Work Text:
It all started in the elevator. Both you and your boss had just finished a meeting and had stepped into the elevator car to get to your floor. It was supposed to be a normal, innocuous series of actions that happened every day; a short ride to his office whereupon you'd step out and carry on with your work day.
But then the car had filled up with more business-suited men and suddenly you were squashed up against your boss, his back to the wall, your back to his chest.
You glanced up at him with a tight-lipped grimace, "Oops, sorry, Jeb." you apologised, almost stepping back on his foot.
"It's not a problem, don't worry." your boss smiled awkwardly down at you, his easily readable face already betraying his immense discomfort. Poor guy.
Your boss was Jeb Magruder. Being a personal assistant for a man such as Jeb came with several perks, two of which were a handsome salary and better yet, a handsome boss. The last one was more serendipitous, but you were certainly grateful for having something pretty to ogle during work hours. However, the pretty thing in question looked moments away from a conniption.
You both stood in awkward silence when the elevator juddered to a brief halt to allow more suits in and a few off, sending you stumbling back against Jeb. You reached a hand back to steady yourself and felt a warm, rigid thigh swathed in a wool blend fabric, a short gasp from the man behind you accompanying the sudden contact. Oh. You snatched your hand back, but it was too late, he had felt your touch and reacted accordingly; a subtle stiffness being pressed against the cleft of your ass. Oh.
He was hard; not fully, but it was definitely there and the overwhelming urge to push back against him, to feel him fully aroused was clouding your better judgement.
You chanced a sneaking glance up at his face and were amused to find his head tipped back against the wall, eyes cast to the roof of the carriage and his lips pressed into a thin line, Adam's apple bobbing rhythmically. My my, how sensitive he must be. Oh, you couldn't resist teasing him, if only a little. "You ok back there, Jeb?" you asked nonchalantly.
His head snapped to attention and he peered down at you, his eyes wide. "Huh?"
"It's getting a little tight back here, don't you think?"
His eyes widened even more, colour rising to his cheeks, "Oh, uh, yes. Tight. Mmhmm."
Your mouth twisted, trying to wrestle the gleeful smile from your face as you shifted your hips back, feeling the heat and outline of his semi through his trousers grinding against your buttocks. The sharp intake of breath and barely audible whimper behind you was a reward like no other, making something hot and carnal curl deliciously in the pit of your stomach.
You turned to look over your shoulder, gazing at him from beneath hooded eyes, "Big guy like you have enough room?"
The expression on his face was one of pure panic and he looked one more teasing word away from tears. Then the ding of the elevator sounded its arrival at your floor, shattering the electrifying frisson that built between the two of you and Jeb was suddenly shoving his way past you and out the automatic doors like the devil himself was hot on his heels.
That had happened a week ago and he barely had been able to make eye contact with you since apart from longing stares when he thought you weren't aware. You could practically feel the weight of his gaze burning a hole through the back of your head. He'd hardly spoken a word to you above what was required for your jobs to run smoothly and it was beginning to bother you. You wanted Jeb Magruder in a way that was not healthy nor convenient as far as your occupation was concerned. He was your boss, for crying out loud, it wasn't right. Right now, however, as you sat at your desk and stared wistfully at his office door, you were less and less sure of your moral convictions.
You both were working late, everyone else had left and you were just about to resign yourself to another lonely night of lecherous fantasising about your adorably pathetic boss when you heard a noise from his office.
You stood from your desk and carefully approached his office door, craning your ear towards the sound.
"Hmm, oh, ah…!"
Your jaw dropped. No…No way. You recognised those sounds and there was no way your sweet, stupid boss was-
Your spiralling mind short-circuited when you heard a strained, wheezing cry of your name.
Oh. My. God. You clapped a hand over your mouth when you felt a hysterical laugh begin to bubble up at the sheer absurdity of the situation you were now faced with. You were utterly delighted, of course, it was like some sordid prayer had been answered, a golden opportunity spread out before you. But, if you stepped through that door and took it, would you be able to face whatever ramifications came after?
You grasped the handle, lip caught between your teeth, wrestled for a brief moment with your conscience and finally came to a decision.
Fuck it. You'd burn that bridge when you came to it.
You quietly opened the door, peeking your head in and were greeted with the sight of Jeb Magruder reclining back in his chair with his fist pumping away beneath the desk, a series of short gasps and soft panting spilling from his parted lips. A shiver ran through you straight to your groin and you cleared your throat, stepping further into the room, "Jeb, did you need something? I heard you calling me..."
His head shot up from the backrest, his whole body lurching upright, cracking his knee against the underside of his desk in the process. "Ah, fuck!"
You winced in sympathy as he rubbed his knee while also fumbling desperately with his zipper, attempting to stuff his impressive erection back into the confines of his trousers unsuccessfully.
