Dean Does The Avengers

By loste Lasfa

Published on Jan 27, 2024

Gay

My plan is for this story to have a series of time jumps. This is the first one. As such this is more of a setup for this section and we don't quite get to any smut. But there is plenty more smut on the way.

Chapter 4

"Paint It Black"

The past year had proven to be an adjustment for the brothers Winchester. Apparently, the federal government had a strict policy against allowing people with "no training whatsoever" into their premier spy agency. You'd think a letter from the guy at the top of the chain would grant them a special dispensation but `the best' Fury could do was shorten their training time. Though the boys (accurately) suspected Fury could push them through if he wanted to. Regardless, Sam and Dean wound up enrolled at the SHEILD Academy, some sort of SHIELD Quantico. Dean was predictably insufferable about this development, at least initially. He threatened to back out several times, but Sam never wavered and they both knew that Dean wouldn't abandon his younger brother. So Dean showed up at the SHEILD Academy griping, reminding Sammy this was his idea for when things inevitably went wrong. Over the intervening days Sam had, on several occasions, attempted to talk to Dean about what had transpired on the Helicarrier. Dean insisted that he was fine, deflecting the conversation at every turn. Dean was not `fine.' His dalliances with Thor and Loki had left him deeply confused. It wasn't simply the fact Dean had never had gay sex before (though that was a large part of his uncertainty). Dean's encounters with the Asgardians were the best sexual experiences of his life. They were probably the most enjoyable moments of his life period. It was certainly the most carnal and raw he'd ever been. During sex Dean had taken charge before but he had never so thoroughly dominated anyone. He found it impossible to distinguish whether the spell had created those impulses in him or had simply gotten him horny enough that he fully embraced some buried desires of his own. Either way, he knew he had enjoyed it, and now that he was free of magical influence those memories weren't any less arousing. Dean typically excelled at ignoring his unwanted thoughts and just being Dean Winchester. But his brain kept returning to that day with Thor and Loki and what it might mean. Maybe it was because so much was changing at once for him. Maybe it was because of the way he'd been received at the SHIELD Academy. The rank-and-file SHIELD grunts all whispered and stared as he walked by. They looked at him like he was some sort of dangerous and tempting sex god. Dean swaggered around, winking, quipping, and peacocking like he was `supposed to.' To Dean's surprise, the male cadets seemed as likely to flirt with him as the female cadets, and Dean surprised himself by flirting back in every instance. The guys' forwardness made a lot more sense when Dean heard the rumor that surveillance video of his time with Thor was circulating through the ranks at SHIELD. The general sexual fluidity at The Academy was also likely aided by the fact every prospective field agent was required to go through at least cursory level `sexpionage' courses. Dean mistakenly believed that like him Sam was exempt from that course and Sam let him delude himself. Dean found a bar far, far away from The Academy. And he spent almost every night for a month trawling the place for a lay. He tried everything with everyone. He learned what he liked, what he really liked, and in time he came to remember that he was Dean fucking Winchester. He was confident, charismatic, clever, powerful, intuitive, and apparently bisexual. As the weeks ticked on Dean felt more himself than he'd ever been. Outwardly his actions didn't change all that much, but there was a lot less angst and a lot more fun. As much as he'd dreaded coming to The Academy, Dean was kicking all kinds of ass. It was the kind of place that valued good aim and quick thinking above physics. And it didn't hurt that he was surrounded by very fit twenty-somethings who looked at him like a sex god. It was the final week in June and Sam and Dean's final week at The Academy. While every other member of their graduating class was gathered in a lecture hall preparing for a `surprise guest' lecturer, Sam found himself waiting outside Dean's door. With his back planted against the wall and his arms firmly folded across his chest, Sam broadcast every bit of his irritation. After the unmistakable sounds of a woman orgasming, Sam had assumed Dean would emerge but it had become clear that he was going for a second (or