Work Text:
Midnight had rolled, around 12:34am.
Mafioso sat in his office. Papers scattered like baby toys on the floor.
The pen he'd been holding hadn't moved, not even an inch. The papers in front of him had been blank since the last hour. God, he was tired. He wanted to go to sleep so badly, but he had to finish these papers by dawn.
His elbow stood on desk, and his jaw laying on his hand. His face and body looked defeated. Eyelids covering half of his eyes, eye bags shaded into a dark grey, and a bad posture that can lead to back pain. He was slouched like a shrimp, and that isn't good. But also, he was hard. The thought of it just made him more tired.
When he tried to move the pen on the paper, the ink had already dried out. He sighed deeply.
As he was about to get up from his desk, he heard the door knob twist, then the door swung open. He tried to make out on who was entering his office. Once he did- oh no, it's him. That cocky gambler who practically stole the heir of the casino. Well shit, he thought. But he was also happy because--maybe Chance can help him out.
"Heyyy Mafi! How's it going?" Chance exclaimed as he entered the cold and dark office. Mafioso just sat there, unsatisfied. "Chance.. what do you want?" He asked, his voice deep and low.
Chance noticed the state Mafioso was in and his face expression went from joy to concerned. "Oh shit man, how long have you been up?" He asked nervously, now walking to the desk. Mafioso groaned in response.
Chance placed his hands on the black table. He noticed papers stacked on one side, containing information about debts and missing person cases. The other side contained maybe, a few pieces of paper, completely blank.
He then looked at the boss, his tired face said enough. He went around the desk to the chair. He grabbed Mafioso's wrist, hoisting him up.
"What are you doing..?" Maf whispered. Chance didn't respond, he just led Mafioso to the black leather couch he had in his office.
Once Maf sat down, he threw his head and groaned. Chance wasted no time and climb onto the big man, now sitting on top of him.
"Chance?" He asked. The gambler raised a brow. Mafioso pointed down at his pants. Before he could answer, he looked down. His pants grew a tent, slightly getting higher by a touch.
Chance smirked and looked back up at the boss. He cupped his cheek and said "Let me help you there, big guy".
He then reached for a kiss, soft but deep--tongues intertwining. And with that, Chance began taking off his own jacket. Slowly unbuttoning his shirt, and undoing the belt, which made a thud when it hit the ground. He then tossed both of their fedoras on the floor, as well as Chance's shades and headphones.
His pants were next to come off, leaving him in his boxers. He then began undoing Mafioso's belt. The sound was loud when it hit the ground. He then pulled the pants off, only to the ankles.
Chance put his hands on the boss's shirt, and started unbuttoning. He looked at Chance, slightly annoyed.
"Can you hurry up?" He asked angrily against Chance's lips. The gambler only chuckled, moving swiftly now.
Once he finished, both of them were bare, but only with their boxers on.
Chance planted his face into Mafioso's neck, softly biting his shoulders and neck as he dry humped the boss.
Maf's moans were muffled, the tent in his boxers started growing. "Mmph.. Chance.." He mumbled.
Chance continued to dry hump Mafioso as he peppered kitten bites and kisses all over him. "Take them off now" He said coldly.
He smiled and stopped in his tracks. The gambler got off Mafioso, and pulled down his boxers--dick springing out in full erect. Chance's grin grew wider and he took off his own; his cunt glistening in slick.
Once done, he climbed back onto his lap, his slicked cunt hovering over his throbbing member; the tip slightly entering Chance's hole.
He then sank down all the way, both men moaning in pleasure.
Once Chance was all the down, he let Mafioso feel his tight and smooth walls. He opened his eyes for a bit and noticed the belly bulge, god it was big. The big boss brought up his left hand and grabbed Chance's waist. His insides rubbed Mafioso's aching cock. Keep in mind, Chance hasn't moved, he just wants to be sure that the tired boss feels the warmth.
"Mmm, you're warm" He whispered as he felt his dick being rubbed against the gamblers walls. He then hovered his other hand to Chance's pussy, rubbing his thumb in circles on the clit.
"M-Maf.. fuuhuuck~.." Chance moaned loudly, throwing his head back. He then started to move up and down in a slow motion. Both men were in a moaning mess.
Chance kept hitting his sweet spot too many times, which caused him to bounce faster on Mafioso. Sounds of skin slapping and slick squelching filled the office, along with both mens whimpers, cries and moans of deep pleasure. The bulge was visible whenever Chance bounced.
