeah?” Allie put her hands on her hips, clearly accepting his challenge. Oh, he liked her. “How do you play it where you come from, Dean?”
“Well,” Dean shrugged, trying to sound casual. “First of all, everyone has to kiss. That means same gender too.” Yeah, that certainly got protests from the guys. They quieted when Allie held up a hand though.
“And second?”
“Second, you can tap out but then you loose and where I come from, we play to win,” he said the last part with his eyes locked on Jimmy. Yeah, he was definitely looking nervous now but he was still sitting here. Dean felt pleased even when he knew he shouldn’t.
“What do you mean?” Allie narrowed her eyes at him. “There are no winners in this game.”
“Sure there are,” Dean smirked. “Plus, you add a prize and the last person to not have tapped out gets it.”
She considered this for a moment. “What’s the prize?”
“Whatever,” Dean hadn’t really thought that far ahead. “Winner gets his homework done by the rest of us for a week?” he suggested and Allie snorted.
“Or hers,” she enunciated and he smirked wider.
“Or hers,” he conceded.
“That’s not fair,” Sandra piped up and everyone turned to look at her almost as if they’d forgotten they were at her party and not Allie’s. “Uncle Jimmy has no homework, not that we can do at least.”
“That’s quite alright,” Jimmy started and looked like he was getting up. “You can play this game witho—”
“Do you drive?” Dean asked, his voice raising to quite Jimmy’s mumbling and it worked. Jimmy looked confusedly at him for a moment.
“Yes,” he answered eventually.
Dean shrugged. “Fine, then if Jimmy wins we’ll wash his car for a week,” Dean grinned at the man when the rest of the room agreed in unison. If Jimmy was somehow effected by Dean not calling him Uncle like the rest of the teens he didn’t show it.
“So,” Allie clapped her hands once. “We’re all good?” when it looked like one of the boys was going to protest she clapped her hands again, harder. “ Good. Let’s get started,” she bent down and spun the bottle and it landed on Jack/Bert. She stepped over to him and pecked him quickly on the lips. Jack/Bert looked like he wanted more but she turned around again to face Jimmy. “See, now it’s Jack’s turn,” she explained and sat down when Jimmy nodded.
Round and round the bottle went and it landed on Dean quite a couple of times. He wasn’t complaining though, just wanted a certain pair of lips on him but however he spun the goddamn thing it would only land on the other, less interesting people. He was starting to fear Jimmy would tap out soon. He was so engrossed with thinking about why he wanted to kiss Jimmy and how it would feel that he almost missed that he was supposed to kiss Belinda.
It took no time at all for almost all of the guys to tap out. Some of the girls did too, when it landed on another girl and Sandra did when it landed on Jimmy. She poked her tongue out at him and he smiled and shook his head fondly. Jack tapped out when it landed on Jimmy so Dean didn’t get to know if Jimmy would’ve done it first. It felt like kind of a relief but he didn’t know why.
When Allie’s spin landed on Jimmy she all but climbed into his lap and Dean started liking her less. Jimmy let that kiss go on for much longer than was strictly necessary, or even appropriate, and Dean got a sour feeling in his stomach that he chalked up to the pineapple on the pizza.
Dean had already kissed a dude — Anton, and it lasted just as long as all of Dean’s other kisses, except the one with Cindy where he’d felt obliged to slip her tongue — when his spin fucking finally landed on Jimmy so no one was surprised to see him shrug and crawl over to Jimmy.
Jimmy, however, suddenly floundered. It was cute, even if Dean wanted to shoot himself for thinking so.
“Ah, you-you don’t have to, Dean,” Jimmy stammered out and Dean smirked, getting catcalls from the girls and actually some of the boys as well, even the onlookers that had tapped out.
“I kinda have to, Jim,” he stated, settling beside Jimmy. “I suggested the prize and I don’t feel like giving it away.”
“Yeah, I-I...”