maybe third) round with his mystery woman. The younger Winchester contemplated abandoning Dean when he heard a familiar voice call, "Why if it isn't Samuel Winchester." Sam turned to see Agent Fitz making his way down the hall, Simmons a few steps behind. A smile sprung to Sam's face, "What are you guys doing here?" "It's graduation week. We're repping the science and tech division and scouting the best recruits." Fitz explained. "We'd make an offer to you, but you're already spoken for." Simmons continued as she trailed behind. "Aren't the graduates supposed to be in lecture hall C right now?" Fitz asked. "Yeah," Sam said with a sheepish nod. "I'm waiting for-" Sam was cut off mid-sentence by another euphoric moan from behind the door. Fitz smirked, "Dean's getting along well then?" "A little too well, maybe." Sam laughed. "Little piece of advice... I wouldn't drag my heels if I were you. If Dean's late that's on him." "Damn, Fitz. What I ever do to you?" Dean sauntered out of his room wearing a conspicuously unbuttoned henley and skin-tight jeans. He had a post-coital glow and a particularly wide grin. "Uh, I... Umm," Fitz stumbled on his words for a moment, immediately disarmed by Dean. He recovered quickly enough though, he'd seen the man in far more provocative ways. "It wasn't about you. I simply feel you wouldn't want to miss the guest speaker." "Don't worry. The speaker is running late." Dean winked at Fitz. Natasha Romanov, the Black Widow herself, emerged from the doorway behind Dean. Natasha casually brushed a hand through her messy tresses. Fitz, Simmons, and Sam all reacted with silent shock, much to Dean's chagrin. Unlike the proud hunter, the redheaded bombshell wore no expression on her face. It was clear what had occurred and she had absolutely no shame. In fact, as her eyes fell on the others they were the ones unable to make eye contact. In a calm monotone, she said, "You think that I'm your guest speaker?" "Aren't you?" Dean asked. "I mean, you're a freaking Avenger." She blinked flatly at him, "What about me would suggest to you that I do inspirational speeches?" "Then what are you doing here?" Dean responded. "That's on a need-to-know basis." Natasha grabbed Dean's arm and scrawled a phone number on it. "If you try to contact me for any reason other than sex I will kill you." With that, she turned and walked away, Fitz and Simmons parted to allow her passage. "What just happened?" Sam said dumbfounded. "I'll tell you when you get older." Dean waggled his eyebrows. Simmons cleared her throat, "I'm not sure what things here are like now, but when we went here the final lecture was quite mandatory." "You're right." Sam started, "We should get-" Before Sam could finish his sentence a phone trilled from the far end of the hall. Black Widow slipped a cell from her pocket. She glanced down and slowed to a stop. Turning around Natasha shot daggers at the elder Winchester. Although Dean was the subject of this scowl, he only flashed a cheeky grin as he pulled his open phone from his pocket and lifted it to his ear. Natasha's voice poured from the phone icy and sharp, "I wasn't kidding when I said I'd kill you." "Then I guess it's a good thing this is a booty call." Dean purred into the phone. Simmons and Fitz went wide-eyed. Considering the last time they saw Dean he was spanking a literal god, the hunter's gall shouldn't be a surprise. But the SHIELD agents had chalked up that arrogance to the effects of Loki's spell. It seemed he'd grown quite comfortable wearing that personality in everyday life. Though judging from Sam's visible embarrassment, Fitz assumed Dean's current flex was a bit much by any standard. In any case, Natasha hung up her phone, waited for a beat, and looped back around towards the group. Her eye honed in on Dean as she approached, her moves quiet and purposeful. Tension permeated the hallway, the onlookers on pins and needles as to what would happen when the former Soviet spy reached the preening Winchester. Natasha walked right past Dean, slinking back into his room, and the group let out a collective breath they'd been holding. Dean merely winked at Sam, "You're going to have to attend that lecture yourself, Sammy." Dean disappeared into the room, slamming the door shut behind him. *** Few men in history commanded as much universal respect as Steve Rogers. Steve was strong but kind, wise yet humble, harsh but just, and painfully handsome to boot. He was an impossibly perfect human whose gentle demeanor and open mind helped him to meet the unreasonably high expectations everyone had for him. So it was no surprise that when Captain America