✩ The Assistant.
✩ endeavor x assistant!f!reader
we all want to have him as our boss and fuck him, right?
✩ warnings & tags: it’s endeavor and im writing it, so you know there’s a bunch of hot sex involved. size difference, small age gap, creampie, pussy smacks, oral, semi-public sex, domination, established affair (enji’s seperated, but not divorced), implied sadism, breeding (possibility of a child).
there you were, underneath your boss’s mahogany colored desk; shoving his fat, can shaped cock further down your throat. eyes watering as he fills your mouth to the brim.
the number one hero tried his hardest to not throw his head back and let out a groan, while you devoured his cock. but, the way you handled his balls and sucked him like he was a cherry tootsie pop; made it harder for him and he quickly let out a thick load deep into your mouth.
a loud groan left his throat and his thighs quickly clench around your head; almost suffocating you while he cums. your eyes roll back into that pretty little head of yours, while a small yet powerful orgasm runs through you and he finally lets his thighs relax; making you release his cock from your pretty stretched out mouth.
a string of his cum mixed with your spit dribbled out of your mouth as you looked up into his icey blue eyes, smiling with satisfaction since you took his cock and fallen babies so well. he grabbed your arm and pulled you close to his torso, leaning down to kiss you; his leftovers mixing into his mouth.
“such a good girl for me.” he praised, biting your bottom lip before he pulled away; eliciting a whine from you. he zipped his softening cock back into his pants and helped you get up from under his desk, handing you a kleenex so you could clean your fucked face; before returning to your desk outside of his very spacious office.
you had been working with the number one hero for quite some months now. he had needed an assistant with this big promotion and from hundreds of recommendations, he hired you. and from that day on, something in him lit up and he decided to make you his dirty little mistress.
you knew Enji was married, since he still wore his wedding ring on his finger, but you didn’t care. his martial status meant nothing to you as long as he continued to pump you full of his cock on a daily basis. call it wrong, but that’s just how you felt.
waving at burnin as she passed by your desk and entered your office, you signed into your laptop and started going through your emails and looking over your boss’s calendar book. until, your phone chimed with a text from endeavor’s personal number.
it was a photo of his clothed bulge with a message underneath it.
- still hard. come let daddy drill this cock in you.
his dirty message made you clinch your thighs together and you quickly replied.
- i would if i could, got to reply to these emails and you’re still talking to burnin. how about i send you a video of me playing with myself, instead?
he quickly liked the message and you giggled. you quickly looked around to check if anyone was coming, before you held your phone up and spread your soiled panties to the side, dipping your fingers in between your drenched lips.
your stifled a moan by biting yours lips, thinking about what happened prior to this, making you cum within seconds. you rode out your orgasm and ended the video, hitting send; before you started typing on your computer again. you knew he would watch the video with his sidekick in his office, volume low along with the brightness. and a few seconds later, the blazin haired hero walked out & relayed that endeavor wanted to see you.
on cue, you walked right back into his office; notebook in hand and quickly closed the dark oak door behind you; before walking up to his desk. you watched as his muscles flexed and protruded through his black velvet sweater, while he pressed play to watch your sexy video once more.
“so pretty and wet for me…look at her clinch around nothing…so sexy~” he turns the phone so you could see, making your face hot and your thighs press together.
“you’ve got a meeting in a few mins,” you reminded, just in case he got a bright idea. and just like you thought, he did.
“get back under this desk and take daddy’s dick while they all pile in here. and if you make a peep, there’s going to be hell for you~” you knew he was serious from the way that he spoke, with your body acting on its own; you found yourself following his orders and dipping underneath his desk again.
you turned your clothed ass towards him, arching your back so he could plunge himself into you with ease. he unzipped himself from his corduroy confinements, freeing his throbbing fatness. he pushed up your skirt and ripped your panties off of your body, before pushing his swollen tip towards your tight entrance.
and as you backed yourself up onto his cock, his employees apart of the meeting came piling into his office, sitting on the black loveseats he had inside. you covered your mouth with your hands, smothering the moans that left your lips as his cock stretched your gummy walls to fit around him.
you would never get used to his sized, you felt like he would get bigger each time he fucked you, pushing your walls past its normal limits.
he did his best to control his facial expressions as he began talking about how they’ve been monitoring and controlling the nomu outbreak, while you fucked him.
your were now passing the pain threshold that came with fucking the number one hero and was now welcoming pleasure. you were more aroused than usual, thanks to the state that you were in. fucking your boss in a room with other’s, unbeknownst to them. pussy becoming wet with each glide around his cock, betraying you by making a squelching noise that could be heard by them.
