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Now Dean would sit here and lie and say he ISN’T as easy as people like to claim, but then that’ll just be him lying right through his motherfucking teeth. There's a lot Dean would do if that means he’ll get an easy lay– take right now, for example. Sucking this hot ass weirdos dick whilst hard AF.
Dean is only in this situation right now. Why? Because he thought the girl would just give him her number– wrong– just wrong. If Dean could maybe go back in time for maybe an hour or so, he’d probably do the same thing.
—-
This frat party is one of the first in the spring semester, and all the seniors are ecstatic that they're getting closer to being done-and Deans one of them.
“Cher!” Benny yelled over the loud music, waving frantically to get his attention. Spotting Benny, Dean smiled and made way over, pushing past the bodies of people, and he found himself standing in front of Benny. Thanks to Benny being a part of this frat, Dean, Charlie, and Garth find themselves a free way into this awesome-sweet-cool-senior-bash that Charlie likes to call it, and a full range of all the liquor they have.
“We almost thought you weren’t going to make it,” Benny spoke again, a smile on his face as he slapped Dean's arm.
Nodding frantically, Charlie yelled, “Yeah! So… that means you need to play catch-up!” She thrust a bottle of Luna onto Dean's chest. Glancing nervously between Garth and Benny, he knew he had no way out of it.
Letting out a sigh before he let out a laugh, “Alright y’know I love to drink,” He started as he began to untwist the bottle, “How many?” He asked towards Charlie, the bottle of Luna isn’t the biggest, but damn did they make a good work of it, leaving just enough for Dean–like five to six shots, enough if they were doubles.
“The rest!” Charlie yelled, Garth, nodding with her, “Oh! And when you're done, Ash had went an’ rolled a feew,” She said, biting her lips as she slurred her words.
Raising his brows, “Oh yeah?” He asked before tipping his head back and downing the bottle. Breathing in and out through his nose, opening his throat up as he let the liquor slide down his throat all the way until there was nothing in the bottle left, letting out a huff, he moved the empty bottle off his lips. Licking them, he passed it straight to Benny to get it out of his face.
“Wow, cher,” is all Benny said before moving to go and throw it away. When he came back, Charlie rushed them all towards Ash, who was sitting on the couch, sparking up with none other than Meg. She’s a bitch, she knows she’s a bitch, she hangs with bitches, but fuck, those bitches she hangs with aren’t hot-as fuck. Plus, she’s like somewhat besties with Charlie, Dean plays it cool with her sometimes (and not because she’s an easy way for him to get a lay (even though he shouldn’t mess with any of her friends anymore (only because of the fact him and his ex ended things pretty badly))) But hey, who is dean to care about any of that?
Scanning to look at all the people in the area, Dean makes eye contact with none other than Cassie, the beautiful, oh so beautiful, sweet mass comm major, thats in what? Journalism or something beats Dean, he doesn’t really care all that much–but what he does care about is getting in them pants and seeing what's in them panties.
Smiling, the four of them stand in front of everyone, greeting Ash first, cause it's just rude not to, especially if you're trying to smoke his stuff, and then the fewer people after. Giving everyone his best flirtatious smile, Dean grabs the blunt that was being passed along his way, taking a generous amount of hits before passing it over to Charlie before he loses his lungs.
It was sometime between finishing the first blunt to having another whilst also taking maybe seven more shots where Dean feels as if he’s floating—like he’ll run across the lawn butt booty naked if you so much as ask—thats how fucked up he is.
Of course, Dean doesn't know his own limits, taking one more puff, pulling as much smoke as he possibly can before it feels like he’s choking and starts coughing, he passes right to his trustworthy Queen Charlie, all before Meg ruins it by asking—
“Do boys ever kiss each other? I'm just wondering, because girls do like all the time.” She asked, looking around, the other ladies nodding in agreement with her. “Like getting guys to kiss and I mean actually kiss is—“ Tuning her out, Dean takes this as his chance.
“Cassie” Dean smirked out, licking his dry lips to add moisture, “Why, I dunno, you gimme your number?”
Silence filled the air as everyone looked at Dean, then back at Cassie. “Hm,” She hummed, biting her lip as if she was deep in thought before sharing a strange look with Meg, “I’ll give u my number,” She began before pausing. When she started to speak, again thats when Meg interrupted her.
“But! only if u go to the bathroom and suck his,” She hurriedly yelled out, pointing right next to her on her left— Casti-fucking-el, “dick right now and take a video and show it to us.” Hushed silence lingered in the air as everyone looked at all four.