was announced as the senior class's special guest speaker a palpable excitement filled the room. Upon entering the lecture hall, Steve was greeted with voracious cheers from a throng of starry-eyed cadets, Sam Winchester included. Rogers had made his best attempt to dress for the setting, in a formal button-up and crisply pressed pants. Given how taut it was around the biceps and chest, Sam guessed that they didn't make dress shirts for men with Cap's shape. Whether it was his reputation or his physique, he had the crowd's undivided attention. They watched on baited breath desperately hoping the man before them would live up to the legend in their minds and to a person they decided he did. Perhaps Dean would've been equally enthralled if he had been present but nearly an hour into the lecture, Dean was nowhere to be found. "I know graduation feels like an ending, after all, it is the culmination of years of hard work. But in the grand scheme, it is only the beginning of your journey. " Steve intoned as he stood before the crowd. The hushed silence was shattered when a door in the back swung open. Experienced orator that he was, Cap didn't let the distraction throw off the rhythm of his speech. However, he drew his gaze slide past the crowd and to the source of the intrusion, making no effort to hide his displeasure. The moment Dean set foot in the room he recognized the man at the podium. With his square jaw, dazzling blue eyes, Herculean musculature, and calming aura there was no mistaking the Avenger's identity. Dean was admittedly taken aback to find the Captain America was here in the flesh. He was also keenly aware that the superhero was giving him the stink eye, but Dean, impudent as he was, refused to wilt under it. Steve made silent note of the response and returned his attention to the crowd. Dean made his way toward Sam, employing zero subtly in the process. "I miss anything interesting, Sammy?" Sam swiveled back to face his brother. He whispered, "It's Captain America. What do you think?" "I think Thor has some competition for best tits on the Avengers." Dean quipped. Given the size of the room, it would be hard for Steve not to notice the chatter. He shot one last silent warning and Sam felt utterly mortified. Dean grinned an overconfident smirk and locked eyes with the hero. At that moment, Steve knew exactly who he was dealing with. Determined to press his luck to its breaking point, Dean continued "I mean the rumors about his hotness are not exaggerated." Steve found the right moment to pause in his speech. He let out a heavy sigh and arched an eyebrow, "Gentlemen, I believe we're all old enough to know how you're supposed to behave in a classroom setting." All the color drained from Sam's face as he was once admonished directly. Defiantly Dean shot back, "You certainly are." "Dean!" Sam shouted. His head snapped over to address Rogers, "We're so sorry, sir." Dean rolled his eyes, "Speaker for yourself." Steve remained stonefaced through the entire interaction, making a mental note of the behavior. He could tell that Dean was fishing for a reaction and was not willing to give him one. Of course, that also meant he couldn't simply back down. "There are people who came here to listen. Be respectful of them." "Oh please," Dean grumbled "You stopped your speech to go on this little power trip. Which is a much bigger distraction than anything I was doing." "Listen, son-" "I ain't your son. But play your cards right and you might get to call me Daddy." Dean winked flirtatiously at Steve. Steve continued to glower at the hunter. "You done?" "I'm just beginning." Dean grinned. A look of annoyance flickered across Steve's face, and in Dean's book, any reaction was a victory. After all, he liked the game almost as much as he liked sex. "Talk again and I'm kicking you out." The Avenger said flatly and returned his attention to the crowd. "Sorry about that, folks. Now I believe I was talking about responsibility..." Dean played with the idea of piping up again to see what Cap would do. He didn't doubt the Captain would call him out again, but he found it hard to imagine he'd start a fistfight in the middle of this classroom. To everyone's relief, the elder Winchester remained silent. Steve finished his speech, received a crushing round of applause, and left the room. One of the professors rambled on for a few more moments and excused the class. Dean's outburst quickly became a matter of discussion and gossip. Reception was mixed. It seemed like the majority of those present felt Dean had been unnecessarily obnoxious. But there was particular interest in Dean's unabashed