Archive of Our Own

It was time to say goodbye to 2025 and bring in the New Year. There was only one way you wanted to celebrate and start your year. It had been something you had desired for as long as you could remember, and you finally had enough. This was it. 2026 was going to be the year it was finally yours.

As quietly as you could, you turn the doorknob and slowly push the door open, not wanting to make your presence known. Popping your head in, you see two lumps under the covers, neither seeming to be awake. Taking the risk, you proceed to make your way in, closing the door with the same gentleness you opened it with, and tiptoeing across the room to the right side of the bed.

Sam looked so peaceful and calm while he slept that you took a moment to admire him and enjoy the expression you so rarely saw while he was awake. He was sleeping on his back for the moment, something you were thankful for, as he usually slept on his side or front. Things were beginning to line up just as you needed them to.

Finally taking your eyes off him, you check over his shoulder where his girlfriend was in a similar, if not deeper, state of sleep. If the snoring was anything to go by. She looked like she wouldn’t wake up even if a hellhound came crashing through the walls. Exactly what you needed for your plan to work.

Not wasting a second more, you reach out and slowly pull the blanket down Sam’s body. He shivers but does not wake up or move any further. It takes all your strength to keep your hands to yourself and not trail them up his body, not wanting to wake him up just yet. Instead, you slowly slink into bed, careful not to jostle them too much, allowing yourself to get comfy in between his legs. Thankfully, it was New Year’s Eve, and he had drunk far too much, allowing you such liberties. If he hadn’t, you would’ve never gotten this far. He would have woken up the minute you opened the door. Such was the awareness and sleep schedule of a hunter.

Turning your attention back to the task at hand, you focus on his boxer-covered thighs for the first time. You had seen him like this before, hunting led to no boundaries, but this was one that the two of you had never crossed before. Never had it been the right time, nor the right situation. It still wasn’t, but you had drunk far too much, and you didn’t care for repercussions, only actions. Anything that happened in the haze of New Year's didn’t count, right? It was like a magical erasing hour that let you be as free as you pleased. Not that it mattered either way. The wetness in your panties overrode all your worries.

Your gaze mapped him out, and one thing was obvious from his boxers alone, height wasn’t the only thing he had several inches in. It bulged out in a ridiculous way that you hadn’t seen before, and you knew he wasn’t even at full mast yet. It only made you want it inside you even more.

Ever so slowly, you lower your mouth until it is hovering over his length. Gently, you press your mouth against him and feel his overall size through the material, getting an estimate of what would be inside you soon. His body must’ve liked it as he started to grow against your tongue, the cloth getting completely soaked through. Your hands were idly by his hips, not touching him in the slightest, but needing to hold yourself over him. The less your body restrained him, the longer he would remain asleep. You didn’t expect him to stay asleep long, though.

Once you deemed that the material was sufficiently soaked through, you realized his tip was peaking out of the band and rising to the occasion. Refocusing your tongue on his tip, you give small kitten licks and watch as he jerks at the sensitivity, almost waking up. The action causes you to freeze, not quite ready for him to wake up just yet.

Not wanting to risk it further, you wait a few minutes until you are sure he is still asleep before continuing your administrations. Redoubling your efforts with your tongue, you treat him like your own personal ice-cream cone, before slipping the head into your mouth and sucking. It was something you craved and only ever thought of late at night by yourself. You wanted desperately to spend hours with him resting on your tongue as you feasted on him, ingesting load after load, but more than that, you just wanted to feel the weight of his heavy shaft against you, and now you finally were.

The desire only deepened now that you had gotten the chance. You wanted to do this far longer than you were going to be able to, especially since he wouldn’t take long to wake up. It was a miracle he hadn’t yet with the way you kept increasing the pressure on his erection and were all but lying on his legs.

Your hand reached up to his boxers, palming the rest of his length through them as you kept sucking his head, tongue focusing on his slit, causing him to jerk up, surprising you, but not enough to falter in your movements. He didn’t seem fully conscious just yet, something you were happy about, as you wanted to get more of him in your mouth before he could stop you. Removing yourself from his cock, you ease his boxers down under his balls and return your mouth to his tip, not stopping until you have half of him in between your lips. You didn’t even pause for a second to take him all in before trying to swallow him down, but just because you didn’t, did not mean you didn’t know it was going to be a struggle to fit him inside of you.

You did love a challenge, though. The fact that you could already fit half of him in your mouth was a testament to that. Your hands reach for him once more and stroke what you didn’t manage to fit in you, with two hands that didn’t seem to be able to grasp onto something so big. Your tongue once again seeks his slit, trying to explore every vein you could, not getting enough of those ridges and dips against your tongue.

