#mob bossjigsaw
Punishment
Part of the The Other Side AU
Pairing: Mob Boss!Billy Russo x Fem!Reader
Summary: You wake up in your new home, and receive your punishment from Billy.
Warnings [18+]: spanking, fingering, sir kink, praise kink, kinda creepy vibes from Billy if you think really hard about it
Soft sunlight glows through the curtains, and you feel a gentle breeze over your face as your eyes flutter open. You shift slightly, feeling a plush mattress and smooth sheets against your body. You lift your head up, looking around the room. It’s large, and very clearly lived in. Everything is neat and tidy, but there’s belongings dotted around the room. The sheets are slightly crumpled in the space beside you, and shock runs through you at the realisation that Billy must have slept beside you last night.
You look down at what you’re wearing - a soft silk nightdress - and you’re bare underneath it. The last thing you remember from the night before is falling asleep in Billy’s car. The thought of Billy carrying you up to bed, and undressing you, before sleeping at your side makes you shiver.
There’s a tray of food on the bedside table at your side of the bed, along with a note from Billy encouraging you to eat and get dressed, before meeting with him in his office - along with directions to his office. You take your time eating from the tray, before you decide to take a look around the room.
As you examine the contents of the dressing table, you’re shocked to find your things. Well, they’re not your things. Everything is sealed, brand new. But it’s all what you would use, as well as the things you have always wanted but never dreamed of actually buying. The little sample bottle of perfume that you had been trying to make do with until you could save up for a bottle. Now, you’re looking at a full sized bottle, accompanied by a matching lotion and travel spray. Everything looks like they’re straight from an expensive gift box - the kind you would look at during Christmas time and dream of buying for yourself. The shades and styles of makeup that you use - you’re looking at them, but all from designer brands.
You open up the closet, and are greeted by the sight of Billy’s clothes. You had your suspicions before, but now you’re certain that this is his room. Which means you’ll be sharing this space with him, for however long you’ll be here.
Moving onto the next closet, you open the doors to reveal a rail full of clothes. T-shirts, pretty bralettes, stunning dresses. You open up the drawers beneath them, and find formal trousers, jeans, and skirts. Opening more drawers you see delicate underwear sets, and silky nightdresses. Everything is your size. Exactly. It looks like every different brand, and fit style has been taken into account. Some of the trousers even look tailored. You’re baffled by how he’s done all this.
Once you make sure the bathroom door locks properly, you decide to have a shower. Your mind is still reeling from the events of yesterday and everything you’ve seen since waking up. It’s one of the most luxurious showers you’ve ever had in your life, but you struggle to appreciate it fully with Billy clouding your thoughts. Despite the perfect room, and the breakfast, you can’t forget his promise of punishment.
»»———————►
Billy is alone in his office when you arrive. He glances up momentarily, his eyes locking on you for a moment. Then he looks back down at the papers on his desk.
“Lock the door behind you.” He instructs you without looking up at you. Swallowing hard, you do as he says. “Take your clothes off, fold them neatly, and place them here.” He says, gesturing to the end of his desk. You were expecting your punishment when he had asked you to come to his office.
Billy doesn’t look over as you begin to remove your clothing, though he desperately wants to admire every inch of you. His shoulders are tense, he’s still not happy about what happened yesterday. Whilst it plays into his hands perfectly, giving him the perfect excuse to make you his, he hates that you were in danger even for a brief moment. You place your folded clothes on his desk and he glances over at you.
“Hand me your panties.” He orders and you pick up your panties, before handing them to him. He folds them over several times before gesturing for you to stand between his thighs. “Open your mouth.” You do as he says, parting your lips for him to press the fabric into your mouth. You bite down on the material, effectively gagging yourself.
“Good girl. Now bend over my lap.” You’re about to drape yourself over his thighs when he grasps hold of your chin firmly, “Three taps on my thigh if you need to stop.” You nod in acknowledgement and he releases your chin. You bend over his lap, resting your elbows on one side of his chair, leaving your ass exposed to the air. Your toes dangle, brushing lightly against the floor. Billy runs a finger down your spine, admiring the shiver that runs through you in response to his touch.
You tense lightly when his hand ghosts over your ass cheek, but all he does is rub soothing circles over the skin there. He shifts his chair forward, and you hear the click of a computer mouse. Frowning, you lift your head up, but Billy removes his hand from your skin to push at the base of your neck. He presses your head back into place, and you shudder at his simple display of control over you.
His hand returns to your cheek, rubbing circles over your skin, before squeezing lightly which draws a small moan from your lips. Unknown to you, a smirk plays on Billy’s lips.
Then you feel a light tap against your ass. It barely stings, and it wasn’t what you were expecting from him. You thought he would be the kind to spank you hard, and make you count every smack.
Billy keeps the majority of his attention on the contract open on his computer screen as another tap lands on your ass. You bite down hard on your panties, trying not to squirm. But being in such a position, draped over his lap, with the warm of his thighs beneath you, has you desperate for him already.
He gets himself comfortable, resting his hand against your skin. The heel of his palm remains on your ass, it’s only his fingers that move up and down to swat at your cheek.
Every tap warms the skin of your ass, jostling the exposed flesh and sending a flood of need straight to your core. It’s not nearly enough to satisfy you, though it thoroughly frustrates you.
It takes him just under an hour to read through his contract. At this point, a thin sheen of sweat glosses over your skin and you’re trembling with need. Your ass stings with every gentle swat, and you’ve been whining and keening every few minutes. Over the last ten minutes or so, he’s slowed down, rubbing your tender skin after every few taps. He pulls your panties from your mouth, leaving a string of salvia trailing down your chin.
“After I went to so much effort to keep you safe, you go and put yourself in danger.” He says quietly, increasing the frequency of his swats which has you squirming.
“I know, I’m sorry.” You gasp out, your voice already thoroughly wrecked.
“Are you? Or do you just want my attention?” He asks, his fingers following the curve of your ass, nearing your dripping pussy. You whine at the thought of having his fingers inside you again. You’re clenching around nothing, and you’re certain that you’re ruining his dress pants beneath you. He squeezes your sore cheek lightly, and you bite down on your lip in an attempt to put a stop to your sounds of desperation. Somehow, Billy knows what you’re doing.
