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hollywwav · 4 years

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Climbing the Corporate Ladder (DiaDop fanfic) Chapter 3

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Hello people and sorry for the lack of activity! This time the narrative will be quicker, because I wanted to do a short chapter before an special one I'm planning to write. I think I failed with this one, It just seems bland, uncreative and also I'm not really good at writing a blowjob situation, so I'm sorry... ú.ù

Summary: The new president and his young assitant come to change things for good on Passione Inc., a company dedicated to make up and female beauty.

The young boy is secretely in love with his boss, but thanks to an embarassing accident he will have the chance to get more closer to him! Or not…?

An AU where Doppio, the Bucci gang and other characters work for Diavolo, with the special participation of La Squadra!

Warnings: none.

Chapter 3: カジュアルＭＯＮＤＡＹ

The next days passed normally like nothing had happened between them, Doppio was anxious and overthinking most of the late night, meanwhile his boss looked perfect and busy as always. And then, Diavolo was out on a bussines trip for the next days. He didn’t text or said anything to the young assistant.

“He talked to me yesterday, just for a moment... he didn’t seem mad or condescendent to me... but he seems... distant?...” thought the young boy, with an anguish look on his face.

“Maybe I’m not amazing after all... he just got bored of me, probably...”

Doppio walked with the usual folders and the personal planner through the hallway, and from the distance he could see Squalo and Tiziano chatting in the reception area. It seemed like they were loafing around, sincerely. When the boy passed by them, Tiziano looked askance at him and quickly wispered something to Squalo, and then both laughed frenetically in an obvious mocking tone. Doppio felt ashamed and ran way to the next floor, little tears running down from frustration.

“Why do they laugh at me? They know?? Diavolo told everyone about what happened that night?”

“No, impossible. Mista would be shocked and would want to know all the details... also Narancia would be really annoying right now...”

The young assistant wasn’t ashamed of having sex with the boss of Passione. He didn’t really cared about everyone knowing. What he didn’t like was being mocked for being so small, childish and emotional, because he knew no one would believe the boss could be attracted to somebody like him. He was tired of always being a laughing stock.

On Sunday evening, the young boy received a message from the boss after taking a bath.

“Good evening my Doppio, I need you on my office tomorrow by 10 am. Don’t worry, it’s nothing serious. Have a good night.”

The boy finished reading and decided to not re-read and overanalyze the message, he just fell down on the bed completely relieved with a huge smile on his face.

The next day Doppio arrived early to the office and tried to get some work done. After some calls and chatting with Giorno, Mista and the rest of the employees with a good amount of donuts, the boy’s phone received a new message. He almost forgot about the boss’ issue.

“[9:48 am] Please come to my office”

Doppio instantly left the second floor and went to Diavolo’s office.

“Maybe it is someting serious” thought the boy a bit concerned.

He entered quietly, a strong silence and low illumination involving the boss’ place.

“Umm... good morning, boss. What do you need?”

“Good morning my Doppio” Diavolo looked great in his usual pinstripe suit, this time without the glasses, and with a good amount of dark violet lipstick on his lips.

“Please take a seat”

“O-ok...” the boss got up and proceeded to lock the door with a small key.

“I called you because... I got too stressed these days, you know?”

“R-really?” said the boy, still concerned.

“Yes... I just can trust you to help me right know with this”

“Just me?? wha- what do you need me to do, boss?”

“Well... will you be a good boy and... give me a blowjob?” wispered the older man to the boy’s ear, making him shiver. The boy felt nervous by the way Diavolo caressed his shoulders.

“Wha?? are-? are you sure? right now? In this place?”

“Yes...please. Nobody will know. I prepared this so no one could disturb us”

“B- but I... I really don’t... know...”

“You-? you... don’t want to?” Diavolo got closer to the boy’s face and looked at him with half- lidded eyes.

“Is not that... I just really... never did it.” Doppio got closely to his boss juicy lips and looked him with the same eyes full of lust.

“Don’t worry, my sweet Doppio... you always do your best... I know you will please me.”

Diavolo gave him a chaste kiss and started huffing from the arousal.

“Please, my Doppio... will you do it?”

“Oh.. Yes!” said the young boy excited to hear the needy voice of his boss.

Diavolo kissed him with the same passion like the first time, he looked like he could devour his assistant’s soft lips, and Doppio just got carried away by Diavolo’s touches. But the making out finished quickly, the boss was impatient to see the boy’s performance.

“Come on, my sweet Doppio... get on your knees” Doppio obeyed and sat in front of his boss, meanwhile the older man unbuckled his pants and teased him with the lenght of his erection.