You figured it might have been too much pressure for him, because soon enough, you felt a hand clasp your hair in surprise and try to pull. Logically, you knew you should have let him pull you off, but logic would also say not to sneak into someone else’s bedroom while they were sleeping, especially if they are sleeping next to their girlfriend. So, instead, you fought his grasp and hallowed your cheeks, squeezing his balls and trying to choke yourself on his gorgeous, thick cock.

A harsh tug finally draws your eyes up and away from his length, and you immediately notice Sam was breathing hard and staring wide-eyed down at you. Not expecting to be woken up in such a way. Confusion, anger, and a lust he was trying to conceal were clear in his eyes. Unfortunately for you, he seemed eager to focus on the anger.

“Y/n? What the hell!?!” Sam whisper-yelled, looking over to his side for the first time since he woke up from a way too vivid dream that turned out to be a lot more reality-based than he believed.

His first reaction upon waking up was to seek out whatever was causing such intense feelings to arise. Understanding came to him as his hand immediately met hair, and for a moment, he thought it was his girlfriend, and pulled on it in encouragement. He quickly noticed the texture felt different, and a glance down had him realizing it was a totally different style of hair draped over him. Recognition came fast after that.

A moan was barely suppressed once he became aware of who was truly touching him. He wanted so desperately to force your head down until you took his whole length in. Watch you choke and cry all over him because it was too much. He knew you would take it all and ask for more, you'd be greedy and so willing. He'd teach you exactly how to take his cock just the way he liked. You'd be perfect for him, just as he always imagined you would be. In that moment, he wished for nothing more than to use your throat as you stared at him, but he couldn’t. Instead, he was trying to pull you completely off and figure out what was going on. “What are you doing?!”

“Shhhh, you’re gonna wake her up.” You whisper, using his distraction to press your head back in between his legs and lick at him. His body jolted, but he wanted to pull you back once more, only managing to leave his hands on your head.

“Y/n,” Sam groans, trying to stay firm in his decision, “We can’t.”

You ignore his words, bobbing up and down on his length, knowing you won’t be able to fit all of him without practice, so you keep using your hands, seeing as he isn’t doing much to stop you. Stroking what you couldn’t fit and working with your mouth to get him to cum on your tongue. You desperately needed to know how he tasted. It was something beyond your control at this point.

“This is wrong.” He tried again, having a hard time fighting against you when your lips felt so good, and he had been dreaming of this for a while. He was hating himself for not doing more. Though you both knew he could overpower you if he truly desired it. The fact that he was only protesting with words said a lot about his real feelings.

“Just ignore her and enjoy it, Sammy. Don’t you want to start the year off with a good time?” You murmur quickly before getting back to work, doubling your efforts once more when you could see just how close you had him. Your mouth wraps around him like a lollipop, sliding down his length until you reach his balls.

Twirling your tongue, you circle them before focusing on one side and then the other, giving both an equal amount of attention. Your hands join your tongue and cup his jewels. Being gentle but firm in your touch. Your tongue acting as if it were candy, lathering it with all your attention. You wanted him to feel just how much you had been hoping to get your mouth on him, wanting him to feel all the love and passion you had felt for him all these years.

Your tongue let go of his jewels once his noises were becoming a bit too loud. You could see the struggle in his face, though it was scrunched up in a half-pleasured, half-pained expression. You knew how much he had desired you before, just as deeply as you had him. It was never a secret, but one of you was always occupied by another, stuck in hell, or trying to save the world for the hundredth time. You also knew how much he cared for his girlfriend and didn’t want to hurt her. The alcohol and the dark allowed you both to cross that boundary, and now it was too hard to see where it was to begin with.

Eyes never once leaving his face, you notice the way it remains scrunched up, his hands clenching at his sides, refraining from touching you further than when he rested his hand upon your head. You could tell he was fighting the urge to either slam into you or to kick you off, as it was wrong and dirty to be doing this.

Not letting that deter you, you take his head back in your mouth, swallowing some of his length but focusing on the tip and then running your tongue over his slit. He seemed to almost lose it after that. The situation was becoming too much to deal with, and soon he was ripping your head off his cock, fighting the little restraint he had to not cum down your throat. You were disappointed in his actions but expected such a reaction, and stared wickedly up at him instead.

Sam was staring down at you in shock, awe and flimsy control. A deep need to throw you down on the bed and ravage you until you were crying and begging him to stop, overcame him. A slight movement to his right stopped him in his tracks. He almost forgot his girlfriend was there, so lost in the feelings you were provoking.