“Don’t bite your lip. You’ll end up hurtin’ yourself once I actually start punishin’ you.” A shocked whine slips between your lips - this isn’t your punishment. How is this not your punishment?
He hums lightly, enjoying having you completely at his mercy. His fingers trace over your spine, providing you with a moment of reprieve.
“How many spanks do you think you deserve?” He asks you and you tremble. Your voice is unsteady as you suggest,
“Ten?” He chuckles softly.
“What a brave girl. But I don’t think you could handle ten in this state. Let’s start with five.” You whimper at his words, desperate for a sensation that isn’t the teasing tap of his fingers against your cheek. He pets your head gently, smoothing back the stray hairs, and you try not to writhe from the lack of attention where you need it. “You can stop whenever you want.” He reminds you. You know he would stop if you asked. But you need it. You had put yourself in danger. You shouldn’t have done that. You deserve this punishment.
“Please sir.” He decides to tease a little more, he knows how close you are to cracking beneath him. He rubs gentle circles over your shoulders as your chest heaves with every breath you take.
“Please what darlin?” You frown, not understanding what he wants you to say. “Please stop?” You whimper at the thought of him stopping. “Or please spank my ass until I’m a good girl again?”
“Please punish me sir. Wanna be a good girl.” He grins at your obedience, at the sound of you telling him exactly what to do to you.
After the first spank a wounded cry falls from your lips. He waits a moment, letting the sting flood through your skin to tease at your aching pussy. There’s another whimper as the pleasure begins to flood through you.
The next spank is when it starts to hurt. The pain blooms over your skin, and the shock of the first spank dissolves, which has tears pooling in your eyes as you gasp. Billy is in awe at the sight of you. He’s certain you’ve never been this wet in your life. Your arousal is coating your thighs, and he knows that he’ll need to change his pants when he’s finished with you.
You cry out again at the feeling of the next spank. He was right, there was no way you could have handled ten of these. The pleasure and pain has your mind swimming, a dizzying haze clouding over your thoughts. Billy can feel every shuddering breath you take. He wants to hear your sobs.
You’re clinging tight onto the fabric of his pants, your nails digging into the material. If you wanted to stop, you could have easily tapped against his thigh. Instead, you press your forehead hard against the arm of his chair as your body shakes. Tears stream down your cheeks, dripping onto his leather seat as the next smack lands against your cheek.
“One more, darlin.” He murmurs, though you can hardly hear him. After the last spank your body shudders and you choke on a sob. He rubs his hand over your back as the pain settles into your cheek. His hands are gentle as he helps you sit up, in his lap. “All done, sweet girl.”
You’re shaking as you cling to him, fingers curled tightly into the fabric of his suit. You press your forehead hard against his shoulder as he holds you against his chest. As his knee brushes against your bare ass, you whimper.
“Sit up on your knees darlin.” He tells you, ensuring that you’re straddling his lap to prevent your sore cheeks from rubbing against the fabric of his dress pants. A sob catches in your throat, and a fresh bout of tears flood down your face.
“I’m so sorry.” You manage to gasp out between your tears. He brushes your tears away.
“I’m not mad at you darlin, not mad at all.” He insists, cupping your face tenderly and pressing soft kisses along your tear stains. “Been such a good girl for me. So brave, takin’ her punishment so well.” He holds you tight as your tears begin to slow, hardly believing that you’re holding onto him just as tight.
His hands stroke their way down your sides, feeling every curve and ridge as your breathing settles. Once you’re more relaxed, Billy lets his hands rest on your stretched out thighs and you hum softly as they warm your skin. Your forehead is pressed against his, though your eyes are very nearly closed - you hardly have the strength to keep them open. Billy let’s his eyes roam over your body, before they fixate on your dripping pussy.
“Look at that sweet little pussy.” He says with admiration in his tone. You’re aching for his touch, already breathless in anticipation as his fingers hover above your folds. “You want your reward, sweet girl?” You nod weakly, your voice a whisper as you respond.
“Please sir.”
He slides one finger between your folds, coating his digit with your slick before slipping it inside you. You gasp, your nails digging into his blazer as he curls his finger, hitting your most sensitive areas. A flood of pleasure rushes over you as his thumb circles your clit. Your breathing picks up, as you gasp and whimper, and you find yourself inching closer to your climax at an unfamiliar speed. He’s going to make you come undone in under a minute, and he knows it. Billy can feel your pussy clench tighter around his finger. You whine at the intensity, and Billy hushes your panicked gasps. His lips are tender against your neck, and he murmurs softly,
“Just let it all go, sweet girl. I’ve got you.” Your moans increase as your mind completely slips away from you. The only thing you’re conscious of is the feeling of his fingers in your pussy and against your clit. A whimper tears it’s way from your lips as your orgasm hits you, and you slump hard against Billy’s chest as you writhe in pleasure. “There we go. There’s my sweet girl.”
You don’t even have the strength to cling to him, your fingers unfurling from the fabric of his blazer. Billy looks down at you, your eyes fluttering closed in pure bliss as you continue to feel the effects of your orgasm. He removes his fingers from your pussy, taking them into his mouth to lick clean. Your eyes are still closed, but you can hear the hum of approval in his throat in response to your taste.
The hint of an idea crosses Billy’s mind - to set you down on his chair, drop to his knees, and bury his face between your thighs - but he pushes those thoughts away. You would probably pass out if he did that, and whilst that wouldn’t impede Billy, it’s only your first day home. He wants to take his time breaking you in.
He brushes his thumb over your cheek, and you lean blindly into his touch. You really are perfect. You stay curled up on Billy’s lap for quite some time, as he rewards you with some affectionate touches. Billy notices how you’re fighting to keep your eyes open.
“I think you need a nap, sweet girl.” You nod in agreement, though it takes quite some time for his words to sink in fully. But a nap does sound nice. Billy lifts you into his arms, which you’re grateful of - you doubt your legs would be able to support you and you’re too tired to concentrate on something like walking.
