Cupid doesnât gamble III
Summary: Leon, a mafia boss whose empire dominates all casinos on the west coast, meets a young girl amidst a game of poker. What would happen if he threw all his chips and gambled his love for you?
Warning: Mafia!Boss!Leon x Female!Reader. Eventual smut. SMUT. Praise. Creampie. Slow burn. Romantic. Leon is a gentleman. Characters are 21+ (plot wise). Researched topics. Mentions of violence. Read at your own discretion.
A/N: someone tried to hack my accountđ
âI knew you in another life, you had that same look in your eyes. I love you, don't act so surprised,â - Birds of a feather, Billie Eilish
Days passed and your presence had suddenly quieted down. You wouldnât return his phone calls and it was as if you had gone MIA. Something wasnât right.
What Leon didnât know, it was that you had been kidnapped in your own home one night. A man broke into your house and drugged you until you were unconscious, right before retrieving your body away.
There were no traces left behind but there was only one person that couldâve done this. The Suit.
Leon was in the middle of discussing something with his men when his phone rang.
He took it out of his pocket and looked at the caller ID, expecting to see your name, but instead, he was met with an unknown number. He felt his heart skip a beat, something wasn't right.
He stepped outside, away from his men and answered the call, "Who is this?" He asked, his voice cold and unwavering.
âLeon!â It was your voice on the other line, crying and screaming, âPlease! Help me!â
âAh, Leon Kennedy,â another man chimed in. The Suit. He chuckled darkly, the sound low and sinister, âI hope you donât mind I took something of yours. Sheâs really pretty tooâŚâ
He laughed again and you kept crying in the background, begging and pleading to be set free, âSilence her, sheâs giving me a headache,â The Suit said and some men taped your mouth shut.
Leonâs blood ran cold as he heard your voice on the phone, crying and pleading for him to help. And that chuckle, that distinct low tone of The Suit.
"If you touched her, I swear-" Leonâs voice was low and dangerous, his grip on the phone tightening.
He listened to you struggling, crying, begging, and it took every ounce of his self control not to burst into a million pieces. His knuckles were white from how hard his was gripping the phone.
The Suit laughed again at Leonâs words, âTouch her? You make me sound like a monster, I thought you knew better, hm?â His tone was condescending and mocking.
âThis is how itâs going to go if you want your little girlfriend to stay in one piece,â he spoke darkly, âSimply come to the location Iâll send. Alone. If you show up with men, I will not hesitate to shoot herâŚâ
âNot before having my fun with her,â even though Leon couldnât see, The Suit was smirking. His tone was dangerous and yet amused.
Leonâs heart felt like it was being torn out of his chest. The sound of the bastard's voice mocking him, threatening you, brought a fury in his eyes that even hell would fear.
"You bastard," Leon growled, gripping the phone so tightly, he was surprised it didnât break, "If you even think you can lay a hand on her-"
He was interrupted by a low chuckle from The Suit on the other side. "You know very well what Iâm capable of. If you care for her, youâll come to the location I tell you to. Alone."
The line disconnected after that. There was no room for arguments, it was either he obeyed or youâd be in danger, more than you already was.
You kept crying and shaking, you were tied to a chair. Your legs were tied to the legs of the chair as your wrists were tied down to the armrests. You couldnât move and you couldnât speak.
When Leon had finally arrived at the place The Suit had told him to go, the place was seemingly abandoned and alone. Leon entered the abandoned building, his footsteps echoing through the empty halls.
His heart was pounding, adrenaline coursing through his veins. He knew this was a trap, that The Suit wanted to get to him, but he didnât care. The only thing on his mind was finding you, making sure you were okay.
The sound of your faint cries sent a pang through his chest. He followed the sound, his heart clenching at the thought of what The Suit could be doing to you.
When you saw Leon, your eyes filled with more tears and you tugged at your confined arms, wanting to desperately try and reach for him.
Leon saw you there, bound to the chair, tears streaming down your face. His heart clenched at the sight of you, so vulnerable, so scared.