“Y/n/n, are you crazy?!” He yelled again. Now that your lips were off him, he could think with more clarity. Though he was at war with himself, not wanting this to end. He knew it wasn't right. His girlfriend was directly beside him. It wasn't the right time, but he was starting to wonder if it ever would be.

“Probably” you giggled, sliding up onto your knees and gliding towards him. He froze, wanting to stop you but afraid to move and wake his girlfriend up. You continued until you were straddling his thighs, his eyes shamelessly roaming your body. You were only in an oversized t-shirt, one of his, and lacking any panties. Something purposely done for this moment, as you didn’t want any pesky material getting in the way of this seduction.

His eyes flash to yours the moment you settle against him. He can feel your damp core on his pulsing cock, and it makes him feel weak. His bulge felt larger than you had predicted, and you were a little scared, though most of all, you were surprised that he hadn't pushed you off his lap yet. Not a moment ago, he had managed to pull you off his cock before you could get him to fill your mouth with cum. It was why you were sure he was about to kick you out, not wanting to risk waking his girlfriend up.

The shock was probably clear on your face as Sam seemed to flush, but also get his confidence back. Taking a quick glance to his right, he noticed she was still asleep and sighed before sliding up and rocking against your lower lips. Not one to fight once you’ve already won, you followed suit and rocked back into him until you had a steady motion going. Enjoying the feeling and the way he was already thick and willing. The sensation of him against you like this had you dripping in need, ready for him to fill you up. It wasn’t something you planned for this night, but you would never be against it and would follow Sam to the ends of Heaven and Hell.

You wanted to slip him inside you, but continued to rock against him instead, wrapping your arms around him and biting his neck. He growled at that, seeming to like it rougher, and you wish that intruder wasn’t in the room, so you could see what he was really like, kinks and all.

Sam was at the end of his rope. He so badly wanted to be a good guy, but he couldn’t be. He had wanted you for a long time and had always resisted the temptation. You were his best friend, and the time had never been right, but now that he knew what you felt like against him. How your pussy felt twitching and basically begging his cock to slip right in. He couldn’t hold himself back anymore. It was a miracle he lasted this long.

His hands firmly placed on your hips, helping you rock back and forth, and even grinding his hips into yours and grunting at the feel of your wet heat pressed against his throbbing length. Teasing you both with the feel of the other before he removed one of his hands from your waist and brought it to your core. Digits expertly finding your nub and rubbing like it was their job.

All his experience was on show as he pleased your sensitive core. How you went this long without feeling such divine pleasure, you would never know. Though you did come to the sad realization that your fingers, and any others, would never feel the same after this. He might ruin you for everyone if he kept at it, impressing you with everything he was and had to offer. You would never be able to touch yourself the way he could.

Your hips followed his hand, craving more. The touch electric and shooting pleasure up your spine. His length hot and throbbing underneath you, only adding to the titillating sensations. His hand never let up, allowing you to grind on him but controlling how much pressure he gave you. It was torture, yet you wanted more.

His hand slid further down, releasing your nub, but before you could complain, a finger entered you. Your eyes widened at the intrusion, but you accepted his touch easily enough. Helping him work his finger in, then a second one. All the while, urging him for more as you promise him you could handle it. Something that was true, but when he tried to add a third finger, you truly felt the push and resistance. He worked his fingers diligently and with care, being on this side of rough to give that extra touch to your activities. Something you both enjoyed and craved. Your body adapted to his fingers, soon being able to take all 3 without problem. Thinking he had given you enough prep and would finally be taking you, you were once again mistaken about how large Sam must be, for he started working a fourth finger in. Stretching you like you hadn’t before, and making it feel uncomfortable for quite a while.

Sam’s other hand was trailing up your side, soothing you and helping you relax, allowing you to take all four digits comfortably in record time. Though there was still a slight burn at the stretch, you were far too eager and wet. The situation had you all kinds of horny, desperately wanting his cock and willing to go through anything to get it. His fingers kept rubbing you, but his eyes were focused on yours, the intense eye contact only adding to the situation. You were ready to burst, and the cocky and smug grin he wore proved he knew it, too. His expression was the complete opposite of his usual innocent puppy dog eyes. This was the Sam you wanted and had been desiring the entire time you had known each other. The Sam that would take control of everything and twist your world on its side.