When he reaches the bed, Billy sets you down on your side. He moves away, and you hear a drawer opening. You lift your head a little, and spot him walking to the bathroom. The water runs for a moment, and then Billy returns with a damp cloth. The bed dips as he sits at your side. He wipes over your face, cleaning up your remaining tear stains. Then he pats the cloth over your warm, tender ass. There’s a small whimper from your lips and Billy shushes you gently.
“This’ll be a little cold, sweet girl.” He warns you, as he rubs some lotion over his palms before he smooths it carefully over your skin. You shiver at his touch, and Billy continues to spread moisturiser over your cheeks. He wipes his hands with the cloth, before standing and moving over to your closet.
He picks out a very short camisole, so that the fabric won’t brush against your sore ass, and he helps to slip it over your head.
“Lie on your front, sweet girl.” He instructs you, and you do as he says, sliding under the covers. You whimper a little when the quilt settles over your bare ass.
“Will you stay?” You ask in a small voice. He nods,
“I’ll stay.”
Billy toes his shoes off, sliding them under the bed. He shrugs off his jacket and loosens his tie before settling down beside you. He has work he needs to do, but his phone is still in his pocket so he can continue working once you’re asleep. But he can’t deny you his company. Not when you ask so sweetly. There’s been very few people in Billy’s life who will admit so easily that they want him. You shift closer, seeking his warmth. Settling your head against Billy’s shoulder, you rest a hand on his chest, feeling the smooth cotton beneath your fingers. It takes mere seconds for you to fall asleep, and Billy smiles fondly once your breathing evens out.
»»———————►
Billy Russo Tag List: @blackbirddaredevil23@restingbitchsblog@tiredbeebo@rafaelakelley@theysayitscrazy@hummelmi@nyx2021@skybridgerton@dragon-of-winterfell @profoundme444 @misstimeless @booksandbenbarnes
The Plan
Part of the The Other Side AU
Pairing: Mob Boss!Billy Russo x Fem!Reader
Summary: As a part of an undercover operation to gain inside access to Russo’s illegal activity, you end up getting more than you bargained for.
Warnings [18+]: public sex, fingering, dirty talk, sir kink, bit of praise kink, smidge of humiliation, tiny bit of pussy slapping, Billy technically ends up owning the reader so that’s a little dodgy (but it’s a mafia!au so it could be a lot worse)
“There’s no way Russo would fall for that.” You insist, your hands on your hips as you hear Jim talk you through his latest plan.
“Our behaviourists have picked up on the fact that he generally tends to protect vulnerable women.” He reasons with a shrug as he spins his chair around to face you.
“Well it’s nice to know he’s not a complete asshole.” You remark.
“We think it’ll work.”
“Didn’t he murder his last girlfriend?”
“That was an abnormality.”
“Let’s hope it wasn’t a common abnormality - for the sake of the poor girl who’s subjecting herself to your crazy ideas.”
“Collins has already put your name forward.” Your mouth drops open.
“Me? I can’t do it.”
“Why not? You’ve got experience working undercover, you know plenty about his business already, and - the most important part - he won’t recognise you.” You frown at him, as he continues to explain. “The majority of us have had altercations with either Russo or his men - you haven’t for some reason.”
You hope that you manage to look surprised by this revelation of his. Though you’re not surprised at all - Billy somehow always knows which ops you’re on, and clears out his men before you even arrive.
But Jim’s plan relies solely on the fact that Billy won’t know the chosen agent. The story he’s manufactured is actually rather good - you will admit that.
You would be visiting one of Billy’s clubs with a small group of female agents who would be acting as your friends, and one male agent who would be your fake boyfriend. You would be playing the classic, innocent girl dragged to a club by her friends, and her thoroughly dissatisfying boyfriend.
Your boyfriend would be tasked with racking up a large amount of debt by losing as many games as possible. When he fails to pay up, the plan is for him to offer you to his opponent as compensation. Jim is certain that Russo would step in, either claiming you for himself or simply throwing your group out of the club.
The only problem is, Billy knows what you look like, and he certainly knows what your voice sounds like. You’re positive he would know you anywhere. But, of course, you can’t tell Jim that. You can’t tell anyone that you regularly chat - amongst lots of other things - to the infamous mobster.
A small, hopeful, part of you believes that the plan would still work out. That Billy would try and protect you. But the rational part of you insists that he’ll see through the act, and he’ll send his men after you - he might even kill you himself. Whilst you want to feel assured by your somewhat unusual relationship with him, you’re not. Actually meeting him in person seems surreal. What if he sees you in person and decides you’re actually not worth pursuing anymore? What if he’s only interested in you at a distance?
»»———————►
This is a bad idea. It’s a terrible, terrible idea. Yet somehow you are sipping on a drink that is approximately 95 percent fruit juice, in a white dress. You had protested against the white dress, no one ever actually falls for the innocent girl in a white dress act. But Jim insisted, so here you are. It’s a nice club, you will admit. Somehow, your group had managed to get into the more upscale area which suits you just fine.
You haven’t seen Billy yet, and whilst you don’t know exactly what he looks like, you’re certain you’ll recognise him. Your mind drifts back to a conversation between the two of you.
“Do you know what I look like?” He asks. You’re lying down on your bed, your phone tucked into the crook of your shoulder as you talk to Billy.
“I know you’re 6 feet tall. Black hair, brown eyes, white Caucasian.” You say, recounting the facts from his file. “I’ve seen a grainy photo of you, but your face was practically a pinprick. So I have an idea, but not really.”
“Does that bother you?”
“On the list of things that bother me, that’s at the very bottom.”
Now you’re nervous at the thought of not recognising him - you’re also nervous at the thought of him actually recognising you. Would he just walk up to you? Would he ignore you completely?
You’re so wrapped up in your thoughts that you lose focus of the game in front of you. David - your fake boyfriend - has already lost a lot of money. Then the unexpected happens. The agent tasked with opposing David gets interrupted.