“You gonna tap out?” Fuck, Dean was so close now, he’d almost forgotten the rest of the room. Jimmy’s eyelashes were thick and black like his hair and his eyes practically sparkled. His breathing seemed labored this close up and Dean found himself wanting it to be because of him. “I am your first boy-kiss of the evening, you tapping?” God, he hoped not.
“No-no, that’s not what I—”
“Good,” Dean breathed out and all but straddled Jimmy’s thigh, slipping his hand around Jimmy’s neck to keep him steady and quickly pressing his mouth to the man’s.
Fuck. It was with impressing restraint that he managed to hold back the moan that bubbled up inside him.
Jimmy tasted sweet and his lips were much softer than they looked. They trembled slightly against Dean’s but when Dean swiped his tongue against the lower lip, Jimmy opened obediently. This made Dean’s grip on the man’s neck firmer and he barely resisted pressing closer, suddenly very aware of the eyes on them, including Cindy’s. But fucking hell, Jimmy’s tongue was wrestling Dean’s for dominance and Dean wanted him to just fucking press Dean down on a bed and let Dean hump his leg like a freaking dog. Dean wanted so much in that moment. To lean closer, to tilt Jimmy’s head back, to deepen the kiss, to nip and bite along Jimmy’s neck. To feel Jimmy’s dick against his own.
But they were still in a room full of Dean’s peers and Jimmy’s niece so Dean pulled back — only because it didn’t seem like Jimmy would — and smirked, like this was no big deal.
“Your turn,” he announced as cheerily as he could and slid out of Jimmy’s lap to inspect the damage. He could conceal his hard-on as long as he sat down and the girls were looking at him like he was the hottest piece of pie in the universe. Some of the guys looked disgusted but some looked unaffected and Anton looked like he needed to take a shower. Jimmy’s hand shook as he spun the bottle.
It landed on Anton and he tapped out immediately, looking like he was going to faint and then dashed straight for the bathroom. Dean and Allie laughed.
The game continued for a while, more and more tapping out. Jimmy left when the next spin landed on him, excusing himself and everyone kind of assumed he was just tired of playing with the kids. Dean’s eyes were trained on the man as he all but wobbled out of there. Dean tapped out on the next chance he got.
“Gotta use the bathroom, guys,” he prompted when everyone complained and put a hand on his stomach to let them think what they wanted. They seemed to accept this as “his loss“ and no one followed him when he went in the general direction of the bathroom, all the while trying to figure out where Jimmy could be hiding. Dean hadn’t heard his car leave, he thought, so that was a good sign at least.
Fortunately he didn’t have to look for long, or even that hard. Just as he was walking down the hall to the downstairs bathroom, Jimmy emerged from an adjacent room. Dean stopped dead in his tracks, a smile forming on his lips and Jimmy looked like a deer caught in the headlights.
“Dean,” he nearly stammered. “What are you doing here?”
Jimmy had seemed so cool when he first entered the party, flourishing pizzas and being all grown-up and whatnot but as the evening and the game had progressed… Dean wanted more of that floundering now.
He put his hands on his hips and swayed them a little in that way that had made the guidance counselor in his last school budge her eyes out. It worked equally well with this man, Dean found.
“I was looking for the bathroom,” he stated as if he didn’t already know where it was.
“Oh,” Did Jimmy look relieved? Disappointed? It was hard to tell and it annoyed Dean. “It’s just down the hall,” Jimmy turned half-ways to point to the last door on the left and Dean took the opportunity to slip closer so that when Jimmy turned back Dean was well into his personal space. Jimmy jumped when he noticed.
“Which one? I wasn’t paying attention.”
“You...”
“Show me,” Dean asked without asking and started walking so that Jimmy would have to back up or chance the teen running into him. Dean wanted a little bit of both but as he really wanted Jimmy to himself behind a locked door he was immensely pleased when Jimmy stumbled back towards the bathroom.
Jimmy pushed the door open when they reached it. “It’s… You...”
