Dirty Little Secret

Pairing: Dean x Gina (past) / Sam x Gina (present) 
Rating: 18+
Tags: AU, no supernatural stuff, Gina and Dean are roommates, masturbation (m), keeping your exes’ nudes, loud sex, thin walls, auralism (listening to people having sex), awkward morning after, making out, third wheeling, sex with an audience 
Word Count: 3k

Created for: Gina’s monthly commission for this November! It’s an idea I’ve had for a little while and she graciously picked it out of the pile and asked me to finally write the damn thing 😂 hope you love it babe!

PS: Happy Thanksgiving everyone 🦃🍗

“C’mon, tell me Gina,” Dean pokes, watching her put the finishing touches on her makeup for her date. She’s been refusing to tell him who she’s seeing, and it’s been weeks since they made it ‘official’, but she still insists on hiding it. 

“No,” she laughs, brushing him off again. She drops her lipstick in her purse and sits down on her bed to pull on her shoes – her highest heels, which tells Dean one thing at least, her new boyfriend must be pretty freakin’ tall. 

“Why won’t you tell me?” Dean pouts, acting offended. Deep down, he is a little offended Gina won’t trust him with this secret of hers, but he’s not about to let that slip. “Are you embarrassed about something? Does he have a tiny dick?” he laughs at his own joke, and Gina scoffs. 

“The opposite,” she answers reflexively before clamming up, realising she’s revealed a new detail to her roommate that she hadn’t meant to let slip. 

“Okay, so why won’t you tell me Mr. Big-Dick’s name?” 

“Don’t call him that,” Gina replies snappily, grabbing her things and heading towards the door. 

“Should I be expecting you home tonight?” Dean calls after her. 

“Maybe don’t wait up,” she smirks and shuts the door with a click, leaving Dean on his own. 

It’s late. 

Gina’s not home, just like she promised, and Dean’s bored. He should just go to sleep, but he’s far too restless for that. He tried zoning out to some Dr. Sexy, MD, but he hadn’t been able to focus on it, and decided to just turn it off in the end. So now he was in bed, staring at the ceiling, while his roommate was out on a date. Well, she probably isn’t out anymore. Gina and Mr. Big-Dick are probably back at his place and banging by now. 

Dean scoffs quietly, refusing to acknowledge the jealousy he feels pooling in his gut at the thought. He hasn’t gotten laid in weeks he realises, and his dick gives a feeble throb at the thought, as if it’s reminding him that it’s there, feeling neglected. 

“Maybe we’ll go out tomorrow,” Dean mumbles, reaching down and adjusting himself in his shorts. When it registers in his tired brain that he actually just spoke out loud to his dick, like he was comforting the damn thing, Dean feels like the biggest loser on the fucking planet. Immediately he reaches for his phone and pulls up his camera roll, thumbing through to the album of nudes he has saved – all ones he’d been sent in the past. 

Selecting one of his favourite boob shots to start off – this one from an anonymous chat on the internet – Dean shoves his hand under his waistband and starts pulling his dick to life. He remembers this girl was really good at dirty talk, telling him all the shit she wanted to do to him, and some of it had been pretty fucking wild too. The memories do their job in getting him hard enough to begin leaking precum. 

He wriggles out of his boxers and gives himself more room to work with, running his fingers through the bit of wet on his slit and massaging the head. The next photo he lands on is of one of his exes’, Madison, her legs wrapped around his body and his dick nudging at her entrance. Dean concentrates on the feeling of slipping inside of someone, letting their body mold itself all tight and wet and soft around his cock, just as he tightens his grip on himself and forces his hand down his shaft, trying desperately to mimic the sensations. 

Dean scrolls to a new picture, stroking himself lazily but keeping his grip tighter, thrusting his hips a little, like he’s fucking into someone on top of him. That’s one of his favourite positions, a girl riding him, grinding her pussy against his hips to get herself off, just using his dick like a toy, like he’s not even there. He finds a short video of a one night stand he had doing exactly that. Angela had been so rough with him, bouncing on his cock like his thighs were a goddamn trampolines, but she had been so fucking tight it had been worth it. And she played with his nipples – he really likes when girls play with his nipples. 