“Mind if I cut in?” A familiar voice asks smoothly. You look up, meeting a pair of dark eyes. Your breath catches in your throat. It’s him. It’s finally him. Billy Russo. His eyes are still locked on yours as he unbuttons his suit jacket, and takes the seat across from you. The agent in front of you casts you an apologetic look before he hurries away - not wanting to fall onto Russo’s bad side. But you haven’t looked away from Billy’s eyes. They’re so dark. You’re hardly breathing, far too captivated by him to notice the lack of oxygen, though you do feel a little dizzy. His dark hair is slicked back perfectly, and you can’t help but wonder how disheveled it would look after running your hands through it. There’s a few thin scars over his forehead, but the largest ones curl over both of his cheeks in jagged patterns. There’s two scars over the bridge of his nose as well. Your eyes merely ghost over the scars, not paying too much attention to them. Your gaze shifts to his lips, and the dark stubble surrounding them before drifting down his neck to look at the immaculate, tailored suit that hugs his body perfectly.
He knows you’re eyeing him, and he smirks, running his tongue over his teeth. The sight of his tongue pushes the last of your thoughts from your head. A thrill runs through Billy at the sight of your eyes darkening to match his own hungry gaze. Your dress doesn’t reveal too much of your body, which Billy appreciates. He doesn’t want anyone else looking at you the way he is currently looking at you.
You’re so distracted by Billy’s sudden appearance that you forget why you’re even here. That is until David’s hand settles on your thigh. You jump a little at the contact, and you shift slightly away from him. His hand is a little too close for comfort, and since it’s beneath the table you know it isn’t a part of the act. Your eyes flicker to his as he takes a drink, a grin on his face. There’s thinly veiled disgust in your eyes. The two of you have never got along with one another - you were surprised when you were partnered on this op.
Luckily, one of the female agents asks you to join on a visit to the restroom. You nod, but David’s hand wraps around your wrist as you stand.
“Where are you going?” He asks with a frown.
“Restroom.” You inform him, hoping that your tone conveys how many lines he is currently crossing. Your expression softens dangerously, “That okay darling?” He returns your smile, releasing his hold on you.
“Course it is.” Billy watches your fists clench and unclench as you walk away. A small smile curls at his lips at the thought of you punching David in the face. Though, Billy has some far more extensive plans for David’s fate.
You’re not gone for long. You spend a little time checking your makeup and complaining about David and his audacity. You frown when you see Billy and David still playing.
“Why is he still playing against Russo?” The agent beside you murmurs. A small sigh of frustration falls from your lips before you reply,
“I don’t know.”
You look uncertain as you make your way back to the table. The majority of the women who visit Billy’s clubs wear black, red, or some other dark colour. Dressed in white, you look like a lost little lamb. Billy knows that quick mind of yours is trying to figure out what he’s up to, but from the looks of that sweet confusion in your eyes you don’t know what’s going on.
David doesn’t look at you as you sit back down beside him. He doesn’t move to touch you either, which you appreciate, but it confuses you. Billy smiles amicably at you, and you know something is wrong.
“Your boyfriend here has racked up quite the debt.”
“Cards clearly isn’t his strong suit.” Billy’s eyes glitter in amusement. “But whatever it is, he can pay it.” Billy assumes that your statement is meant to sound like innocent optimism, but he hears the prompting in your tone as you look at David. There’s a company credit card in his wallet, one to use in emergencies like this. Yes, your department will lose a large chunk of their budget, but none of their agents end up in the hands of dangerous criminals.
David meets your eyes warily, and your expression falls. You turn to face him harshly, rummaging your hands through the pockets of his blazer to search for the card. Finding nothing, you pull out his wallet. Opening it up, you scour the contents frantically.
“You don’t have it.”
“I thought I wouldn’t need it.” He argues, and you’re tempted to throttle him. You breathe out slowly, trying to find some way to ensure that none of your team dies for David’s mistake.
“Mr Russo, I’m so sorry-“ He waves away your apology.
“Don’t you worry your sweet little head about it. Your boyfriend and I have come to an agreement.” You swallow hard, not sure if you like how pleased Billy looks.
“You have?” Billy finds himself enjoying the uncertainty in your eyes, especially when he knows what the endgame of tonight will be.
“His debt has been settled. Him and your friends are free to go.”
“But?” He tilts his head, pleased that you picked up on the catch.
“But you’ll be stayin’ with me.” A few of the agents exchange looks, not wanting to leave you behind, but they certainly didn’t want to argue with Billy Russo of all people. When Jim had first walked you through the plan, you had considered something like this happening. Never in your wildest dreams had you thought Billy would actually be willing to take you for himself. You nod faintly at them, assuring them that you would be fine. Slowly, they gather themselves together and Billy’s men escort them out.
You keep your gaze on the table separating the two of you, afraid of losing yourself in his eyes again. Once you do find the courage to lift your head, you find his eyes already on you.
“So,” you say in a timid voice. “What now?”
»»———————►
Your body thuds against the cold wall behind you, and you feel the chill of it through your thin dress. Billy’s mouth is on yours and you melt against his lips. He grips the back of your neck hard, squeezing the muscles there, which pulls a moan from your lips. His all encompassing kiss muffles the sound of it, but Billy feels it in your chest, pressed tightly against his own.
Billy had walked you out to the deserted lobby, where the two of you were waiting for the valet to bring his car around. His arm around your waist, the two of you had exchanged several heated looks before Billy’s mouth was on yours, pressing you against a wall.
“You’re not thinkin’ straight.” Billy says against your lips, his mouth moving against yours as his other hand grasps at your hip. A frown creases at your brows as you struggle to understand his words. “You’re in shock.” He catches your lower lip between his, and sucks on it gently, drawing another moan from you. “Poor thing.” You whimper at his almost sympathetic tone. “Abandoned by her friends, throwin’ herself at the only person who’ll make her feel safe.” You know his words are most likely correct. You’re probably an idiot for feeling safe around him of all people. But you’ve also wanted to kiss him for months now.
“Please.” You whine.
“So desperate.” He remarks lowly with a smirk. Both of his hands dip lower, one squeezes at your ass, the other pawing lightly at your breast. “I bet you’d let me fuck you right here in the lobby.” His words remind you of how public your little display would be. You shake your head, your cheeks warming in embarrassment. He breathes out a sharp laugh. “No? You wouldn’t?” You shake your head again, your desperation leaking into your movements.