Yeah, Dean was well past playing games now. He looked around them quickly to determine that they were indeed unobserved and then he simply pushed Jimmy inside. The man made a startled yelp but for all his adulthood, Dean found him extremely easy to manhandle and Dean soon had him where he wanted him: pressed up against the closed bathroom door.
“What are you doing?” Jimmy hissed and Dean pressed closer with a smirk, locking the door behind the man’s back.
“What does it look like? Have you never fooled around in a bathroom on a party before?”
Truth be told, neither had Dean, but that was hardly something he would be revealing now. The man’s hands immediately went to Dean’s hips when he put his hands on Jimmy’s chest, but it seemed like he was going to push Dean away. Hell no. Dean simply pushed closer and nudge the man’s legs open a little to press his knee against Jimmy’s crotch. He wasn’t hard, just barely sporting a semi, but he gasped nonetheless and Dean allowed himself to moan. Who the fuck knew feeling another guy’s dick would feel like this? And why had no one told him?
“Why-why are you doing this?” Jimmy breathed out in a shaky voice and Dean leaned in to nip along his scruffy jaw. It felt exhilarating. “You’re just a child.”
That comment hit a little close to home for Dean’s liking so he just slotted Jimmy’s leg between his own, rubbing his own hard cock against the man’s hip. It made Jimmy’s dick jump.
“Then why are you liking this?”
“I don’t know,” Jimmy all but sobbed and Dean smirked. Damn, he had to be good if he could make grown men cry. That thought made him pause.
He leaned out a little, leaving only their pelvises crushed together still. “How old are you by the way?”
It took a long time for Jimmy to answer. His eyes kept darting this way and that but never meeting Dean’s. His body was basically trembling in Dean’s hold and although it was adorable Dean kind of wanted the more confident pizza-flourishing Jimmy back.
“Twenty,” Jimmy eventually whispered and Dean did a double take. First of all, what the hell? The guy looked a teenager. And second, what the actual fuck? This was seriously illegal. And yet, here they were…
“Well,” Dean purred in Jimmy’s ear, his whole body on fire and Jimmy all but whimpered. “Then we’ll have to be really quiet, don’t you think?” he grazed his teeth along the shell of Jimmy’s ear. “No one can know about this, right?”
Jimmy whined something that may have been an agreement and that was all Dean needed. Dean’s hips had been still for too long anyway, his dick still hard and throbbing in his confining jeans and by the feel of it, Jimmy’s was in no better condition.
When Dean bucked his hips against him, Jimmy flung his head back. It hit door with a dull thud and he groaned deeply, seemingly already forgetting about being quiet but fuck if Dean cared. He wanted more of that voice, wanted to see just how low it could get. He leaned in and pressed wet, sloppy kisses to the man’s neck and Jimmy’s hands skimmed down to actually grab Dean’s ass and set a pace for their thrusting hips. It felt amazing.
Jimmy’s hands were strong and sure and he angled his dick so that they brushed together once in a while. For all Dean’s bravado he had never actually had an orgasm together with someone else but with this man he didn’t even feel nervous about it. Just felt the need to do it already. Needed to come so badly after so little that he should be scared but he wasn’t. Jimmy was steady and firm, he smelled of decidedly manly scents and it made Dean’s head swim in a way not even Cindy’s boobs did.
In no time at all, his dick was quivering and leaking and he realized he had stopped kissing anything and just clung to Jimmy’s body like a leech. Not very sexy but fuck, he was so hot and he had never felt a need to release so badly before.
“So,” he managed to grunt against Jimmy’s neck. “How do we do this with the least amount of mess?” it was an honest to God question of his. They would both still need to face a whole house full of people and Dean didn’t fancy having to go out there with his pants sticky with come and probably reek of it too. At least the guys would know what it meant. So, honest as the question was it came out in a voice so thick with arousal that Dean didn’t even recognize it himself and the question sounded lewd even to his own ears, like he knew exactly what he wanted to do. Fuck if he did though.