The video of Angela riding him ends, but Dean can still hear a faint moaning sound. Pausing his current activity, he sits up and listens, wondering if he can hear their neighbours in the next apartment over going at it again. If it is them, he’s absolutely complaining to the landlord this time. Listening carefully, he hears another distinct moan, but this time it’s followed by the sound of a door opening and shutting; then the moans get even louder. 

Fuck, Gina must be home, and clearly she’s brought company. Dean flops back against the bed, vaguely disgruntled at the interruption. They were supposed to be at her boyfriend’s place, not here. He wonders idly what happened to make her take the risk of exposing her dirty little secret by bringing him back here, but then Gina whimpers loudly and Dean’s dick twitches, and he decides he doesn’t really care about that right now. 

Dean gets his hand back around himself and flips through his camera roll again, looking for more inspiration. He’ll be damned if he’s gonna let Gina and her secret lover keep him from getting off tonight.

Another door opens and closes, and now the sex noises are even louder – they’ve made it into Gina’s room. Perhaps unwisely, their beds are both resting against the same wall, and it doesn’t take long for a rhythmic thump, thump, thump to start up from his roommate’s direction. This is shortly accompanied by a chorus of whimpers that steadily grow louder and louder, and eventually they’re joined by a series of deeper, rougher groans. 

As creepy as it feels to be listening in, the sounds are actually helping Dean to reach his finish line a little bit faster. It’s always better with a bit of audio, especially when the girl sounds like she’s enjoying herself. And from the sound of it, Gina is really fucking enjoying herself. Dean doesn’t think he can remember her ever sounding that strung out when they had been fucking around with each other. At that thought, he feels a little drop of precum leak out onto his stomach. 

It had been a while since he thought about his time with Gina. It had always just been sex, with her, they never developed further than that, which was fine for both of them. But since they were friends and roommates now, Dean had always felt a tad bit guilty any time he used memories of their time together for spank bank material. Now, with Gina moaning so loudly she may as well have been right next to him, it’s impossible not to remember what it had been like to fuck her. 

Unbidden, his fingers flick through a cascade of images until he finds the one video he’s kept of her, the one he can’t bring himself to delete no matter how much he knows he should. She’s spread out on the bed, legs thrown wide, fucking herself hard with a vibrator. She’d sent him this video in the middle of a shift at work, knowing he’d have to either finish his shift at the bar with a hard on or duck out to the back room to jerk off. He hadn’t lasted the shift. 

Watching the video again, seeing Gina fuck herself just as vigourously as she seems to be getting fucked right now, hearing her breath hitch through the wall in the way he remembers means she’s about to cum, Dean can’t hold himself off any longer. He spills over his hand and stomach, groaning involuntarily, but he doesn’t think he’ll be overheard, because there’s a hoarse shout from the next room as the boyfriend apparently finishes at the same time. 

Dean lays there for a minute or two, breathless and brainless, letting himself savour the high before it starts to seep away. Pulling off his boxers completely, he uses them to clean up the mess and tosses them to the floor to deal with in the morning. Turning over and flicking off his light, Dean reflects that he’s got his own dirty little secret to hide from Gina, now. 

Breakfast will be fun tomorrow. 

Gina peeks her head around her door, checking the hallway is clear, before creeping across to the bathroom. Her overnight guest is still in her bed, sound asleep, but she’d woken up as soon as the light began to filter through the gap in the curtains she’d forgotten to close the night before. She’d been a bit distracted, after he’d fucked her so hard she was speechless. They’d both fallen asleep almost immediately after he’d pulled out and rolled off her. She’s regretting that now, hence the early morning shower before he wakes up. 