“No.” You insist, but your voice is shaky and filled with need. “I wouldn’t.” He hums in acknowledgement, as if he doesn’t really believe you and is only agreeing to pacify you. He sucks at the exposed skin of your shoulder, his teeth scraping lightly over your collarbone. You tip your head back, knocking it lightly against the wall behind you. He trails his lips up your neck so murmur against your ear,
“I’m sure it won’t be long before you’ll let me fuck you anywhere.” Your mind unhelpfully supplies you with a number of different places he could have his way with you. You whimper at the thought of your legs wound tightly around his waist, your back arched over different pieces of furniture as he fucks you.
He takes your earlobe into his mouth and your hips shift forwards in an attempt at finding some friction. Billy’s hands grasp at your hips, holding your hard against the wall.
“I wonder,” he whispers softly against your ear. “If I slip my fingers into those lace panties of yours, will that little pussy be wet already?”
“How- how do you know they’re lace?” You ask with a gasp.
“The whole good little girl act, you’re definitely wearing lace under this.” He remarks, smoothing the fabric of your skirt between his fingers. Then he slides both his hands under your skirt, stroking your bare thighs and you keen into his touch. Your hands are still grasping tightly at his arms, fingers curled into the fabric of his blazer. You’re not sure whether you’re ready to pull him closer or push him away, but you don’t have the strength to do either.
When his fingers trace the edge of your panties, his face breaks into a grin.
“Now look at that.” He ducks his head down to look under your skirt. “White lace panties.”
His thumbs dig into the flesh of your thighs and you rut your hips further into his touch. He tuts at you.
“No movin’ darlin. You get what I give you.” You let go of his arms, pressing your hands against the cold wall behind you, you lean your entire body against it, hoping that it’ll keep you steady. Billy squeezes your thighs, before sliding his hand to to cup against your clothed pussy. His eyes drink in every inch of you as you try your hardest to obey him and not buck against his hand. There’s an adorable crease in your brows, and your chest heaves as he begins to rub his hand against your pussy. He groans when he feels your wetness seeping through the fabric. He’ll be able to smell you on his hand for the rest of the night. He takes a step closer, pressing his entire body against yours.
“You know you’ve been a very bad girl this evening.” He says sternly against your ear and he feels you tremble. “Puttin’ yourself in danger like that.” He speeds up the motion of his hand, before stopping to gently rub against your clit. Your toes curl in your shoes, as sparks of pleasure course through your body. “That idiot coulda been playin’ against any old criminal. Would he have sold you to them?” He muses darkly. Billy would never have let that happen. You were his, and his alone. “You’re lucky I was there. Least now you’ve got an owner that’ll take care of you.”
As always, his words have you nearly falling to pieces, and his fingers press harder against your clothed clit which prompts you to choke on a moan. He hooks a finger under your chin, guiding your wide eyes to his, and once again you’re drowning in their depths.
“I will have to punish you for this. You understand that don’t you, sweet girl?” He asks you in such a soft voice that you nearly melt.
“Yes sir.” You agree, tilting your head back against the wall again. “Oh please.”
“Please? You wanna cum darlin?” You nod hurriedly, gasping erratically against his touch. “You really think you deserve it?” You whine, shaking your head.
“Words, darlin.”
“No sir. I don’t deserve it.” He grins, you’re so perfect already. He can’t wait to break you in properly. His grin turns wicked as he swats lightly against your sensitive clit. A startled yelp is ripped from your throat, and you begin to plead. “Oh please sir.”
He rubs a few soothing circles over your mound before he gives you another gentle swat, which has you whimpering in need. He tilts his head aside, you seem to be enjoying his harsher treatment.
“How about a deal?” He proposes. “I let you cum here and now, ruinin’ those sweet little panties.” You whine at the mere thought of being granted an orgasm. “In return, you come home with me.” You stare up at him with wide eyes. “No fightin’, no runnin’, just you bein’ a good girl for me.”
You don’t hesitate for as long as you should. As soon as you nod, Billy props your legs apart with his own.
“Words, darlin.”
“Yes sir. I’ll come home with you.” A growl hums in his throat at your submission, at allowing him to take you to his house, where you will be at his complete mercy whenever he wants you.
He pulls your panties aside, sliding one finger inside your dripping pussy. You cry out at the unexpected intrusion, clenching tightly around his finger. With his other hand he works at your clit, rubbing firm circles that have you gasping. His mouth returns to your neck, dragging the soft skin there between his teeth. You squeeze your eyes closed tightly as you climax, slumping your body against Billy’s. He slows his motions, drawing out your pleasure. There’s a beautiful glaze over your eyes as Billy looks down at you. Your breathing is beginning to even out as you come down from your high, leaving you with shaky legs as you cling to Billy. He smiles at the sight of you looking so dependent on him, fucked out of your head by his fingers, curling yourself against his chest. He withdraws his fingers from your panties, and he marvels at how wet they look as he traces them over your lips. You mindlessly open your mouth to accept his fingers, humming at the taste of your release. Billy’s eyes nearly roll back in his head as your tongue laps at his digits. Fuck, you really are perfect for him.
He wraps his arms around you, keeping you against his chest for a few moments longer. The warmth of his body is comforting, as the chill of the lobby has you shivering lightly. Billy tugs his blazer off, before settling it on your shoulders. His warmth and scent envelopes you, and you shudder at the sudden sense of comfort. You still cling to the front of his shirt, and he keeps an arm around you.
“Think you can walk to the car, sweet girl?” He asks teasingly, but it’s a genuine question. Billy would gladly carry you to the car, and you’re not one hundred percent certain your legs will hold. But you nod, and he presses a kiss to your forehead. He keeps you tucked against his side as you walk through the rest of the lobby.
Billy opens the passenger door of his car, and you sit down.