Jimmy shivered against him and Dean realized that Jimmy, too, had noticed Dean’s tone of voice. Jimmy cleared his throat and Dean felt the rumble in his chest. Their hips slowed down and Dean wanted to whine but managed not to, wanted to stay in control.
“We could...” Jimmy couched again. “I could suck you off and then… then you, me… and that-that...”
Dean was staring incredulously at Jimmy’s beautiful — yeah, he said it — face and Jimmy was pointedly not meeting his eyes again. Jimmy was suggesting they blow each other and probably swallowing. It was so hot Dean had to slowly roll his dick against Jimmy’s leg to keep from coming. Jimmy noticed, of course, and actually looked up. Dean stopped breathing for a moment. Fuck, Jimmy’s eyes were big and round but his pupils were so blow from lust that there was nearly no blue left.
“On your knees,” Dean rasped out, surprised at his own assertiveness but not as surprised as he got when Jimmy just sat down without questioning. Just slid down to his knees and started slowly unbuckling Dean’s belt. Slowly, Dean supposed, to give Dean a chance to change his mind but fucking hell. Dean growled and slapped the man’s hands away, ripping his jeans open and Jimmy took the hint from that.
When the man’s slim fingers curled around Dean’s warm cock, Dean’s legs almost gave out and he had to put his hands somewhere. They landed in Jimmy’s hair but the man didn’t complain. Just pulled Dean out of his pants and started licking up Dean’s length without any reservations.
“Fuck,” Dean grunted and gripped Jimmy’s hair tightly.
Jimmy’s tongue was hot and wet and felt so fucking good against Dean’s heated skin. His hips were already stuttering against Jimmy’s hold and Dean had to bite his lower lip to keep from screaming when Jimmy closed his mouth around the head of Dean’s cock.
Jimmy started bobbing his head in a steady pace and Dean wanted nothing more than to fuck deeper down the man’s throat. Jimmy’s face looked angelic like this; his eyes closed in apparent bliss, his cheeks hollowing on the way up and the way his lips stretched around Dean’s girth. Dean was in no way fully grown yet but fuck, deep down Jimmy’s throat he felt like a giant. When one of Jimmy’s hands came up to fondle Dean’s tight balls Dean felt his whole body seize up.
“Fuck, yeah, babe,” he groaned, probably too loud and no even realizing what he was saying. “Just like that, gonna come soon. Shit, gonna come down your greedy mouth. Fuck.”
Jimmy made a whining sound and it reverberated through Dean’s core, flaring the flame that travelled up and down his spine. When Jimmy suddenly trailed his other hand back to press against Dean’s opening, Dean was done for. His ass cheeks clenched around the fingers grazing there and he gripped Jimmy’s hair hard to keep him still as he came down the man’s throat. Spurt after spurt went out of him as he clenched his jaw together to keep from shouting like he wanted to and Jimmy was swallowing it like a pro.
His breath returned in a whoosh when he was about done and he realized foggily that he’d been holding it. Man, his legs felt like jelly and he just wanted to go to sleep. Never in his life had he come that hard and that was just from a sloppy blow-job. He really wanted to know where Jimmy’s fingers had been going. A sound below him drew his attention and when he looked down his dick twitched painfully at the sight.
Jimmy was on his knees, his dick pulled out of his slacks and his hand flying desperately over it like he didn’t care about making a mess. Like he fucking needed to come yesterday. Goddamn, Dean felt hot all over.
In a sudden gust of post-orgasmic confidence, he put one foot on Jimmy’s chest and pushed back a little, making the man straighten up. “Let go of your dick, Jim,” Dean all but growled, not even caring that his own was still hanging out and that his pants were half-way down his ass. Jimmy whine and stilled his hand but didn’t let go. Dean stepped closer to the man and snagged his messy hair in one hand, bending his head back. “Do what I say,” he said in a soothing voice but managed to make the request sound threatening. Jimmy shuddered and did as told and fuck if that wasn’t hot. Dean had really wanted the man to take control, to push Dean up against the door and rut against Dean’s ass but he would fucking take what he could get out of this.