He rushed to your side, crouched down in front of you and placed his hands on your shoulders, looking into your eyes. âHey, hey,â he said, his voice gentle, âItâs going to be okay. Iâm here now. Youâre safe.â
Leon's heart broke at the sight of you crying, terrified and helpless. He knew he had to get that tape off your mouth, he had to hear your voice.
He gently cupped your face in his hands, his thumbs wiping away your tears, "I'm gonna take this tape off, okay? Just stay still for me," he said, his voice gentle yet firm.
With care, he began to slowly remove the tape from your mouth, trying to make the process as painless as possible. The tape didnât hurt, it was very wet from your tears. You cried for a long time. When the tape was off, you looked down at him and whispered hoarsely, âIâm so scared.â
âThey came one night and broke into my house, a-and then a man came from behind me and I-I donât remember what happened but I woke up here andââ you were whispering but your voice would break every now and then.
Leon listened to you, his heart breaking with each shaky word you spoke. The thought of someone breaking into your house, scaring you, hurting you brought a wave of anger through him. He wanted to find The Suit and make him pay.
But he pushed those thoughts aside, for now, you needed him. You needed him to comfort you, to protect you, to be there with you. He gently cupped your face in his hands once again.
"Hey, hey, shhh, it's going to be alright," he whispered, his voice soft and soothing.
You leaned into his hands as he cupped your face, his touch was gentle and for a moment you felt so safe. That was until the sound of a man echoed through the room, The Suit. The Suit was a tall man, more on the lean side compared to Leon. He had short dark hair with an overgrown stubble.
âWell, isnât this all so romantic?â He said mockingly, âThe knight in shining rescuing the damsel in distress. You really have become very unpredictable, Leon.â
Leon's back tensed as The Suit spoke. He had been so focused on you, making sure you were alright, that he had lost focus on his surroundings. He had underestimated The Suit, and it was a mistake.
The Suit stood right behind Leonâs crouching form, staring down at Leonâs back with an amused smirk, âI didnât know you were even capable of loving. Doesnât she know that youâre one of the countryâs most notorious mafia boss?â You furrowed your brows together and looked down at Leon confused, he was in the mafia?
He felt your gaze on him, your confusion at The Suit's words. Leon clenched his jaw and looked up at The Suit, his expression cold and stoic.
"She doesn't need to know," Leon's voice was low, a hint of warning in his tone.
The Suit simply chuckled and walked over to stand behind you, staring at Leon, âShe doesnât?â He repeated in an amused tone. One of his hands then took a strand of your hair and twirled it around his finger.
âShe does now,â he added mischievously with a menacing grin, âYou see, little lady, the man in front of you hasnât been all honest with you.â
He let go of your hair and stood right in front of Leon, âHeâs a mafia boss who kills people and commits crimes left and right,â then he turned to look at you, âDonât tell me you still love him,â he said mockingly.
Leon's gaze darkened. "Don't listen to him," Leon said, his voice low and dangerous. He didn't want you to know about his life, about his secrets. He didn't want you to get involved in his dark world.
The Suit let out a loud laugh, âHa! Youâve changed Leon,â he commented as he backed away from you and walked to a table.
âLove makes people act like fools,â The Suit said as he began to walk back towards Leon, âAre you a fool Leon?â He asked rhetorically.
Leon's fists clenched as The Suit spoke, his words and laughter like nails on a chalkboard. He hated the way The Suit mocked them, trying to drive a wedge between them.
Leon's gaze darkened as he looked up at the man in front of them, "I'd do anything to protect her," he said, his voice low and defiant.
âYou would, wouldnât you?â The Suit chuckled and shook his head, âAnd you, woman?â He said as he turned his head to look at him, to which you grew scared.
âYouâd let your little boyfriend protect you and rescue you again and again and again?â He whispered, âDo you seriously believe youâll survive by being in his world? Youâre weak.â
Leon's heart ached as The Suit began to speak to you, his words trying to sow seeds of doubt. Leon's hands balled into fists again, his knuckles turning white from how tightly he was clenching them.