Letting out a shaking laugh, “What?” is all Dean could say, because what?
“Whoa,” Charlie and a few others mumbled.
“What?” Dean asked again, now looking strictly at Cassie.
“Uhm, that’s like so different from what I was going to say,” She let out a laugh, “I mean it works though, I was only gonna ask you to kiss someone but—“ picking up her shot glass, “unless you don’t want my number?” She asked, racking her eyes slowly up and down Dean's body, and if thats not his bat signal, then what is!
“Uh— Sure- I mean- long as it's cool to you?” Dean asked, and for just a second, Dean's mouth watered as he nervously looked over to Castiel, who hadn't said not one peep. And hey deans so like so not freaking out! And maybe it's the weed thats making him all calm like this, and maybe he’ll freak out tomorrow if he remembers.
Standing abruptly, Castiel nodded just once before making his way upstairs. Following Castiel's lead, Dean walks upstairs with shaky legs.
Walking past multiple rooms, Dean sees the door Castiel left open, walking right into Castiel, Dean lets out a soft grunt, “Have you ever sucked cock before?” Castiel asked, grabbing steady onto Dean's shoulders for him not to fall-or maybe run away. Shaking his head no, Castiel let out a sigh before running his left hand through his already messy-bed-fucked hair.
“You don’t have to do this, especially not for a number,” Castiel spoke, his words slurring ever so slightly. He’s not as drunk as Dean, but he’s pretty fucked up himself. Flashing his handsomely beautiful’ classic Winchester smile, he sinks onto his knees.
“Sorry if I suck,” Dean mumbles out, as he fumbles to unbutton this guy's pants. Castiel is doing nothing but leaning back against the door– even though he sees how badly deans struggling, looking up through his lashes, he can very obviously tell Castiel finds this oh so hilarious, and clearly that also means he will not be helping Dean get him out, he let out a huff of frustration before finally-finally pulling his pants down to his thighs.
Cradling Dean's cheek, this is what he decides he can help with-pulling his—oh what the fuck. Does he think Deann is sucking this? Taking in a shuddering breath, Dean frowns as he looks back up at Castiel, distracted as Castiel is stroking his face whilst stroking his thick, fat cock(it now makes sense why this weirdo said cock and not dick).
“You expect me to suck this?”
“Only if you want.” He replied before pushing his index finger into Dean's mouth, most likely to shut him up. And all Dean could do was take it, “Here's a practice round,” He smirked. Pushing his middle finger in as well. Slowly but surely, Dean was feeling the rhythm, getting into just how good it feels, feeling the way Castiel's fingers push ever so slightly down onto Dean's tongue, creeping their way deeper in his throat.
Slowly, Castiel pushed his fingers out. “Fuck,” Dean whimpered out, didn’t even get to actually sucking, and he’s already hard. Using his thumb, Castiel pushed Dean's mouth open, sliding the tip of his cock into Dean's mouth. Cocking his brow, Dean lets out a breath whilst nodding his head, letting Castiel know to go ahead.
“Tap my thigh twice for me to pull out if you need a break. Okay?” Nodding his head, Dean leaned forward, hands holding onto Castiel's thighs to hold himself up, as Castiel moved his hand, caressing his cheek into gripping his hair while he fed Dean his cock.
“That’s it, open up for me…” He whispered, pushing in until he’s about a good three inches in before Dean feels himself choking. Pulling out slightly, Castiel pushed in again, slowly going deeper and deeper as he could, and each time Dean chokes, he pulls back to the tip.
A steady rhythm got built up from this, Castiel testing how far Dean can take him and starting over. Eventually, Castiel remembers that Dean needs to record this, bending over to reach Dean's back pocket– and choking him deeply in the process. Castiel grabbed his phone, sliding it to the camera.
“Look,” He ordered out, still slowly thrusting into Dean's mouth. Looking up through his lashes, Dean stared straight into his camera lens. Swallowing castiel, spit drooled out each time castiel moved away. Spit trickling down his chin, tugging Castiel started to quicken his hips ever so slightly. Moaning around the thick girth, Dean closed his eyes.
Only to feel a sharp pain in his scalp. Opening his eyes, looking past the phone and at Castiel, they stared at each other. Taking the hint without having to have Castiel actually say what he wants, Dean looked between the phone and Castiel.
And holy fuck, Dean is aching between his legs. Moving his right hand off of Castiel’s thigh, he pushed his palm onto his dick thats rubbing against his jeans. Moaning around his cock, he moved his head as best as he could whilst Castiel fucked his face.