A small huff leaves your lips as you pull at the seatbelt. Billy leans over, taking the buckle from your hands and securing it around you. Your wide eyes meet his, and he smiles gently at you before he reaches down to slide your shoes off, casting them down into the footwell. Once he’s done, he traces his fingers over your cheek.
“Feel free to get some sleep, sweet girl.” He withdraws from you, shutting the car door behind him. Billy walks around the car, and opens the drivers door before sitting down. The keys slide into the ignition and the car hums to life.
Practically speaking, you should stay awake and see where he takes you since he is sort of kidnapping you. But you’re going willingly? So is it kidnapping? Billy watches as your brows crease, and he smiles at the sight of your pout. You fold your legs underneath you and settle your face against the side of the chair. Billy turns the heat on, and you’re soon feeling cosy with the scent of his cologne filling the small space.
Billy can sense the moment you drift off to sleep, and he drives as smoothly as possible, ensuring that you remain asleep the entire drive home.
»»———————►
Billy Russo Tag List: @blackbirddaredevil23@restingbitchsblog@tiredbeebo@rafaelakelley@theysayitscrazy@hummelmi@nyx2021@skybridgerton@dragon-of-winterfell @profoundme444 @misstimeless @booksandbenbarnes
Wake Up Call
Part of the The Other Side AU
Pairing: Mob Boss!Billy Russo x Fem!Reader
Summary: After his phone call the day before, Billy decides to check up on you.
Warnings [18+]: phone sex, mutual masturbation, praise kink, sir kink, very soft dom!Billy, dirty talk, brief reference to somnophilia
Tugging your phone from your nightstand, you open up the alarm app to prevent it from going off. You had done as Billy asked you, spending your Friday night relaxing. As a result, you had just woken from one of the deepest night’s sleep you had been able to have in quite some time.
Just as your mind drifts to him, your phone buzzes with a call from the man himself.
A soft, sleepy hum is the only greeting you can offer him, and Billy smiles widely at the thought of you lying half asleep in bed.
“Sweet dreams darlin?” He hears the sound of your sheets rustling as you nestle yourself back under the covers. You frown when you hear the clicking of computer keys.
“Are you working already?” He breathes out a laugh at your scandalised tone, imagining the pout on your lips at the thought of leaving your bed so early.
“No rest for the wicked, sweet girl.” Your cheeks warm at his teasing tone. “Were you a good girl last night?”
You hum in reply, which doesn’t satisfy Billy.
“I can’t see you darlin. Need to hear your words.” You squirm against your mattress, glad that he can’t see you though it’s likely he already knows how flustered you are.
“Yes sir.” A smirk spreads over his face. He’s never asked you for address him as sir, it’s just been something you’ve picked up on - and he certainly won’t stop you.
“What did you do?” He asks. You pull your lower lip between your teeth as you consider your words, wondering whether you would survive admitting to him that you did exactly as you were told.
“Had a bath. Thank you for the oils, they were really nice.” Billy grins at the thought of you using the oils he bought you. A few times a week, Billy would order something as a treat for you, by now you were used to arriving home to a package by your door.
“Which one did you use?” He asks, his voice low, which has a shiver running down your spine as you reply,
“Lavender.” You hear him draw in a breath, as if he’s imagining the scent of it. Which he is. He’s also imagining you in his bathtub. Soft candlelight glowing against your dewy skin, his hands caressing every inch of your body, kissing down your neck towards your breasts.
He shifts slightly in his chair, and you hear the leather creak beneath him. He tilts his head aside - it’s a Saturday morning, he should have enough time to take the next step with you. He hears you yawn quietly, and he smiles at the thought of you blinking sleepily in the morning light.
“Still feelin’ sleepy, sweet girl?”
“A little.” You admit.
“Could you put me on speakerphone?” There’s the rusting of your sheets, before you reply with a small,
“Done.”
“Good girl.” In your warm, half asleep state you can’t stop the contented hum in your throat at the sound of his praise. “Think you can do somethin else for me?” He hears you hum again, but he needs you to hear you. “Words, darlin.” He reminds you.
“Yes sir.”
“What’re you wearin’?”
“Camisole and panties.” After a night of relaxing, you had wanted to wear something nice to bed. He hums in approval, and warmth floods through you at the thought of him being enticed by the sight of you.
“The silk one?” Despite the fact that he can’t see you, you nod your face into your pillow.
“Yes.”
“Yes what?” He prompts sternly. You whine at the shift in his tone, pressing your thighs hard together.
“Yes sir.”
“Run your hands over the silk, sweet girl.” He hears your breathing shift as you begin to realise what he might be planning. A soft moan falls from your lips as you hands smooth over the silk, firm against your warm body. “You can stop whenever you want darlin.” Billy reminds you.
“I know.” You assure him, your hands trailing down your sides as you add, “Want this.”
“Good girl. Now just follow my voice, and do as you’re told. Close your eyes for me.” You do as he says, pressing your face into the soft plush of your pillow. “Want you to be nice and gentle sweet girl, can you do that for me?”
“Yes sir.”
“Can you rub your clit for me?” Your trail your hand down your body, and a whine tears it’s way from your throat as your fingers trace around your clothed clit. “Nice and slow, sweet girl.” He encourages you, and you follow his directions. He clenches his jaw as the sound of your moans reach him, and you hear the sound of a zipper. Warm blood rushes through your body at the thought of Billy touching himself whilst making you come undone with his words. “You soakin’ through your panties yet, darlin?” You bite down hard on your lip.
“Yes sir.” You hear him groan softly over the phone.
“Such a good girl.” At the sound of another whine from your lips, Billy adds, “You need a little more, sweet girl?” You nod hurriedly against your pillow, before gasping out,
“Please, sir.”
“Pull your panties aside and pet that little pussy for me.” A broken moan escapes your throat as your finger slides easily between your folds to trace against your sopping pussy. “How wet are you, sweet girl?”
“So wet, sir.”