"Oh, god! I wasn't doing anything, I- ah! Please, don't look!" He turned away from you, shielding his apparent shame. You strode towards him, turned his chair to face you and bent forward, bracing your hands on the armrests, boxing him in.
"Oh, don't stop on my account," you smiled devilishly, "keep going."
"What- what? n-no!" His bottom lip was trembling as he gawked up at you with those wide blue eyes like fish bowls threatening to spill over, forever on the verge of tears. He was practically begging to be bullied. "I'm sorry, you weren't meant to s-see this, I'm sorry, please! Please just forget about this? Please, I'm sorry." He begged.
"Well, I'm here now, so whether I was meant to see this or not doesn't matter. You didn't finish and I'm telling you to continue." You stepped to the side so you could stand slightly behind his chair, leaning over his shoulder, your mouth mere centimetres from his ear, "Do as you're told, Jeb." you purred, reaching a hand down towards his lap, inching towards his still hard cock.
"Wh-what?? Why are you-? what are you doing?" He shrank away from you but made no move to stand or remove your creeping hand as you gently ran an exploratory finger from the base of his dick to the tip feeling him twitch under your light touch. You revelled at the sound of his high-pitched whining.
"you're still hard, Jeb. It looks painful...is it painful, Jeb?" You dug your finger into the slit of his cock head and began gently swirling your finger around the tip, smearing precum on his already glistening skin.
"Ah! no, no I- mmph!" His hips jerked forward and you removed your touch, reaching forward to cup his hands in yours to guide them over his throbbing flesh.
"Go on, that's it," you murmured in his ear, moving his large hands up and down along his shaft, coaxing him into a rhythm while he trembled in your soft grip. "Keep going until you cum...just like that. Good boy, well done."
You released his hands, but stayed close, hovering over his shoulder and watching with rapt attention as he brought himself closer to the edge, hiccuping and sniffling along the way. It was absurdly erotic.
"Hah...ah...ngk!"
"God, look at you. Snivelling like a little baby. What's wrong Jeb? Is this too much for you? You gonna cum already, Jeb? how pathetic, you've barely even started!"
His eyes were screwed shut as he thrust his hips against the movement of his hands "ah-hah! I'm sorry, I'm s-sorry!"
From your line of sight, you noticed a drop of sweat trickle down the side of his neck, marking a glistening path in its wake. You couldn't resist its temptation and dipped your head into the crook of his neck, tongue licking a stripe up his throat to collect the salty droplet from his hot skin.
His reaction was sudden and violent. His whole body jolted from the contact and a wet and broken-sounding moan tore from his throat as hot ropes of cum rushed over his still frantically jerking fist.
You let out a quiet gasp, exhilarated by the full-body rush of arousal that flooded your nerve endings at watching him come. This was better than you could have hoped.
His thick semen dripped between his fingers and without giving it much thought you snatched his wrist and brought it up to your mouth, suckling his cum from his long digits. Jeb choked on his own breath at the filthy display of your lips wrapped around his fingers, unable to tear his eyes away from you as you locked eyes with him. You released him with a pop, licking up whatever remnants of his pearly release remained on your lips. Delicious.
"You came so quickly, Jeb! you must have felt good...oh, but look, you're still so hard." He was, indeed, still incredibly hard, his long shaft engorged and the tip flushed red and weeping. "Was that not enough for you? are you really that fucking greedy?" God, you hoped he was.
Jeb shook his head frantically, staring up at you with wide, pleading eyes. "No! I-I'm not, I don't-"
You grabbed the back of the chair and spun it toward you, taking hold of his chin roughly, "Stop your pathetic blubbering and speak up!" you snapped, "What do you want, Jeb?"
"P-please touch me..." he whispered, his eyes filling with tears.
"Where?", you asked, voice softening, thumb brushing gently over his quivering lower lip, "Where do you want me to touch you, Jeb?"
"On my...my dick."
"Well done." You smiled at him and ran your hand through his already dishevelled hair, brushing it back from his sweaty forehead.
"Get on your knees," you instructed.
He did as he was told, his pretty face a mask of confusion as he slid onto the floor, watching you carefully as you took his place. You got yourself comfortable in his office chair, leering down at the tantalising sight of Jeb Magruder kneeling on the ground before you, breathing laboured, cock hard and twitching. It was a powerful feeling, you could get drunk on it.
"Remove my shoe," you said, propping your foot up on his thigh.
"What?"
"Do you have trouble hearing? Remove my shoe, I won't repeat myself a third time."
He did as instructed, unlacing them as he cast cautious glances up at you, you only smiled at him encouragingly. He slid your shoe off and put it to the side.
"Very good, now my sock."
He opened his mouth to speak, brow knit in confusion, but you held a hand up, interrupting him, "If you say one more word without my permission, I'm gonna get up and leave you here, like this. Is that what you want?"
He actually looked scared and he shook his head furiously, hastily removing your sock and quickly shoving it into your shoe.
"I didn't think so. hands behind your back. don't move or I stop altogether, understand?"