With a hard shove he had Jimmy sitting back on his rump, back leaned against the door and his legs sprawled just right for Dean to climb in-between and he did so without abandon.
Jimmy’s dick was hard and red and leaking, right there in Dean’s face. It was bigger than Dean’s in every aspect of the word and Dean had never in his fucking life sucked a dick or anything like it. Had never even thought about it but now it was all he ever wanted. Well, he thought and gripped the base, he had eaten bananas before, he just figured he’d use less teeth.
Whatever he did seemed to do the trick for Jimmy, though, because as soon as Dean took the tip in his mouth, Jimmy’s hips bucked up as much as they could in this position and Jimmy groaned deeply.
“Oh, please,” he pressed out and Dean reveled in the reverent sound of the man’s voice. Boosted, Dean sank lower and Jimmy’s breath hitched. “Please, Dean, need to… I-ah!”
Okay, this was harder than Dean would’ve thought, than Jimmy had made it seem and Dean wondered just how many dicks Jimmy had trained on before now. Maybe Jimmy was some kind of slut? It made Dean’s cheeks hot to think about.
He wriggled closer, pressing his palms against Jimmy’s hipbones and took as much of the man as he could into his mouth.
Jimmy groaned again and then Dean felt slim fingers traveling down his back to his ass and he was acutely aware that he was sitting so that his ass was elevated. Jimmy seemed to like it though. He was kneading and caressing Dean’s cheeks even as his dick leaked more of that bitter pre-come in Dean’s eager mouth.
Jimmy was practically sobbing now from the immense need to release and Dean pressed his fingers against the man’s balls, slipping down and rubbing against the skin beneath. This seemed to do the trick as Jimmy suddenly smacked a hand over his own mouth, whimpering and shooting off his load into Dean’s mouth. It took Dean a little unawares and he sputtered but managed to swallow most of it down and what little dribbled down his chin he swiped off with his finger and brought it too to his mouth to lick off.
Jimmy was slumped against the door, staring at Dean as if he couldn’t believe what was happening and Dean could hardly blame him; Dean nearly didn’t believe it either. He looked down and saw that Jimmy’s dick still was decidedly sticky. Shrugging a little to himself he bent down to press the flat of his tongue against it and swipe it clean. Jimmy groaned and shivered but soon pushed at Dean’s shoulder to get him to detach. Dean did so with a smirk.
“There, no evidence left, right?” Dean stated and inspected his fingers. Jimmy was still looking at him dazedly. “What?”
“I can’t believe we just did that.”
Dean liked the way Jimmy’s voice sounded now, all deep and raspy. Gravelly, even. This man was fun. Fun to tease, fun to look at and definitely fun to do sex-stuff with.
“I can’t believe it felt like you’ve done that before,” Dean grinned and Jimmy looked away, blushing furiously.
“I-I have...”
“Fucking yes,” Dean breathed and leaned closer, capturing Jimmy’s lips before the man could protest. The taste of his own come mixed with Jimmy’s was turning Dean on much more than he would’ve thought it would. Jimmy’s hands snaked up and pulled Dean down so that Dean was sitting in his lap, their spent dicks nestled together and Dean shuddered pleasantly.
“We-ah, we should get going,” Jimmy mumbled after a moment and Dean nodded, only a little disappointed.
“Sure, yeah.”
They stood and straightened out their clothes and Jimmy actually plucked a toothbrush from the stand on the sink to brush his teeth. Dean made a face at him and Jimmy smiled apologetically.
“It’s my spare.”
Dean laughed. “Okay.”
“You wanna?” Jimmy held up his brush but Dean shook his head, just accepting the toothpaste.