"Don't listen to him," Leon repeated, his voice louder and more urgent. "You're not weak, you're strong. I will always protect you."
He turned his gaze to The Suit, his expression cold and determined. "She's not weak, unlike you," he said, his voice a steely growl. You looked at Leon, his words sounded genuine and it seemed to have calmed you down a bit. But The Suit took offense to Leonâs words as his face and demeanor changedâfor the worse.
âYou dare insinuate that this damned woman is stronger than me? Look at her crying like a pathetic little girl!â He then took a chunk of your hair and held it up, causing you to whimper and cry.
âYeah,â he taunted you in a whisper, his lips close to your ear that you could feel them graze against the shell, âThatâs right. Cry like a little bitch. Thatâs what all women know what to do, cry all the damn time, huh?â
Leon had enough of this manâs offensive behavior, he swiftly stood up and with speed, his balled fist made contact with The Suitâs cheek. The Suit stumbled backwards, letting go of your hair as he went to cup his stinging cheek before glaring at Leon.
âI wonât forget this, Kennedy,â he said before he walked towards a table, picking up a gun. It was a handgun, he aimed it at Leon and quickly tried to shoot him. Only for Leon to roll away before taking out his own gun.
âYou coward!â The Suit yelled in a fit of rage. His ego was being stepped on and he didnât like it at all. To be played by his long time enemy was like a crush to his pride after all the effort heâs been trying to make himself known.
Leon said nothing and started to shoot back at The Suit, who in a cowardly attempt, called for backup. His bodyguards suddenly entered the space and surrounded the walls, guns at the ready. In any other case, this wouldâve been the end to it all. But this was Leon and he doesnât go down without a fight.
âCute,â he muttered, âYou donât think Iâve known about your little trap?â He said to The Suit.
âNo doubt about it. You seem smart enough to understand that I could ambush you and yet youâre still here,â The Suit replied.
âAnd you seem smart enough to know that I also donât listen to rules,â as Leon said this, his own men barged into the room by breaking down the door. He never goes to places alone, this he knew to follow.
The Suit, for the first time, felt a hint of fear. This was something he knew all too well. This was a battle that he couldn't avoid. Heâs messed around and heâs about to find out.
It all happened so fastâalmost like a James Bond movie in which there is a montage of men fighting and shooting each other with badass music playing in the background. But none of that will be here. There is no System of a Down playing.
At the first sound of a gunshot, a domino effect happened and shots rang all around. Leon, in concern, ran towards you and pulled you down to the floor still on the chair. As his men defended him, he began to cut through the ties that bound you to the chair, âCover your ears,â he whispered in your ear. Your hands moved to your ears and watched as Leon took defense over you and began to shoot at The Suitâs men.
The Suit made an escape through the back door, thinking no one would follow him as he avoided the fight. Leon, however, wasnât dumb and he had his eyes on him. He felt a sudden wave of anger and he ran after The Suit.
As The Suit climbed up the stairs of the staircase he had run into, Leon followed closely behind attempting to shoot him with his handgun but The Suit dodged left and right as he ran up the stairs. When he pushed past the exit door, The Suit was met with a gush of wind blowing at him as he had made it to the rooftop. Essentially it was a deadend.
âYouâve been nothing but a thorn,â Leon said as he had made it to the rooftop not long after The Suit, âIâve had enough of your games. Not only did you kill my associateâI know you haveâbut you also brought an innocent person into this?!â
The Suit chuckled, âI didnât. You did. You were the one pining after her and bringing her into your chaos, I only showed her the truth that you were keeping from her.â
âThat was something I should do, it wasnât your business to meddle with!â
âReally?â The Suit smirked, âThere is one thing you seemed to have forgotten about the mafia, Leon,â he said as he stepped closer to Leon, âThe mafia doesnât care about privacy. When you decided to join, you gave away your life,â he muttered lowly.