You happily gave in to everything he was willing to give you. His fingers curling just right, leaving you unable to hold back any longer. Moaning in ecstasy, not a care in the world, as you fell over the edge and came on his lap. The hand tracing your side quickly slammed over your mouth, trying to keep you quiet as you twitched in pleasure. Shaking uncontrollably while he kept using his fingers, causing you to feel nothing but him. Gently, he began slowing down but never letting up, allowing you to come down in your own time, but still adding a bit of overstimulation to the game.

All too soon, your eyes blinked open and stared at the awe and darkness that filled his. Feeling all too hot and ready for more, needing everything he could throw at you. Seeming to pick up on your thoughts, he stopped and guided you out from between his legs and off his lap. You wanted to whimper and pout like a child for the interruption. You were enjoying yourself. Why did he have to stop? Your unasked question was answered moments later, when he slipped out of bed and got behind you. Manhandling you until you were on your knees, on the edge of the bed, looking at the girl he claimed was his girlfriend, but not touching her at all. He was positioned at your back, draped over you, and pressing his length against you, relishing in the way you shivered for him.

“Are you ready, Y/n/n? Once I start, I don’t think I can stop.” Sam warned. It was finally time for the two of you to be together. Now that you had opened Pandora's Box, no one could stop him from giving in and enjoying this the way he always dreamt of. Even if he never imagined this would be the way it happened.

You nod, too afraid to speak and embarrass yourself by screaming in excitement. He reaches in between you both and grabs his length, stroking himself a couple of times before he presses against your hole and pushes forward until the tip slips inside. You dig your head into the blankets beneath you, biting the material to keep from moaning out and possibly waking his girlfriend, though it would be near impossible to do so with the sleeping pill you slipped her. Not that you let Sam know that. It aroused you more to have him believe she was just asleep and could wake up at any moment.

He continued to slide in, groaning at how tight you were. Glad he spent the time opening you up, as he was more than halfway in and you were clenching down around him like you were going through an exorcism, feeling so full. Not used to someone as big as he is. 

While Sam was deeply blinded by his lust for you, he was still your best friend and fiercely overprotective. Your safety came first, and he was completely focused on your pain and pleasure. He noticed when you were gripping onto the bed and panting a little, so he gave you breaks and let you get used to him until he was close to bottoming out. Once you were ready, he retracted himself and went right back in, repeating the motion until he was fucking into you and loving the way you gripped his length.

You felt delirious as he started fucking you. He felt bigger than any you had ever had. What was even better was that he knew how to make the most out of every inch Chuck gave him, hitting all the right angles and playing you the way you needed. His cock was throbbing against your walls, feeling like it could break you, yet filling you in everyway you desired. He was thick, and you never felt so stuffed before. You weren't even too sure how he managed to fit such a thing inside you, and you were sure you'd have bruises, but you could die happy. Tomorrow you were sure you would feel everything all over again, and you couldn't wait.

Sam had never felt someone as perfect as you. Every curve and dip of your body underneath him felt as if crafted just for him. Your pussy hugged him tight, fluttering around him incessantly. It was almost too much. The way you were dripping with your arousal for him, something he couldn't get enough of, and still managed to take everything he gave you. He was not gentle with his thrusts either, past caring, though looking at the other body on the bed told him he should slow it down lest she wake up. Your walls wouldn't allow him such a reprieve. He needed to keep thrusting and bringing you both that much closer to the end.

His sole focus was on you, but more specifically on your ass. How he wished he could spank it and turn it a nice shade of red. It was all he could look at as he fucked into you. Ignoring anything else around him, even the sleeping girl. His imagination started to run wild with all the positions he could fuck you in and the limits he could test. You, on the other hand, were focused on the sensations he provoked and how deep he pushed into you. You liked the glimpse he was giving you of his rougher, kinkier side and hoped you would get a chance to experience everything his brain could come up with.

Your face no longer buried in the sheets but holding yourself up with your arms as you stared down at the other body, loving that he was inside of you in the bed they shared while she slept, probably dreaming of him, maybe even of him doing the same thing to her. Something told you that it would never be the same with her. You had a carnal, unspoken bond to a friendship that had survived decades of hardships. No one could ever understand or compete with it.

The thought alone had you clenching down around him, enjoying this way too much. The weight of his length inside you, how he was hitting all the right spots, leaving you feeling full and complete. Your hand is unable to stop itself from slipping in between your legs, needing the extra push to get you there. His fingers tighten around your hips, reinforcing the bruises you were sure would appear tomorrow, feeling physically what that extra pulse did for you as you fluttered around him.

“Please” you whisper. It was the first word that had been spoken in a while, besides low curses and even softer groans, only heavy breathing covering the room for a good portion of your time together. Not that much could be said with Sam thinking his girlfriend would wake up at any moment.