“Naw, dude. I’ll put your dick in my mouth but your toothbrush is where I draw my limit,” he smirked when Jimmy blushed again.
“Sure,” he mumbled and started brushing his teeth as Dean sloshed the paste around with some water, trying not to swallow.
“Still can’t believe you’ve done guys before,” Dean stated after a moment and Jimmy nearly chocked on his brush. “I mean, you look good and all but I thought Sandra’s whole family were religious and shit.”
Jimmy turned a glare at Dean and it certainly ignited Dean’s groin. Hells yeah, this was how this was man supposed to look. All imposing and fierce.
“We are,” he said firmly and Dean nodded once.
“Gotcha,” he smirked and let himself out of the bathroom. Man, that was fun. He sure needed to do that again.
As he sat down beside Cindy, realizing no one had really missed him — typical — he was already starting to formulate a plan to get alone with this Jimmy Novak again. Preferably somewhere where they could be loud and messy. Yes, Jimmy holding Dean down and his dick spurting all over Dean suddenly seemed like the best idea ever and not even Cindy’s boobs pressed against his arm could distract him from it.
4.
As it turned out, Dean didn’t have to do very much. Actually, he didn’t have to do squat. Three days later there was a knock on the door to the motel room they were currently crashing in and when Dean swung the door open it revealed a confused looking Jimmy.
“Well, hello there,” Dean said and grinned like the Cheshire cat. “Fancy seeing you here.”
He couldn’t be more pleased. He hadn’t been able to stop thinking about the man since the party that Saturday. He and his dick both. Man, he had spent so much time jerking it in the shower that Sammy had started complaining about Dean using up all the hot water, which of course was true. But what the hell was he supposed to do?! Making out with Cindy was a drag now and Dean had nothing else for stress relief. Except now Jimmy was here and the timing couldn’t be better what with this being Sammy’s field trip day, leaving Dean alone well into the evening. He leaned casually against the door frame as Jimmy took in his surroundings.
“You live here?” the man asked eventually and Dean’s face dropped.
“What of it?”
Jimmy finally turned his blue eyes on Dean and he looked like he was sorry he had offended Dean. “Nothing,” he hastened to say, which of course made it worse. “I just… I thought Sandra was kidding with me.”
Dean sighed. “What are you doing here, Jimmy?”
“I...” Jimmy’s eyes shifted. “Could we talk inside?”
Despite feeling like a shit for having the life he had, Dean was pleased with the proposition and waved the man in with a newly revived grin. Door closed and locked, he turned to look at Jimmy who was just standing there in the middle of the room, looking like he didn’t know what to do with himself. Was probably his first time in a crappy motel room like this one, Dean mused and secretly hated the man a little for it.
He walked closer and gestured for Jimmy to sit on the bed, which he did, Dean noted smugly. “Please, talk,” he urged and sat down beside the man, just a little too close. Jimmy tensed.
“I just wanted to talk to you about Saturday.”
“Sure, lovely day wasn’t it?”
Yeah, Dean was being a douche on purpose but come on, this guy was practically asking for it. He leaned back a little on the bed, trying to display himself in the least whorish way he could manage that would still draw the right kind of attention.
“You know what I mean,” Jimmy grumbled out and turned to look at Dean. His eyes budged out a little and he seemed to lose his composure at the sight. Bingo.
“Whatever are you talking about?” Dean asked as innocently as he could and ever so slightly opened his legs. Fuck, he was already growing hard in his jeans and he wasn’t even sorry. This day had started out miserably, like every other Tuesday stuck in shitty Pontiac, Illinois but it was really starting to shape up to be awesome. Jimmy smelled good.
“This!” Jimmy exclaimed, gesturing to Dean with his long, slender fingers. Dean remembered them between his ass cheeks and he nearly moaned.
“What? I can’t lie around on my bed?”