attempt to hit on Steve Rogers. The senior class was pretty much unanimous in their verdict that they would be hot together. Sam spent a solid two hours spinning out over his brother's actions and then continued this at seemingly random intervals for the rest of the evening. He ranted and raved at Dean for his immature and unprofessional behavior. He reminded Dean that they were the oldest students here and insisted they should be mature. Dean remind Sam he never wanted to come here in the first place, and argued he thought the entire concept was stupid. Unlike Dean's new groupies, Sam knew him his whole life. And he realized how much his hardass brother would cheese out over the concept of superheroes. He refused to believe Dean wasn't having the time of his life and it drove him insane that he'd act out like this when they were at the finish line. Over the next few days, Dean kept an eye out for Steve. But Captain America didn't show his face at any other graduation week activities. This was of course a massive disappointment. Dean took a further blow to his ego when he attempted to call Natasha for another booty call, and she allowed it to go voicemail. Dean kept that occurrence to himself. However, somehow the vast majority of the student body came to learn that Dean had bedded a second Avenger. *** Senior week was drawing to a close and only one event remained before the cadets received offers: the Fourth of July barbecue. It was a relatively modest affair hosted on The Academy's private beach. As the Winchesters arrived, the party was already in full swing. Sam was apparelled in a modest pair of swim trunks and a baggy T-shirt. Dean had hopped on the opportunity to slip into a bright red Speedo, which left nothing to the imagination. He coupled this with an unbuttoned Hawaiin shirt. It was hard to believe that a year ago he'd likely have been more covered up than even Sam. As the boys approached, Dean's face lit up. He should've known that Steve would be at a Fourth of July celebration. The Avenger was manning the grill and drinking a beer, in what was perhaps the purest example of Americana imaginable. Steve's beachwear, however, was a letdown. He wore a white tank top that clung to his amazing chest and a pair of... jeans? Even so, Dean was literally licking his lips, "Time to cross another Avenger off my bucket list." It took a minute for Sam to put the pieces together but when he did his body was gripped by terror. "Dean! Do not embarrass us any more than you have." "Lighten up, Sammy. The man beat back an alien invasion in New York. He can handle some light flirting." "You weren't flirting. You were being a jackass." Sam grunted. "Sometimes flirting is about being a jackass," Dean said smugly. At the edge of the beach, a small folding table was set up and manned by Academy staff. Fitz and Simmons were among them. The very second Dean's foot hit the sand the Scottsman's voice called out, "Afternoon, guys." The hunters gave a pilot nod and waved at Fitz and meant to continue on their way. But the agent chased after them. "Dean, Dean" Fitz chirped. "I can't let you on the beach." The Winchesters paused and looked to Fitz. Dean looked particularly confused "Why the hell not." Fitz swallowed "This event is exclusively for graduating cadets." "And..." Dean asked. Fitz sighed. "No one has reached out to you yet?" A peel of laughter escaped Sam's mouth. "You had to go and piss off Captain America. Didn't you!?" Dean's face twisted in outrage. "You're fucking kidding me? You're telling me that he got them to pull me from the program." Dean's head snapped to the side and he realized that Steve was staring directly at him. Dean's blood boiled, and he could swear the other man was smirking. Sam balled his fist in rage and looked at Fitz. "You know Dean thought he was flirting. Flirting!" "With Captain America." Fitz mumbled "The man's made of granite. Hot granite but... granite." Dean wasn't listening to the exchange. He was too busy fuming. "He can't do this. I was hand-picked by Nick Fury. I was recruited to help lead a new division of SHIELD." Cap set down his tongs and relinquished the grill. He slowly mosied over to the group silently enjoying the elder Winchester's meltdown. Fitz shrugged. "I don't make the calls. But he's Captain America." Dean gestured to the approaching Avenger. "He's wearing jeans on a beach! You're going to trust the word of a man who wears jeans on a beach before me?!" Cap slowed to a stop before the trio. Dean locked on and charged towards him. "You got me kicked out of The Academy because I talked in one lecture?! You petty, insecure asshole." 