His hips became a little more angled as requested. Balls slapping against your hand as you continue to rub your clit, closing your eyes as you allow the pleasure to wash over you and tightly grasp the sheets with your other hand. Unable to believe you were actually moaning and almost convulsing right beside his girlfriend. The entire experience feels 10x hotter than any other. The alcohol mixed with the adrenaline, the taboo nature of cheating, and doing so in a bed with said partner. It was all such a rush, giving you a sense of power and thrill even though you knew she wouldn’t wake up and would never know. The threat alone had you squeezing and fluttering around him.

The feel of you gripping him so tightly had his pace stumbling, even without the awareness of what was coming fast, he had enough sense not to cum inside of you. Sam pulls himself out of your channel not long after, causing you to squirm from sensitivity and distress. He doesn't give you a chance to complain before he's physically arranging your body to suit his needs. Something you allow him, as you were still pretty hazy from the orgasm, but still clear-headed enough to realize when you were on your knees in front of him. A position you couldn't resist.

Tongue wetting your lips before working him back into your mouth, tasting yourself all over him. It was something you hadn’t done before but couldn’t say you hated, finding your taste appealing when you had tried it a few times in the past. This time, your arousal mixed with his had you shivering in pleasure, getting more amped up with every lick, even though you came not long ago. You worked his cock fast, not with the slow teasing nature of how you woke him up. You didn't have the patience for that, too desperate to taste him and feel him drip down your throat.

You couldn’t see as clearly in the dark room, but as you stared up at him, you just knew his eyes were dark and menacing in a way that promised to ruin your panties. The stare that sent demons running back to hell but sent you running for his cock. There was always something so inviting and dominating about the darkness that Sam carried, and from what you could see, it extended to all parts of his life.

Sliding your tongue off his length for a second, you whisper, “Cum in my mouth, sir.”

Lips wrapping around him as soon as the words were out of your mouth. Reaching for his hand and bringing it to your head before ceasing your movement, giving him what he truly wanted. He falters at your words and actions, silently cursing, but quickly gives in to his desires. Forcing your head back and forth, as his big, thick hands grab onto both sides of your head, thrusting his hips into your mouth. Fucking your face with everything he's been suppressing since you became friends.

Tears well up in your eyes, but he doesn’t stop, not until he hears you gag and choke a few times. The vibrations cause his eyes to roll back and spill suddenly in your mouth, surprising you by the sheer amount, but you don’t let that deter you, even when a bit managed to slip past your lips and drip down his balls.

“Mmmm” You moan around him and slurp down as much as you can. Bathing and deeply cleansing him with your tongue to make sure you grab it all, swallowing as much as possible, and then cleaning up the rest with your tongue. Not stopping until there wasn't a drop left on his body, though, as soon as he was clean, you realized how sticky and messy you were.

Sammy was breathing hard once you finally looked back at him. The fire in his eyes only shone brighter in the dark room. His desire was not going away, even after all you had done. It had you shivering in pleasure, feeling absolutely wrecked and debauched. You wanted more, but you knew it would never be enough.

His boxers were hanging around his feet, surprisingly never tripping him up, but you doubt with how coordinated and fast he was that it would. Still, you reach down and slide them up for him once you’ve ensured his cock is perfectly clean and there's no evidence to be found or missed. Though the idea of your combined juices still left on his cock for his girlfriend to find has your pussy throbbing and rearing up to go again.

You rise with his boxers until they are resting comfortably against his hips, and you are leaning against Sam’s chest, kissing his lips. He doesn’t fight it, just opens his mouth for yours and plays with your tongue. Tasting you and a little of himself, but he’s far past caring about anything, not with you between his arms.

Grinning, you bite at his lip, causing him to growl and fight against the instinct to throw you down on the bed even though he just finished and tasted the result against your tongue. His hips can’t help but shove against yours, pushing you against the bed. Though that just reminds him how much he's risking by just standing there with you. So, he brings his lips to yours once more and kisses you how he’s always wanted to, messy and with a lot of bite, but full of passion and fire. Believing it was time to end this, even if that was the last thing he wanted.

You smile, knowing what he was thinking as he pulls back. It was the same thing you were thinking and fighting with, the desire to mount the other once more. Maybe even ride him while he stands there, bouncing you on his cock midair. You could even lie on top of her as he feasted on your body. A sinister smile befalls your lips at the thought. Sam didn’t know you had given the interloper a couple of sleeping pills, but he was about to find out just how many fantasies you could enact before it was really time to sneak out for the night.