Suddenly Jimmy was above Dean, looking fierce and angry and fucking hot. He was not straddling Dean per say but he came really fucking close to and Dean had to bite his lower lip to keep from whimpering.
“Don’t tell me you don’t know what you’re doing, Dean,” Jimmy grumbled out and his voice had gotten much deeper, either with anger or with arousal, either way it shot straight to Dean’s dick. “You’re just a child,” he said it so accusingly that Dean wondered whom it was directed to. Himself for wanting Dean or Dean for not acting his age. Fuck if Dean knew, or cared.
His hands shot up and he grasped the lapels of the coat Jimmy was wearing, pulling the man down for a deep kiss, barely conscious of his own actions. Jimmy whimpered against Dean’s mouth and Dean easily coaxed the man’s lips apart. Jimmy lowered himself on top of Dean with a shudder and Dean groaned, both from the weight and from the feel of the man’s hard-on pressing against Dean’s pelvis.
“Fuck, yeah,” he pressed out and Jimmy’s hips bucked down.
“This-this was not why I came here,” Jimmy stammered and Dean smirked against the skin of the man’s neck.
“I’m not complaining,” he stated and started sucking a hickey into the delicate skin. Jimmy moaned more wantonly than Dean thought a man would be able to and his hips set a bruising pace.
Dean worked Jimmy’s button-down open with clumsy fingers and Jimmy all but ripped Dean’s tee over his head. Shit, Dean needed this man naked and apparently Jimmy was on board for that. Their clothes went flying and Jimmy’s hands shook against Dean’s zipper when Dean managed to pull the man’s slacks open. The wet patch at the head of Jimmy’s cock made Dean a little less self-conscious of his own damp boxers but fuck if it didn’t make Dean leak some more.
“Want you naked, Jim,” Dean groaned and Jimmy whimpered again and stood up to slide his pants off. Dean took the opportunity to shimmy out of his jeans and when he was done he looked up to see Jimmy standing by the side of the bed, all naked and stroking his hard dick while looking hungrily at Dean. Dean shivered.
“Beautiful,” Jimmy murmured with lust-blow eyes and that was fucking it. Dean didn’t know very much about sex and he certainly knew even less about gay sex but he had to have Jimmy over him, now.
“Fuck, Jim, you look so hot,” Dean moaned brokenly and grabbed his own throbbing dick, sliding ungracefully up the bed. “Get on top of me now, need to fucking feel you, man.”
Jimmy made a choked off sound before crawling onto the bed to comply. He looked so eager and so debauched from so little that Dean started to wonder who the fuck the virgin was here. As soon as Jimmy was close enough, Dean grabbed a hold of him and they were kissing again. Wet and rough and so much better now that they were naked. Jimmy was so warm and solid against Dean and Dean loved the weight of the man pressing him down into the mattress.
Their hard cocks pressed together and Dean’s legs opened on their own to wrap around Jimmy’s waist. The both of them groaned deeply at the pleasurable spikes that shot through them. The slide was a bit rough without lube but Dean didn’t fucking care enough to pause what they were doing to go get some. They were both leaking pre-come enough for them to manage anyway and Dean nearly shouted when Jimmy reached between them to fist them both in one hand.
“Fuck, yeah, baby,” he grunted and rutted up into Jimmy’s grasp. “You’re so fucking hot, want to feel you all over me,” he was hardly paying attention to what he was saying but Jimmy moaned at his words and buried his face against Dean’s neck.
“Feels so good, Dean,” he panted against Dean’s damp skin and Dean could feel that familiar coil in his lower back pull tighter.
“Yeah?” his hips were practically shooting off the bed by now, pressing wildly against Jimmy. “You close baby? Fucking know I am,” he turned his face a little to both mouth at Jimmy’s hair and to smell the man. “Want to feel you though, want you to come all over me.”
“Dean, oh my God, Dean,” Jimmy was practically sobbing now and Dean reached down to grab a hand-full of the man’s deliciously rounded ass, just to squeeze, and Jimmy’s body was seizing up, hips stuttering.