This angered Leon, âYouâre right. I did give my life to this. But Iâm not the idiot thatâs about to give it away permanently.â
Leon brought his handgun to The Suitâs chest and without sparing a second, his finger curled on the trigger and pulled it back. The sound of a gunshot echoing in the night sky as the bullet went through The Suitâs chest. His body froze for a second and his breath hitched, The Suit looked down at his now bleeding chest, realizing what Leon had done.
âYouâŚâ The Suit whispered before he stumbled back and slipped off the edge of the rooftop. The building was seven stories tall and with his wounded chest, it was sure that he wouldnât survive the fall. Leon went ahead to watch as The Suitâs body made contact with the street floor, a crack and a puddle of blood already forming around his body.
âYou never insult my girl,â Leon muttered under his breath, not caring about The Suitâs fate.
When Leon went back to check on you and his men, there were bodies and blood everywhere. It looked like a massacre. His eyes hastily searched for you and when he saw you with a blanket around your body as you sat on the floor, he rushed towards him.
His men had won, now cleaning the area to avoid the police. He crouched in front of you, âAre you okay?â he whispered. You nodded your head and looked at him. He knew you were shocked and most likely traumatized but he was willing to help you.
âIâm fine,â you whispered back, he sighed softly, his demeanor changing and his hard expression falling off his face. It was as if you were calming him with just your presence.
âI shouldâve told you sooner but I didnât want to scare you off. It wasnât the right time and I wouldâve liked to take you on more dates and give you everything you wanted andââ his rambling got caught off when you suddenly leaned towards him and kissed him, silencing him. He was shocked and for a moment, he held his breath. When you pulled back, his ears were a deep shade of red and his lips were parted with shock.
âI⌠know,â you muttered, âI know. I should've been scared and shouldâve run off but I just couldnât when all youâve done was be so kind to me.â
Leon could only stare at you, his eyes staring deeply into yours, âYou know Iâd never even think about hurting you, much less have some scumbag touch you. Iâll protect you with my life, Iâll give you my everything. My money, my house, my carâtake it allâŚbut donât leave me,â he whispered. For the first time, he was being vulnerable. His walls crumbled down because of you, you made him feel something he has never felt before, something that he couldnât put into words.
His hand gently cupped your cheek, his thumb caressing the skin just right under your eye, âAllow me,â he muttered before he leaned in and pressed his lips against yours. Your eyes closed as you felt his lips, melting under his touch and you soon found yourself kissing him back. Pushing your head forward as your hands wrapped around his forearms, wanting to keep him in place right in front of you.
The days passed by like a breeze. The Suitâs organization crumbled after his death and Leon fought for his territory, expanding his empire even more. But, amidst these events, he never forgot to take care of you. He wanted you to move into his mansion where youâd be more protected. He took you out on dates, the ones he promised to take you on. His goal was to make you happy, to keep a smile on your face. Heâs bought you gifts and his heart swelled every time you flusteredly accepted. That man was head over heels for you, you got him hooked.
âDo you want to go out today?â He asked as he turned to look at you, you who was sitting on the edge of his bed. Although you moved in, you wanted to sleep in your own bed so as to not burden him and keep your privacy. He happily obliged despite wanting to share everything with you.
You shook your head ânoâ at him, âNo,I kind of just want to stay in and have a lazy night.â
He hummed and nodded, loosening his tie before rolling up his sleeves to his elbows, exposing his strong forearms, âWe can do that,â he said in a warm voice. You couldnât help the slight heartbeat that skipped in your chest when you saw him like that. Something about the casually lazy look made him look even more handsome.
He went up to you and pecked your lips in a short but loving kiss, âYouâre so cute,â he whispered against your lips. It didnât take long for you to start kissing him back, your lips demanding longer kisses.
Your hands pulled his tie so he can come closer to you, your back on the bed as he gently climbed on top of you and put his hands on either side of your head to cage you in. His lips continued kissing yours, nipping at your bottom lip before his tongue met the inside of your mouth.