“Yeah?” He breathes out harshly. “That sweet little pussy’s so desperate isn’t she?” You whimper at his words, continuing to rock your hips against your finger. Billy can hear your breathing shift into desperate little pants. You’re lost on a cloud of pleasure, the only thing you can focus on is the sound of his voice on the line. “God, you’ve made my cock so hard, sweet girl.” Your sleepy, lust fuelled mind drifts to thoughts of his hand around his cock, of him sliding his cock into you. You’re dreaming of him filling you to the brim, of his cum coating your thighs. “If you were mine, I’d have fucked you awake this morning. Woulda taken that sweet little pussy while you were still soft and sleepy.” Your cry is muffled against your pillow, but Billy hears it, even over the sound of the blood rushing through his ears as his own pleasure increases. “You like the sound of that darlin?”
“Oh god yes.”
He swears with a groan when he hears the sound of your slick covered fingers moving against your pussy. Blood rushes to your face as the sound of your arousal fills the room, embarrassed that he can hear how worked up he’s got you, but you’re far too caught up in pleasure to stop yourself. Your pace is slow and determined, and you moan every time your fingertip traces your clit. Every nerve in your body begins to tingle in anticipation.
“You gonna cum for me darlin? Gonna be a sweet little girl for me that cums when she’s told?”
“Yes.” You gasp out as your climax approaches. “Oh yes, please.” Your focus is solely on the sound of Billy’s breathing, hearing it catch and shudder as he reaches his own peak. It doesn’t take much for you to imagine it against your ear as he presses his body over yours. You squeeze your eyes closed tightly as a series of moans pour from your lips. Your fingers are soaked as your pussy clenches hard around nothing, sparks flooding through your body as you cum. A deep moan is ripped from Billy’s throat, muffled by his gritted teeth, but it helps you to work yourself through the aftershocks of pleasure.
As you slow the gentle petting of your pussy, a few soft moans reach Billy’s ears which nearly has him hard again at the thought of fucking your cum back into you.
He picks up a wad of tissues from his desk, taking some time to clean himself up, whilst giving you the opportunity to recover from your high. After a minute or so he decides to check on you.
“You alright there darlin?” He asks, and you breathe out a soft laugh before remarking airily,
“Yeah.” Billy chuckles lightly at your tone.
“As pretty as you must look with cum drippin’ outta you, want you to clean yourself up sweet girl.” You shift your hips as his words register in your mind. “And get some breakfast in you, you think you can do that for me?” Your heart flips at his thoughtfulness, deciding to push away the usual spiral of thoughts that accompany such actions from him.
“Yes sir.” He smiles - what a perfect start to his day.
“Good girl.”
»»———————►
Billy Russo Tag List: @blackbirddaredevil23@restingbitchsblog@tiredbeebo@rafaelakelley@theysayitscrazy@hummelmi@nyx2021@skybridgerton@dragon-of-winterfell @profoundme444 @misstimeless @booksandbenbarnes
The Other Side
A Mob Boss!Billy Russo (Jigsaw) x Fem!Reader AU
The Masterlist
Series Warnings [18+]: canon level violence, sub/dom themes, soft dom!Billy, lots of praise kink and sir kink, dirty talk, spanking, public sex, generally a lot of smut (will add to this as the series progresses)
After the events of The Punisher (season one) Billy Russo stakes his claim on New York, quickly establishing himself as a force to be reckoned with amongst the city’s criminal underworld. When you get assigned to an undercover operation that seeks to take down Russo, a conflict of interest occurs. You may or may not be falling for him?
Part 1: Counter Offer
You receive an early morning phone call at work.
Part 2: Wake Up Call
After his phone call the day before, Billy decides to check up on you.
Part 3: The Plan
As a part of an undercover operation to gain inside access to Russo’s illegal activity, you end up getting more than you bargained for.
Part 4: Punishment
You wake up in your new home, and receive your punishment from Billy.
Counter Offer
Part of the The Other Side AU
Pairing: Mob Boss!Billy Russo x Fem!Reader
Summary: You receive an early morning phone call at work.
Warnings: s/d themes, casual dominance
A sigh heaves at your chest when you hear your phone ringing. Having only just sat down at your desk, you’ve deemed it far too early to be receiving any sort of human interaction. Although when you recognise the familiar eleven digits staring up at you, you feel more eager to answer.
“Good morning Mr Russo.” You say, every syllable pronounced in a professional tone, but Billy can hear the teasing underneath. He stifles a groan under his breath. Only you can rile him up with a few words.
“Mornin darlin.” He drawls, and he can almost hear the catch in your breath as the sound of his voice reaches your ear. A thrill always runs through Billy at the thought of you being just as caught up by him, as he is by you. “Busy day?”
You hum lightly as you look down at your schedule. Your department has been planning a raid on one of Russo’s warehouses, though it will likely end up a dead end. Billy would never let you near one of his business deals without his knowledge.
“You’d know all about that wouldn’t you?” You can picture the smirk on his lips.
“Can neither confirm or deny.” A soft laugh falls from your lips, which Billy plays over in his mind, cherishing each second of pleasure that he’s managed to give you. Perhaps one day he’ll find the courage to be able to see you in person.
“Well you certainly keep me busy.” You remark with a distracted sigh. You were intending for that to be a joke, but Billy can hear the exhaustion behind your words. He runs his tongue over the top of his teeth, feeling the ridge of the scar over his left cheek.
“Come work for me. You know I’d look after you darlin.” You stare down at your desk, mulling over his words. This isn’t the first time Billy has offered you a job. He’s right as well. Russo’s employees are loyal, the kind of loyalty only gained through looking after people. You can’t deny that being looked after by Billy sounds appealing. You can practically hear his smile widening as he adds, “And what I wouldn’t pay to hear you wish me good morning in person.”
You don’t reply, but a smile tugs at your lips as warmth blooms over your cheeks. You hear him breathe out a soft chuckle, no doubt deducing your reaction.
Over the last few months you’ve gone from outright denying him, to simply ignoring his offers. You don’t know why, but this morning you’re hesitant to give any sort of response.
“Can you do something for me, darlin?” He asks, his voice smooth and enticing.
“That depends.” Billy ignores the suspicion in your voice. He knows it’s a result of your chosen profession, not a reflection on your thoughts regarding him.