“Please... touch me...” said Diavolo surprising the young boy. He sounded so needy and a bit naughtier than the first time they were alone. Doppio just got his dick out of the underwear slowly, blushing heavily at the size of that member. Oh god, he didn’t remember how big it really was.

“Ok... I’m going to do it... I don’t want to hurt you, so... I will be gentle...” said Doppio with a total lack of confidence.

“I know you won’t hurt me, my precious Doppio” the young boy looked at him concerned about what to do, he wanted to do it right, he didn’t want to fail.

“O-ok” said Doppio finally, opening wide his mouth and trying to wrap it around the boss’ member.

Diavolo instantly moaned and got rid of his top suit, because he was already hot and starting to sweat a bit. Doppio just tried to adjust slowly to the lenght, but his small mouth couldn’t do much. It was a strange sentation, the taste was ok, he thought, and the scent of the boss’ body was exciting. He tried to wrap his small hand on the base, bob his head and pump him at the same time, but a bit slowly because he couldn’t coordinate with the mouth’s movements.

“Oh... my pretty little Doppio... I wanted that cute mouth of yours sucking me since so long...” said the boss with a look more like a drunk man than anything. The situation made the young boy grow hotter and start to feel his own dick twitch in his pants. The way Diavolo wanted him so badly, how he prepared everything for both to be alone, the fact that he was at his boss’ feet, stimulating and admiring his body, the way Diavolo looked so bigger and powerfull than him. It was too much for the young assistant, now moaning and trying to catch breath.

“Ohh... my jaw hurts a bit...”

“Don’t worry my dear, you’re doing a really nice job... please don’t stop... I’m going to finish soon”

“Is is ok... if I can... fondle your testicles?” said Doppio with embarrasement.

“That would be amazing”

Doppio sucked again and did what he wanted to, enjoying the feel of his boss’ balls on his hands. Diavolo kept panting and caressed the boy’s cheek, then stroked softly his purple hair and pushed his head a bit more against his member.

“Please... more... faster...”

The boy did as the boss ordered, bobbing faster and getting sloppier with his sucks, and tried to pump him again to give more stimulation.

“Yeah... that’s right... suck... suck me more!” said the boss shaking, completely overflowed of pleasure.

“You’re so good... so good... I would love to finish inside you right now...!! I want to fuck you again... so much... Ohhhh god... Doppioooo...”

Doppio quickened his pace but the boss reached the climax instantly and ordered him to stop and stay still.

“Stop, close your eyes” ordered Diavolo when he quicky took away his dick and started pumping on the young boy’s face, staining him on his mouth and cheeks. Doppio didn’t expect this but received the load a bit worried about his clothes. Anyways, he would lie if he said the boss cumming on him didn’t make him hornier than ever. The boss finished and grabbed a handkerchief to clean carefully the boy’s face.

“My sweet Doppio... I’m sorry for this... I was so excited”

“I-It’s ok, boss... I think I should go back-” said the young boy with a tired look on his face, trying to get up and wanting to go to the bathroom for a moment, when the boss grabbed his hand, stopping him.

“Where do you think you’re going to??” said Diavolo with a serious tone, looking him directly at the eyes.

“Uh??” just mumbled the young assistant, a bit scared about his boss’ reaction.

“Come here...” Diavolo wrapped his arms around the boy’s waist and placed him on his lap, with his back facing him. Doppio just looked at him with worry.

“You deserve special care from me... where are my manners after receiving such amazing treatment from you, my little Doppio?”

“Oh... what does it mean?”

“Let me help you to finish”

“B-but you don’t have to, bos- ahhhh!” whined Doppio when Diavolo finished unbuttoning his pants and gave him a hard stroke.

“Ohhhh... bosss....ahhhhhh”

Doppio looked like he was going to cry of pleasure, but he already was over the edge since the beggining and it took a few pumps to make him finish over the boss’ hand, using another handkerchief to avoid making a mess on the floor. Doppio just twisted his neck to reach his boss’ lips, and Diavolo kissed him tenderly for a moment that seemed endless.

“T-Thank you so much, boss”

“Thank you, for accepting again”

The boy buttoned his pants and fixed the rest of his clothes, when he tought about asking Diavolo about his plans for the weekend, but the boss’ cellphone rang and he answered the call quickly. Doppio stayed in the office waiting for Diavolo to say something but the conversation was getting long, so the boy decided to not interrupt him and go back to his workplace. After that, the day passed normally like any other day, with a busy schedule to follow.

That night, the young boy splept like a baby after eating a warm dinner and checking the last review from his favourite beauty youtuber.

#JOJO #diadop #bosudoppi #boss/employee relationship #myfics #doppio #vinegardoppio #diavolo x doppio #diavolo #climbing the corporate ladder #corporate!au #NOT SFW

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