A quiet moan vibrated from you to him, feeling like your heartâs about to burst out of your chest. Your hands softly pressed against his chest as you pushed him back a bit, staring into his eyes. No words needed to be spoken, tonight was the night the two of you would take a step further into the relationship.
âLet me make you feel good,â he whispered, âLet me show you how much you mean to me. Let me be yours.â
All you could do was nod, his words and his behavior all led to one thing; he felt the same about you. His lips began to attack your neck, sucking and nipping the skin at the crook of your neck as his hands lowered down to your chest. He slid his hands under your shirt, fingers itching to touch your breasts. His big hands gently and tenderly squeezed your breasts, letting a quiet growl against your neck as he relished in the feeling of your skin on his hands.
It didnât matter if you wore a bra or not, he still loved them.
His hands then slipped lower your abdomen and into the waistband of your pants before he put one hand right between your legs. The palm of his hand pressed against your crotch area while his fingers pressed against your clothed needy cunt, earning a soft gasp from you. This brought a small smirk to his face, watching the way your eyes closed tightly and you subconsciously bit your lower lip. He loved it all.
He slid his hand under your pants and under your panties, hand itching to touch you. Upon reaching your folds, he nearly moaned when he felt how wet they were already. He brought his hand out for just a second as he sniffed his fingers and then licked them, tasting your glistening folds and his eyes rolled back.
And then he brought his hand under your panties again. His eyes remained fixed on your face as he slowly rubbed your clit with his thumb as his index finger tested the waters of gently pressing the pad of his fingertip between your lips.
When he saw how needy you were and how you bucked your hips into his hand, he inserted the index finger slowly into your cunt. As you moaned breathlessly and he groaned quietly, he felt your walls be so tight against his finger and his thoughts ran wild with the need to put his cock inside you.
âLet me warm you up, pretty girl,â he whispered as he then inserted his middle finger. Now fingering with two fingers, he knew you could take it, heâs being so slow and gentle.
âYeah, thatâs right,â he murmured against your ear as his fingers curled inside you, âDoing so good for me. My pretty girl. You look so beautiful like this.â
His other hand gently took your shirt off, wanting to see your chest once again. He dipped his head down and wrapped one breast with his mouth, his tongue swirling around your hardened nipple. Your back arched, his fingers and his mouth setting your body ablaze with ecstasy.
âMore,â you muttered. You felt him smirk against the other breast since he believed in treating both equally as something delicious.
âVery well, princess,â he hums quietly before he pulled his fingers out of you and sat on his knees. He slowly took his tie off and unbuttoned hit shirt, revealing the sculpted chest he had. Stretch marks adorned his pecs from gaining and losing weight, his highs and lows being portrayed in his body. A trail of hair leading down his V-line, scars added to his allure. It was as he was personally made from heaven.
He wasnât an insecure man, he knew he was good looking but it still seemed to shock him the effect he had on you. The ends of his lips curled up ever so slightly as he watched you practically drool for him. His hands, after taking off his shirt, went to unbuckle his belt and unzip his pants before throwing them somewhere.
You didnât hesitate either, your clothes were off save for your panties and he appreciated the fact you wanted him to take off your underwear and open you like a gift. Except that you werenât a gift, you were a blessing in his eyes.
âMay I?â He asked quietly as his finger curled against the waistband of your panties. You nodded and he slowly took the last article of clothing off you.
He didnât say anything and just remained there staring deeply down at you. His eyes roamed over every detail about your body, wanting to keep this memory of your first night together forever.
The words died in his throat but the look he had said more than the dictionary could.
He began to pull his boxers down to reveal his aching and hard cock, pink at the tip with precum. His eyes never left yours as he wrapped his hand around his cock and rubbed the precum down his length to lubricate it. It wasnât that you werenât wet enough, he just didnât want to hurt you.
âReady?â He whispered and looked at you as he settled between your legs. The back of your thighs pressed against his thighs as his tip grazed against your wet pussy. His hands ran down your thighs to soothe you as you nodded, âYes. Iâm ready.â
He didnât need to be told twice as he took hold of his cock and slowly pressed himself inside you, moving deeper and deeper until his pelvic area made contact with your body.