“When you go home tonight, I want you to draw yourself a bath. Hm?” You blink in surprise, and Billy decides to continue. “Remember those oils I bought you? I know you’ve still got them, hidden them away somewhere. Want you to use them tonight, get yourself nice and relaxed.” He can hear the shift in your breathing, and Billy knows that every word he says is drawing you further in. “Want you to pour yourself a drink, and soak in the tub for as long as you need to.” You might continue to push back regarding his job offer, but you could never refuse him when he talks to you in this tone. “Want you to turn your phone off - switch that sweet mind of yours off too - and take care of yourself.”
As the sound of his voice rolls around your head, you can’t stop yourself from imagining him there with you. Of his hands smoothing over your bare skin, rubbing firm circles into your tight, aching muscles. His nails scraping lightly over your scalp as he washes your hair.
“You think you can do all that for me, darlin?” He asks gently, pulling you out of your thoughts. You blink hurriedly, and through the haze in your mind the only response you can muster is a,
“Yes sir.” There’s a hum of approval down the line, and warmth blooms in your chest at the thought of pleasing him.
“Good girl.” You clench your jaw hard to suppress a whimper at his praise.
You shift slightly in your seat, and with the accompanying friction you realise how desperate he’s made you in just a few minutes. You bite down on your lower lip in frustration and you can hear him breathe out a laugh.
“Bet you’re regrettin wearin that skirt today, hm?” He teases, and heat floods through your entire body. You look around in confusion.
“There’s no cameras in my office.”
“No there isn’t.” He agrees. “But one of your walls is glass, and there’s a camera in the hallway.”
You lean forward, looking out through the glass wall of your office to glance at the camera nestled in the corner of the hallway. You can hear the grin in his voice as he drawls,
“Hello darlin.” You spin your chair around to face the opposite direction and Billy laughs. You try to ignore how good his laugh makes you feel. His laughter fades, and you hear him move his phone away to address someone in his office. His voice is stern, and you tune out whatever he’s saying. There was a time were you would strain to hear word of any of his business deals. Now you just wait patiently for him to deal with whatever has been brought to his attention.
There’s the faint sound of a door closing, and you hear him sigh.
“Busy day?” You phrase tentatively, echoing his earlier question to you. A smile tugs at Billy’s lips despite the fact that he has end your conversation so quickly.
“Looks like it. I’ve got to go darlin.”
“Have a nice day Mr Russo.” He breathes out a soft laugh at your tone, as he watches the coy smile play on your lips. You always sound so sweet, but you love to tease just as much as Billy does.
“You too, darlin.”
»»———————►
Billy Russo Tag List: @blackbirddaredevil23@restingbitchsblog@tiredbeebo@rafaelakelley@theysayitscrazy@hummelmi@nyx2021@skybridgerton@dragon-of-winterfell @profoundme444 @misstimeless
The Other Side
Mob Boss!Billy Russo (Jigsaw) x Fem!Reader AU Overview
A/N: I’ve got a few ideas for some little drabbles for this AU but I wanted to post a bit of background first.
- The events of the Punisher season one are the same, with Billy betraying Frank, and the showdown at the carousel which leaves Billy scarred.
- When he wakes up, the majority of his memories are intact though he feigns amnesia to manipulate his therapist - Dr Durmont.
- He’s familiar with people using him to achieve their own means, and he can see that Durmont is slowly becoming infatuated with him.
- So, once he’s broken out of the hospital he seeks out Durmont who provides him with a place to stay, and access to a number of other former soldiers which he recruits into his business.
- From there, Billy rebuilds his empire.
- He picks up contacts he knew through Rawlins, establishing himself as a name in the weapons smuggling business.
- He makes his money, buying more and more of the city, until he owns a number of clubs and hotels, establishing his territory clearly.
- Durmont was a means to an end, though there were times where Billy believed her words. That she was the only one who would ever look out for him.
- He kills her himself. As a statement to her, and himself, that he doesn’t need anyone to look out for him.
- Then you appear.
- You work for the FBI or some other government agency.
- You had heard about the nickname he had earned from the scars on his face - Jigsaw. No one ever called him Billy. It was Mr Russo, or Jigsaw. He had any images of him wiped from as many databases as possible. Aside from an old grainy photo from his time in Afghanistan, you didn’t know what he looked like.
- You were impressed by how quickly he had established himself in the city’s underground activity. Of course, that meant your workload increased, so you weren’t too impressed.
- It was after yet another fruitless raid on a warehouse by the docks, when you receive the first phone call from him.
- At first, you’re terrified. He’s remarkably casual as you talk - though in truth he does the majority of the talking - his voice is smooth and light and you find yourself still reeling hours later. You’re wary as you walk home that night, constantly looking over your shoulder.
- In his next phone call, he assures you that he doesn’t mean you any harm. Which only proves that he was watching you the other night. You’re not sure whether you’re actually reassured by that.
- The next time you’re tired and stressed when he calls, and you end up snapping at him. As soon as the words leave your mouth, you’re frozen in fear. But then he laughs softly, a genuine laugh that you’ve never heard from him before.
- From that point onwards, you accept that he’s too clever for you to actually catch him, and he certainly isn’t going to stop his phone calls, so you might as well enjoy the company.
- Billy grows attached to you quite quickly. He ensures your safety, buying your apartment building through a few of his subsidiary companies. He keeps tabs on you, sometimes even tailing you himself just to make sure you’re safe.
- Part of him wants to keep you at a distance. He doesn’t want to rely on anyone. Now that he’s finally fought his way to the top again, he can’t afford to have a weakness. Even though he won’t admit it, he’s also afraid of your rejection. Whilst you seem to be warming up to him, you haven’t seen his face. He’s convinced himself that, should you see his face, your interest in him will turn to disgust.
- Whilst you’re curious about his scars, you’re far too occupied by the fact that you might be falling for this incredibly dangerous criminal. Which will put your career, and entire life in jeopardy.
»»———————►
Billy Russo Tag List: @blackbirddaredevil23@restingbitchsblog@tiredbeebo@rafaelakelley@theysayitscrazy@hummelmi@nyx2021@skybridgerton@dragon-of-winterfell @profoundme444 @misstimeless