Both of Mafioso's hands grabbed Chance's waist as he started lifting his hips upwards to follow the motion of the thrusts. That made the gambler moan even louder, his eyes rolling back and his back arched at a weird angle, mouth hanging open.
His orgasm was about to burst right then and there. "OH! F-fuck!~ Y-yes.. oooh shit~" He panted heavily. "Ahh..~ Chance. So tight"
At that point, Mafioso was close to ripping his own release. But, he forgot something. He stopped his thrusts, causing Chance to groan in disbelief.
"W-what happened? Why'd you stop..?" Chance panted quickly, looking back down at the restless man. "We can't do this without protection" He replied. Chance was disappointed, but he understood. He couldn't risk getting pregnant.
Chance didn't hesitate and continued bouncing on Mafioso's dick, his sweet spot being abused yet again. His mouth hung open as he let out such lewd sounds. Mafioso continued to thrust upwards, chasing his own release.
Chance's bouncing got sloppier, his breathing started to shaken due to being overstimulated. "Fuck! I-i'm close~"
His hands quickly grabbed Mafioso's shoulders as his release came undone, squirting out of his hole. He screamed loud, moans turning into whimpers. Then, the thrusting stopped. Small beads of sweat was rolling down Chance's forehead, as well as Mafioso.
The gambler slowly hoisted himself off of Mafioso, cum dripping out of his hole. He then placed his knees on the floor, grabbing the larger man's thighs as he quickly dove his mouth onto the tip of his member.
A loud gasp came from Mafioso, eyes shooting open as he felt the wet cavity cover his tip, slowly bobbing up and down. A hand went to grab Chance's hair, brushing it gently before putting force onto it, forcing him to suck deeper--causing him to choke and gag. His tongue lapped the tip and shaft.
Muffled moans came from below. Chance's eyes were on the verge of forming tears from the harsh dragging of his head, sucking hard. "Fuck, Chance. J-just like that~"
His head kept moving up and down in a fast pace, going deeper until the tip touched his throat. No matter how many times he's been gagging and choking, he was more focused on the pleasure from Mafioso. He loved hearing the scary, big Mafia boss, moan like a whore. God, Chance loved it so much.
After a few head bobs, Mafioso finally came, coating Chance's throat with his hot white seed--causing him to choke, but managed to swallow every drop.
Chance released himself from Mafioso's dick, making a wet pop sound. Both men were breathing heavily and fast, sweat forming and falling on both of their bodies.
After moments of silence, Mafioso spoke in a shaky voice. "Chance.." Before he could finish, Chance interrupted him. "I know what you want" He smirked.
Not even a second later, Chance quickly got up on top of him, and planted his wet cunt on Mafioso's face, feeling his warm breath hiss on the slicked folds. He grabbed his thighs in a swift and started moving his tongue back and forth on his labia, lapping every drop from Chance's previous orgasm.
He sucked on his clit, and putting kitten bites on the little pink nub. Chance grabbed Mafioso's hair and started moving his hips, grinding it on the boss's mouth.
"Fuck! Maf~.. Hahh.. Ahh~!" Chance moaned loud, enough to be heard from outside the office. His eyes rolled back so far, he could almost see his brain, his back arched. His mouth yet again hunged open, his tongue falling out, toes curling from the intense pleasure shooting up his spine.
The man under kept licking and sucking Chance's pussy clean, soon after he sticked his tongue in the hole, causing Chance to let out a gasp. After minutes of pure immense pleasure, loud sounds of moans, cries and whimpers, Chance let out his second orgasm. Mafioso caught all of his savory juices and swallowed every last drop. Once done, he licked the rest and planted a wet kiss on the throbbing cunt.
Chance let himself fall onto Maf's lap, breath shaking and tears falling down his cheeks. Both men were completely wasted, Chance couldn't move his legs as much since they felt like noodles.
The sweat made their hair stick to both of their heads. Mafioso's long black hair felt quite wet, and Chance's soft grey locks were soaked with sweat. "How was that..." Chance whispered, his breath becoming less unsteady.
Mafioso didn't respond. He was already asleep--head fell back and soft snores came out. Chance chuckled and slowly began fixing his clothes. Putting both of their pants back on, but only leaving them both shirtless. He gently laid Mafioso on his back, trying to not wake him up. Once he accomplished this, he laid on top, head placed on his chest.
Chance decided to do some aftercare once the boss woke up. He seemed way too tired to get up, which is understandable.
Both of them laid steadily on the couch, sound asleep. The time was 1:20am, pretty late; but thankfully, both men had a great time and Chance was able to fix Mafioso's problem after all...
...<3