Cap took the insults, as any expected he would, with a calm dignified air. He was a marked counterpoint to Dean's frenetic energy. "You're not ready to graduate." "Not ready?" Dean spat back at him. "I have been fighting since I was four years old. I outshot half of my instructors on the range. I have survived situations that these kids couldn't dream of. And have mentioned of the two of us here only one of us successfully killed Hitler." Steve nodded in agreement. Then said, "You don't follow orders, Dean." Dean let out a warm breath, his frenzied outrage becoming usurped by cold anger. He straightened his spine and looked the other man dead in the eye. "No. I don't." "SHIELD is a military organization. You need to follow orders." Steve said simply. Dean shook his head, "You know what? Fuck it. We don't need you. You asked us to be here. We're doing fine on our own." Dean turned to leave, but Sam shot a pleading look at Steve. "There must be some way to work this out. We could do so much good here." "No one is pulling your offer, Sam," Cap replied. That really got under Dean's skin. The idea that this man would try to play Sam against him. He whipped around and glared at Cap. "Fuck you." "Dean, calm down." An exhausted Sam said. Hurt flashed on Dean's face as he realized that Sam intended to stay, with or without him. Of course, he did. Sam gave Cap a wide-eyed look. "Sir, is there some way for Dean to convince you?" "Well, he could apologize for his outburst." Steve shrugged. Dean gritted his teeth together. There would be no apology. "Or he could follow me." Steve continued. With those words, Steve Rogers began jogging off down the beach. Dean looked back over at Sam who mouthed a simple "please." He hesitated a moment, then he took off after Steve. *** "Let me be clear about this," Steve said as he jogged along the beach. "You can apologize at any point and we'll turn around." "Save it." Dean snarled as he sprinted after the superhero. He may not have government-funded steroids like Steve, but he was burning through a deep well of pure rage. Rage at Steve for trying to pull this shit. Rage at Sam for not immediately walking away with him. Rage at himself for letting Sam pull him back. Dean's feet crashed into the sand as he closed the distance between Steve and himself, gaining ground until he was running beside the Avenger. Steve, casually flew along the shore in his jeans. Without the slightest sign of struggle to him, he let his eyes drift to the side now and then to check on Dean. "You don't have to keep up with me you know. This is going to take a while." Dean remained silent. It was a matter of pride not one of reason. He would not let this man get the better of him. He would not break. To his credit, Dean did a very impressive job of keeping pace with Steve for about a mile. But eventually, his thighs started to burn. There wasn't a single bead of sweat on Cap's forehead. He hadn't broken his stride once and Dean was forced to acknowledge some of the physical realities he was up against. Dean glanced back over his shoulder. They were far enough from the rest of the campus to ensure no one would see them. That would at least help Dean coddle his pride a bit as he started to slow. Steve kept his gaze ahead and called out simply, "Ready to apologize." "Nothing to apologize for." Dean bit back with all the smarm he could force into his voice. Steve returned to his silence and Dean ran at his heels. He'd be lying if he didn't admit to admiring the view. As infuriating as Cap had turned out to be he had a set of cakes like none other. Those two fat juicy globes of muscle rose and fell with each step he took. And watching that could easily have been enough reward to motivate Dean alone. "When I was a kid, I never thought I'd be anyone special," Steve spoke up, neither slowing nor turning to face Dean. "I was scared and I was weak and that didn't bother me. It felt right." Dean clenched his jaw, trying to ignore whatever Steve was saying and focus on the crashing of the waves. But Cap's voice was deep and alluring. "I didn't care about myself but that didn't mean I didn't care. I cared a hell of a lot about the world around me. I figured if I was so unimportant I'd put my life towards helping people who matter. Then something strange happened... someone decided I was going to be important." Cap slowed to a halt and turned to face Dean. The hunter had fallen more than a few paces behind and was starting to breathe a bit heavier. He dropped his