A whimper escaped your lips and he groaned at the feeling of being inside you. It wasnât like anything heâd ever imagined, it was better.
âYou feel so good, baby,â he murmured as he leaned down next to your ear, his hands searching for yours as he pressed you deeper against the bed. His fingers intertwined with yours as he slowly moved his hips back before pushing back in, causing you to moan once again.
For him, this was good. The way your eyes closed, the way you nibbled on your bottom lip, and the way you gripped his handsâheâs making you feel good and thatâs all heâs ever wanted to do.
His pace was slow at first, wanting you to get used to his size before he could speed up. As he did so, he whispered sweet things into your ear.
âYouâre so pretty.â
âLook at you, taking me in so well.â
âI am so lucky to have you.â
As he praised you, he slowly began to increase the speed of his thrusts. Each other becoming slightly harder and deeper than the last. Then, he let go of your hands and brought them under your knees as he lifted your legs up to rest them on his shouldersâbringing you closer to him as possible.
He grunted and groaned at the new angle he had you in, he wrapped his arms around your body, bringing you against his chest as he essentially got you in this weird position with your legs over his shoulders. Who knew you were that flexible.
âLeon,â you moaned against his shoulder, gently biting his skin. He knew you were close and he wanted to bring you closer, si he unwrapped one arm and brought his hand back down and began to circle your clit with this thumb.
He marveled as he watched your back arch again, moans spilling out from you, heâd almost forgot how good he felt too until he felt you start clenching around him. His eyes rolled back but he didnât stop. He continued rubbing your clit at the same pace but his hips began to move faster as he started to get lost in the sensation of your body.
âCum for me,â he muttered, âPlease, I need to see how pretty you are when you cum.â
It was a psychological thing, you swore. His words probably did more than his actions and when you suddenly hugged him tightlyâyour moans coming out muffledâhe felt you tighten around him and cum on his cock. He nearly came right then and there.
âThatâs it, good job, baby,â he praised in a quiet tone, âYou did so well for me.â
He gently stopped rubbing your clit and caressed your head as he kept you against his chest while he thrusted in you. Not soon after, he came inside you. His hot load of cum shooting ropes of white inside you, claiming you in the most intimate way.
His breath was labored and he slowly loosened his embrace and let you lay back against the bed with ease. He carefully put your legs down, no longer on his shoulders. A quiet sigh escaped your lips as you closed your eyes and tried to catch your breath.
He liked this look on you, a look that only he can give you at the moment. It made his heart swell. He gently pulled out of you, watching as his cum started to leak out of you but he didnât let it fall on the bed as he curled his finger and collected the drop of semen.
âIâll go clean you up, donât move,â he said in a firm but gentle voice as he stood up and got off the bed before making his way to the bathroom where he got a warm towel. He gently pressed it between your legs and wiped as carefully as possible to avoid making you uncomfortable.
Once he was done, he picked up your clothes from the floor and helped you get dressed into a new set of pajamas. Ones that knew would feel so comfortable after everything thatâs happened. He leaned down and pressed a kiss on your forehead, âYou did so well, now rest, dear,â he whispered before he began to get dressed himself.
You could only nod, feeling a bit bad that heâs taking care of you and not the other way around. But knowing him, heâll probably reprimand you for working too hard. He really cares about you.
Minutes later he joined you in his bed, wrapped his arms around you and bringing closer to his chest to cuddle. Your arms wrapped around his chest as both your legs tangled under the covers. It was comforting and he was warm. Warm enough that you almost fell asleep.
âI love you,â you muttered. That was the first time heâs ever heard you say those words. It made his heart skip a beat and a smile reached his lips.
âI love you just as much more as I possibly could,â he muttered back before kissing the crown of your head and hugged you tighter.
He closed his eyes around the same time you did, and you both fell asleep in each others arms.
The two of you now bound by love and promises, he swore heâd never let anyone else lay a finger on you and heâll let the world burn for you.