When she’s clean and wrapped up in her fluffy bathrobe, she feels much better. Standing outside her door a moment, she can still hear light snoring, which brings a little smile to her lips. Deciding it would be a nice gesture to wake him up with a cup of coffee, Gina makes her way to the kitchen, but she stops short when she rounds the corner to find Dean sitting at the breakfast bar already, steaming cup of coffee in hand. There’s another mug, made up just how she takes her own coffee, sitting by his elbow. 

“Good night?” Dean smirks at her knowingly, pushing the coffee in her direction. Gina takes it sheepishly, trying to avoid Dean’s gaze, but he isn’t letting her escape that easily. 

“Yeah, it was great,” she finally brings herself to speak after taking a sip of her drink. 

“It certainly sounded like it,” Dean’s mouth tugs a little oddly, and Gina winces. So he had heard, after all. At the time she’d been too drunk to worry about how loud they were being, but she knows she has a tendency to be a bit… vocal, most of the time. 

“Shit, I’m sorry,” Gina cringes apologetically. “We were a little out of it, and our place was closer than his so we just decided to come back here instead. That was stupid, we should have just gone to his place.” 

“Hey, it’s alright,” Dean shrugs, “not like I haven’t heard it all before.” He shoots her a lecherous grin before taking a sip of coffee, somehow managing to make even that simple action suggestive. That’s a talent Dean’s always made ample use of, and Gina can’t help but laugh. 

“Yeah, okay,” she rolls her eyes. “Still sorry you had to hear it though.” Dean just shrugs again, and they both take another long drink of their coffees. 

“Kind of annoyed you weren’t moaning his name the whole time, then I could have at least found out who Mr. Big-Dick is,” Dean teases, but Gina nearly chokes on her coffee when he suggests that. 

“I told you, you don’t wanna call him that,” she splutters, trying to catch her breath. 

“Why? His tool not up for the job? Were you fakin’ it last night?” Dean gasps, eyes going wide with the idea. 

“No! Of course not,” Gina hisses, trying to keep her voice down, and glaring at Dean to do the same. 

“Then what are you so embarrassed about?” Dean asks again, not letting the subject drop. 

“Nothing,” she protests weakly, running out of excuses to not tell Dean who had been plowing her into the mattress almost every night for the past month. “We just decided we want to keep things private at the moment, that’s all.” 

“What, is he married or something?” Dean scoffs. 

“No,” Gina rolls her eyes. 

“Then what the hell do you have to keep it a secret for? We’re friends, you’re my best friend, really, besides Sam, but that’s…” Dean trails off, staring at her, and Gina realises that she had cringed when Dean mentioned his brother’s name. 

“No…” he whispers, eyes darting from Gina, to the hallway, and back again. Then he springs up, making a break towards their bedrooms before she can catch him. 

“Dean, no!” Gina shouts, sprinting after him, but she’s too late. Her bedroom door is thrown open and Dean is inside, looking down at his little brother, who’s still naked – but thankfully covered – in Gina’s bed. 

“What the fuck?!” Dean shouts, rounding on Gina accusingly, and Sam grunts and shoots up in bed, looking around in deep confusion before his eyes land on the pair of them, and he yanks the bedcovers up his body reflexively. 

“Dean!” Sam gawps in surprise, his face going blotchy and red in embarrassment. 

“Sam is Mr. Big-Dick?” Dean demands, gesturing wildly at the bed behind him, then he realises what he’s just said and gags. “Oh, gross.” 

“I told you, you didn’t want to keep calling him that,” Gina shuffles her feet awkwardly, peering up from beneath her lashes at Dean. “Please don’t get weird or mad or anything,” she pleads, desperately hoping she hasn’t just fucked up her friendship with Dean for good. This is why she’s been avoiding telling him, she had no idea how he would react, and he doesn’t seem to be taking it particularly well at the moment.

“You’re telling me Sammy was the one making you moan like a two bit whore last night?” Dean asks incredulously, face still astonished and unbelieving. “Now I know you must’ve been fakin’ it,” he scoffs rudely, clearly pissed. 