arms to his side and let his sprint slow to a meander. Steve watched him with a kind of knowing expression, his eyes big and blue and sympathetic as they found Dean's. Steve continued, "You live your life content to be rank and file, and then outta the blue, you learn you have a destiny... that kinda whiplash can really mess with a guy." "I know what you're doing..." Dean panted. "Of course you do." Steve nodded "You're smart Dean. You're compassionate. You're loyal. You're brave. And you got grit, the real fight until you your dying breath kinda grit." Steve's eyes flit over Dean analytically. "We got a lot in common you and I." Having finally, caught up to Steve, Dean planted his feet in the sand. "So you read my file." Steve nodded. "I looked at it all. Pscyhe eval, history. Hell, I even thumbed through that book series God wrote about you." "Seems a bit overkill for a guy who talked during class." Dean grinned. He knew that he'd gotten to the guy but it seems Steve had been thinking about him A LOT. Steve just laughed. "This isn't because of the speech. It was because you fucked my boyfriend." Dean was so shocked by hearing Captain America say `fuck' that he didn't even register the intent of the statement. He wobbled back on his heels. "Did you just curse?" Steve's knowing smirk grew wider, "You're really surprised that an army man knows a few four-letter words? I take being a role model seriously. But we're all alone and I get the sense you can handle some honesty." Dean's mind finally started unpacking the rest of that statement. "And you said boyfriend? As in a guy? As in-" "I'm bisexual." Steve said firmly, "Glad people got hip to that since my day. Though the barracks were plenty busy even in the sixties." Dean shook his head. "But... I fucked your boyfriend? When did I..." "I can't blame you, Dean. After all, you couldn't be expected to ` turn down a slutty blonde with a huge rack'." Dean's eyes went wide. "Thor!?" Steve answered with a solemn nod. "Thor and you are?" Steve nodded again. "You and Thor?" "Like bunnies," Steve said, quietly enjoying the few as Dean's bratty know-it-all exterior dissolved before his very eyes. Dean tried to wrap his head around the thought of Steve and Thor getting hot and heavy together. "But he said he'd never had gay sex before." "He'd never been fucked before." Steve corrected. He watched Dean's eyes light up with hope. "So does that mean you're a bottom?" Dean asked chewing his lower lip. Steve let out a deep laugh. "I bottom for Thor for the same reason I wear jeans on the beach." As Steve spoke his hands moved to the base of his shirt. He peeled the tank off his body to reveal his chiseled torso. Slack-jawed Dean watched, managing only to drool on himself a little. He didn't figure out why Steve was disrobing until Cap tossed his shirt on the sand. It landed next to a sign that declared they were now entering a nude beach. Dean stammered out "What?" "My cock is too big," Steve said bluntly. The zipper of his jeans and out flopped Steve Rogers' penis. Even completely soft the super soldier's manhood rivaled that of the gods'. Steve was about a foot long and thick as a beer can. And as he shimmied out of those jeans he revealed a set of balls that were roughly the size of kiwis. For all his charm and witty banter, all Dean could do was stand and stare. Steve savored the silence and enjoyed the look on the other man's face. "You see the problem? It takes someone very skilled with an absurdly large ego to handle something like this." Steve grabbed his massive manhood and squeezed it. "I'm talking about a person who thinks they're stronger than a god." There was a hunger in Dean's eyes as he stared at Steve's package. He had never seen a dick that big in his life. Steve may be the most hung man in history. Dean couldn't imagine how that would feel... but he also suspected he may not have to wonder. "I knew you were flirting with me." Steve sighed heavily. "Oh, Dean. You have so much to learn still. Lose the clothes and get moving." Steve took off running once more, but now he was moving backward so he was still facing Dean. Steve's obnoxiously long cock slapped against his legs and his heaven-sent pecs bounced with each step. Dean frantically clawed his clothes off and took off after him. Hope you enjoyed it! I always welcome any feedback, suggestions, or questions at fanboi214@yahoo.com. Hopefully, it won't take me as long to write the next installment.

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