but, endeavor was quick with putting on a video for them to watch; deafening the noise your pretty girl decided to make for him. you turned your head slightly, catching his gaze while you pushed your self deeper onto his shaft; mouth opening like a bitch in heat.
as you bounced your ass against him, your slick coated pussy became too slippery for his dick and he slipped out of you; causing a gush of air to flow out. an employee turned to see what that noise was, but when he saw endeavor’s stoic face, he quickly turned back around and continued to look at the video in front of him.
endeavor turned his attention back to you and gave you a look; pushing his cock back into you along with his thumb pushing into your other hole as punishment for making too much noise. you bit your finger tips so no one would hear you squeal, the next erotic sensation forced your mind to go dumb.
the way he fucked your cunt to his liking, pushing himself deep inside you where his tip kissed your cervix and rubbed your gspot with ease, made you unfold. eyes rolling back to the whites, cunt queefing with each movement; before he pulled himself out of you—replacing his finger in your ass with his cock; resting above your tighter hole. his own orgasm splayed out on your ass, jerking slightly as it pooled out from his tip.
you caught his eye once more, you could read the look on his face; he was far from done.
“meeting’s over,” he clicked off the flat screen tv, making all his employees look at him.
“but sir, we haven’t discussed—“
“get the fuck out, now” they weren’t trying to argue with him, quickly grabbing their things and leaving his office. it was without a doubt that they were afraid of him and no wasn’t the time to prove that. as the door closed behind the last person, he reached down and grabbed your hips, his cum dripping down between your cheeks as a result.
you sat on his lap, cock ghosting your entrance while he held you there, “didn’t i say you were going to get punished for making a peep?” his voice deep and serious, making you swallow the slight fear he gave you.
“im sorry—” you felt like your body was melting once he pushed himself back inside your cunt. how was he still hard? his libido always superseded yours. he didn’t let you adjust, his stiff dick bullying your hole with each pound, fucking you dumb once again.
“all ways so tight for me. god, i can’t stop fuckin this cunt” he sent a smack to your clit, causing you to jolt and clench down harder around him. he groaned at the sensation, sending another one to your sensitive bud. your soft mewls were like music to his ears, his dick throbbing repeatedly inside of you; he couldn’t wait to cum inside.
enji’s big hands reached around your chest and ripped your button up to shreds, buttons popping off and flying onto his big desk.
“enji!” you whined and he sent another smack to your clit, correcting you.
“daddy! I don’t have anything else to wear” you moaned when he pushed his cock further into you, cream slowly coated his base. he slowed his stroke down, making you whine once more. he loved hearing you call him daddy, it drove him insane.
“ill have someone bring you another one from the company’s closet. now be a good girl, while l finish fucking this pretty pussy of yours.” his speed picked up once more and he was drilling himself inside of you. he let out some groans, one more primal than the others as he creamed your pussy full of his babies.
he didn’t stop his movements after cumming either, pistoning his cock deeper inside of you; making your orgasm come down harder than the last. he made you squirt, hard, pushing his cock right out of your pussy—splashing his leaking head and his dark desk.
picking you up with his big hands, he stood you on your feet; legs wobbling from the amount of stress that was put on it seconds ago, before he bent you over his desk. his huge frame towered over your smaller one as he pinned your arms behind your back, pulling your skirt all the way down to your ankles and deepening your arch; just so he could re-enter you once again.
your ass rippled against his clothed pelvis, cream and slick sticking to the soft fabric, as he fucked you. you turned your head and was met with a picture of his estranged family and you couldn’t help but moan. taking someone’s husband’s cock in his office every day, knowing someone could walk in excited you. you were made to be his cock whore.
he gripped your wrists, arms bruising slightly from his grip while he pounded you relentlessly. you were cumming and so was he, the way his balls twitched and his stroke became rougher—you were going to be a good slut and take his last load.
“let me stuff you full of my babies again. want you pregnant with my seed~” you were so dizzy with cock, agreeing to his wish, drooling against his desk; while ropes of his cum flowed into you and your own orgasm erupting inside of you. you could see stars like one of those cartoon characters as you came, his dick slowing down inside of you; before he pulled out of you for the last time.
with a smack to your ass, he zipped up him pants and pulled you back into his chest; pressing his lips to yours; another way he dominated you.
“ill go get those clothes from the closet. put this on and stay here. also, when i get back clear my schedule; taking you back to my place so i can hear that pretty girl speak to me again~”