“Do it Jimmy,” Dean growled against Jimmy’s sweat-damp hair. “Fucking come over me.”
When he did, it was with Dean’s name on his lips, in a scream so loud that Dean knew the neighbors heard it but goddamn, it was beautiful. Jimmy’s body shook in Dean’s grip, his dick expanding and pulsing out spurt after spurt but his hand didn’t slow down in the least, just continued jerking them off and spreading his mess all over Dean’s aching cock. It felt fucking perfect.
Dean’s back arched painfully as his hips snapped up one last time and he was coming too, his jaw clenched shut tightly and his breath leaving him through his nose even as his sperm shot out to mix with Jimmy’s between them.
“Shit,” Jimmy mumbled eventually and Dean laughed breathlessly.
“Shit, indeed,” Dean agreed and nudged Jimmy in the side. “You’re crushing me dude.”
“Oh!” Jimmy shot off Dean so fast Dean almost regretted saying anything. “I’m sorry.”
Dean made a face at him. “I didn’t say leave, just, I dunno, roll to the side or something.”
But Jimmy was standing at the foot of the bed, raking his clean hand down his face and looking decidedly horrified, probably with himself and the situation but those arguments did nothing for Dean’s self-consciousness. He shifted awkwardly, acutely aware of the sticky mess on his stomach and chest.
“I… I shouldn’t have done that,” Jimmy said eventually and Dean sighed, sitting up.
“Spring off me like I was on fire? No, for future reference that’s pretty uncool,” he met Jimmy’s pained eyes with a levelled glare. “Even I know that and I’m just a child.”
“Exactly,” Jimmy sat down beside him and it was somehow uncomfortable that they were naked now that the urgency was gone. “I came here to apologize for my behavior on Saturday and to check in on you, that I..,” he looked down to his hands in his lap. “That you weren’t hurt or...”
Dean sighed. “I came on to you, you dweeb.”
“I know, but I’m the adult.”
Dean met Jimmy’s imploring eyes and he sighed again, looking down at his own feet. This was getting pretty old pretty quickly. Hell, he’d just wanted to fool around during what little time he had left in Pontiac. That Jimmy was a guy just added some extra spice to it and the age-thing actually turned Dean on more than it probably should. Jimmy was seriously good-looking too, the fact that he was the first man to catch Dean’s attention was proof enough of that. But goddamnit, if the man was going to be this insecure and this hard to work with it was starting to look less fun.
“Look,” Dean started and took one of Jimmy’s hands in his, hardly believing that he would be saying this to a fucking twenty-year old. “We had some fun, okay, but let’s just...” he looked up and met Jimmy’s eyes. Shit, they looked so sad. “But you’re an adult and I’m a kid,” he nodded when Jimmy did, encourage that he was doing the right thing. “And let’s face it, I live in a motel, I’m not even staying in Pontiac for much longer,” And God did he hope that was true this time around.
Jimmy nodded. “Yeah. Good,” he squeezed Dean’s hand and actually smiled a little. It made Dean’s heart flutter uncomfortably. “So we’re good? You okay?”
Dean pfft’d and shoved playfully at Jimmy’s shoulder. “I’m fine. Now stop being a girl for a second so you can clean up and get the hell out of my room, Knight Rider is on.”
Jimmy’s smile grew and Dean’s stomach did not flip at the sight. Jimmy was gone not five minutes later.
Much later, when Sammy was snoring soundly in the other bed, Dean allowed himself one moment of weakness and hugged his pillow to his face, muffling his open-mouth gasps as he tried to control the sobs that threatened to escape and make this tangible. He realized dimly there, in the protection of the dark, that Jimmy Novak might very well have been his first crush, however briefly it had lasted.
Yeah, Dean had never been gladder to leave a town than when dad came to collect them and whisk them away from Pontiac fucking Illinois. Dean hoped he never, ever returned.