“Hey!” Sam and Gina both protest simultaneously, Sam clearly offended, and Gina offended on his behalf. 

“Sweetheart, you never sounded like that for me,” Dean’s grin was teasing but hard, “so no way little Sammy here knows how to play you like a set of fucking bagpipes.” 

“I’ll have you know that Sam is excellent in bed,” Gina defends him angrily, and behind Dean she notices Sam blushing, but she also sees the small smile that spreads across his face, and she shoots him an encouraging glance. “The best I ever had, actually.” She stands tall, crossing her arms over her chest for emphasis, but Dean just scoffs at the pair of them again and rolls his eyes. 

“I don’t believe it for a second, sorry,” he says derisively, and Gina has no idea what comes over her, but she doesn’t stop to give herself time to examine her actions before she moves. Striding forward she pushes Dean aggressively, and he falls onto the end of the bed, shocked and off balance. 

“If you don’t believe it, then I guess we’ll just have to show you,” Gina snaps, dropping her bathrobe to reveal her still naked body, and climbing onto the bed to straddle Sam.

He makes a surprised grunt as she leans down to kiss him, but after a second he stops trying to protest around her tongue and melts into her. Gina takes advantage of his brief lack of reluctance to wind her tongue between Sam’s lips, drawing a heavy moan from him that seems to jar him out of his shock, because he pulls her in closer and folds his arms around her back. 

Gina begins to lose herself, like she does every time she kisses Sam. He has a way of enveloping her every sense, drawing her into him so all-consumingly she can barely think about anything besides wanting more; needing more of him. He lays back, carrying her down with him so she’s draped across him, and when their hips fit together more closely she can feel him getting hard beneath her. Grinding down over him as they continue to make out has Sam moaning into her mouth, pulling out of the kiss to bite at her bottom lip in retaliation, making Gina let out some less than dignified sounds of her own. 

“You really just let her take control like that, Sammy?” Dean’s voice breaks through their distracted little bubble. It sounds like a sneer, but Gina can hear the hesitation behind his tone; the cracks in Dean’s bravado. She feels Sam laugh beneath her. 

“Well I’m not gonna stop her from jumping me if she wants to, am I?” Sam scoffs, pulling back to look up at Gina’s face above his own, smiling knowingly. He reaches up to tuck her loose hair behind her ears, and she feels herself flush under his gentle attention. “But we both know that’s not what you really want, is it baby?” He speaks directly to her this time, and Gina bites her lip and shakes her head. 

“Yeah?” Dean grunts, unconvinced. “You gonna show me what she really wants, little brother?” 

In a sudden movement she really should have expected, Sam flipped them over so her back is on the bed and Sam is hovering over her possessively. He smirks down at her, the softness that had been in his expression a moment earlier completely gone now, replaced with a quiet determination and an air of confidence that was gut-wrenchingly sexy. 

“I’m gonna show you how you should have been fucking her if you wanted to keep her around,” Sam directs his words at Dean, but he keeps his eyes trained on Gina. He bends down and leaves a hard kiss on her lips before he starts to move down her body, sucking a mark into the base of her throat in another sign of his claim over the girl beneath him. Gina shivers under his touch, breath hitching loudly when he finally reaches his hand between her legs. 

“Oh, god, Sam,” she whimpers, grinding herself into his touch. 

“That’s it baby girl, you make all the noise you want,” Sam coos, latching his mouth onto one of her breasts and sucking, hard. “Remind Dean just what he’s been missing.” 

Dean knows he shouldn’t be here, watching this, but something’s gluing him to his spot on the end of Gina’s bed, holding him captive. Watching Sam and Gina is like staring at an eclipse, or a car crash – he knows he shouldn’t, but it’s too tempting, too all-consuming. And it might just be seared into his vision forever, no keepsake on his phone necessary. Just their dirty little secret.