“Tsk, put your hand back,” Castiel moaned out, tugging Dean's hair. Pulling out of Dean's mouth, Dean had both hands back on his thighs, gasping for air. Castiel thrust his hips, making his cock push past Dean's pretty, slicked-plumped mouth. He pushed all the way inside, choking him, before pulling it out to the tip just to do it again.
Dean is nothing but eager. Eyes watering as tears threatened to fall past his thick lashes. Green eyes glossing over, as his jaw slackens.
“Mm,” Dean moaned out, as he swallowed all he could, gagging here and there each time Castiel tried to fuck past his limit. This is sloppy as fuck is all Dean could think. Normally, he’d be softened from this sight, all that spit and pre? Not his thing at all. But the sounds of his gagging and the slapping of Castiel's balls hitting his chin is overly doing it for him.
Spitting and precum dripping all over his face, Dean spread his legs more. Humping the air as he tries to get some form of relief on his dick in these tight-ass jeans. ‘This is so fucking hot’, ' Dean mindlessly thought, eyes threatening to shut as the tears finally fell down his face. The weed is doing immeasurable damage to him, making Dean overly sensitive.
Pulling out again, Castiel let Dean cough and suck another deep breath before slamming his cock back down Dean's throat. Gagging over and over as Castiel relentlessly fuck his face–almost as if he’s trying to fuck into Dean's brain. Eyes rolling back, as all he could do was take it-and take it. Dean's sure once he looks back at this video, it’ll look like some bad homemade porno. But thats a problem for Dean later because if Castiel keeps up this pace, Dean will have no choice but to come in his pants.
But it seems like Castiel isn’t too far off. “Oh fuck–fuck-” He moaned out, pulling his cock out one last time before removing the hand thats holding Dean's head onto his cock, stroking it as he came all over Dean's face, and a little bit of it in his hair.
Stopping the recording, Castiel sighed, looking deep into Dean's soul. He pushed his soft cock(which is still big, so clearly he’s not a grower but a shower) back into his underwear and pulled his pants back up, buttoning them up. And all Dean could do was stare back, mouth open to catch some of his come, swallowing it and licking his lips.
“Come on, let's wipe your face,” Castiel grumbled, pulling Dean up from the ground. Letting Castiel move Dean closer to the sink, the nice cold water was a shock against his numb skin. Dean is floating on fucking air, smiling wide as Castiel tries to get all his come off of Dean.
“Do you need me to?” He asked, pulling Dean up from the sink as he patted his face dry. Letting his wet hair drip, Dean followed his line of sight all the way down to his hard dick.
Nodding his head, “Please?” Dean begged hoarsely, biting his lip. “ ‘m so close…”
Nodding, Castiel threw the little paper towel away before reaching and unbuttoning his pants, pulling them down just enough to get his dick out.
“Hold your shirt,” Castiel spoke, moving his shirt to Dean's mouth, biting his shirt between his teeth. He sucked in a breath when he felt Castiel's warm hand on his aching dick. In two to four strokes, Dean was seeing white, moaning softly, his head fell back as Castiel kept him steady with his other hand.
“So…. Where’s our videos?” Meg asked with a smirk. Everyone looked at both of them as Castiel pushed Dean to sit on the couch–where Castiel was sitting previously before taking deans old spot.
“Mm,” Dean sighed, moving for his phone–that should be in his back pocket before Castiel spoke.
"Here, Dean.” Thrusting the phone into Dean's hand– and see now this is where Dean is going to forever be embarrassed–he’s clearly fucked up, and he shouldn’t show anyone this, but–this is a problem for future him to be embarrassed about. Because before common sense could even try to follow Dean, he’s already pulled the video up.
Everyone is gathering around to see if Dean actually sucked his dick or not. Gasps came out of everyone as Meg took his phone out of his hand, the nasty sounds of Dean's mouth filling the air with the music.
Buzzing with the afterglow, and him being high and drunk, Dean found himself sinking further down. Skin filled with goosebumps while he smiles dumbly at Castiel.
“Holy fuck.”
“No way,” were the recurring words passed around from everyone, until Cassie spoke.
“This is hot as fuck, thanks, Dean.” She said, passing his phone back towards him. Showing all teeth, Dean gleamed.
—
Of course, when the next day came around, Dean had finally finished throwing up his guts. Charlie was seen smirking with Benny. And of course, after the shock of finding out about what stupid things he did, he checked his camera roll to, in fact, find the video of him sucking dick. And he was right that shit was hot as fuck. And instead of Cassie’s number, he had Castiel’s instead.
And of course, once Dean was over the shock, he hit Castiel up again.