Jeb bit his lip and nodded. He was so wonderfully obedient, it suited him.
Your now bare foot inched closer to his groin, "Good boy," you praised him and pressed against the length of his cock making his whole body pitch forward, a surprised moan flying from his panting mouth.
"Oh! ah-ah..hnng!"
"Oh, if you could see yourself now, getting off from my foot. That's all you deserve though. I bet you wish I'd use my mouth?" His head snapped up and he cast you a hopelessly wretched look, you just smiled as you began leisurely stroking your foot up and down his shaft. "You don't think I haven't noticed you staring at me? especially after that little incident in the elevator the other day?"
You watched as his face shifted from realisation to shock and then to shame all in the span of a second while he was still reeling from pleasure.
"You seem surprised! well, you weren't exactly discrete now, were you? I could feel your hard cock rubbing up against my ass the whole time. It must have been agonising for you, being trapped in that stuffy elevator full of people with your leaking cock shoved up against me. I wonder what nasty little things you were thinking about? hmm? how many times you fucked your own fist remembering my ass grinding on your dick?" you punctuated that last statement with a particularly long caress against his cock head, toes curling round the tip.
"Agh! guh-huu!" He shuddered hard and tipped forward over your probing foot as tears began welling in his eyes.
"You know, I reckon you started jerking off in here on purpose, hoping that I'd walk in on you."
"Mmm! hhhah..." Fat, hot tears were now rolling down his red cheeks and dripping onto your exposed foot, but you paid it no mind, continuing your torturous pace against his quivering prick.
"I mean, you certainly weren't quiet in here, it's almost like you wanted me to hear you moaning like a cheap whore. Fucking pathetic."
Jeb was fully moaning now, his voice rising in pitch with each slow caress of your foot, his hips bucking uncontrollably, frantically trying to gain more friction.
"The most tragic thing about this, is that you like this, don't you? You like it when I belittle you like this. When I call you names?" He looked almost appalled at the insinuation and his head began to turn, but you pressed down harder on his groin, making him sob. "Don't shake your head, don't you dare fucking lie to me, you pitiful excuse of a man. C'mon, tell me how much you love this. Speak!" His expression was completely wrecked at this point and for a moment you wondered if you'd gone too far when he began stuttering and babbling incoherently. You didn't harbour any malicious thoughts against Jeb, you were quite fond of him really, but there was this odd compulsion to make him hurt. To see him cry. He had a face made for crying, you thought. Pain and confusion sat at home on his sweet and pretty features and to see them contort in any other way felt almost sacrilegious.
You would have asked if he was okay, but you were suddenly reminded that he wasn't bound, he could tell you to stop if he wanted. He could physically stop you and leave if he'd truly had enough. He was letting you do this to him.
Eventually, he found his voice, "AH! no! please, please!"
"Please what? please treat you like the miserable, desperate slut that you are?" you taunted, cruelly grinding your foot down on his heavy balls. "The one that's humping my foot like a dumb dog?"
"I'm gonna-ah....no, I cant- I-!"
"Because that's what you are, Jeb.", you continued, "You are a dumb fucking dog. Say it. Say 'I am a dumb dog'."
He was thrashing against your agonizingly exquisite ministrations, panting and keening against your leg, "I'm...ah-! I'm a, a dumb dog!" His entire body convulsed and his pouting mouth opened in a silent scream as he came hard for a second time, his cum spurting thickly over your foot and up your trouser leg, his hips pistoning fruitlessly against the air, riding out his orgasm.
You smiled at him tenderly as he came down from his climax, chest heaving, his head resting heavily on your thigh.
"Oh dear, look at this; you made a mess on me, Jeb," you said, plucking at the fabric of your pants, "You dirtied my foot and my trousers. Clean up the mess you made."
He hummed absently, raising his head with some difficulty and squinted at you with puffy, red eyes. He glanced down at your soiled garment. "Oh, yes of course. let me just-"
He began to sit up a little straighter and you watched his line of sight go to the box of tissues on his desk.
"No, not like that," you stopped him gently, "use your mouth."
Not for the first time this evening, his pretty blue eyes widened once more against the fatigue that had begun to claim him and his dark brows rose up to his hairline. "Go on," you reassured him, "be a good dog and do as you're told."
Apprehension filled every line of his tired body, but he dutifully took up your ankle in his big hands and brought your foot up to his trembling lips, tongue darting out to swipe up his release that was splashed against your skin.
You sighed at the feeling of his warm tongue laving across your skin and reclined further back in his office chair. You looked at him down the length of your nose as he sucked a thick line of his cum from your ankle and reached a hand into his hair, scratching gently at his scalp.
"You look good like this Jeb. So pretty, right where you belong."
He moaned luxuriously and pushed his head further into your hand as his mouth made its way up your leg, tonguing broad strokes along the fabric of your trousers, tasting himself brazenly. All sense of shame apparently having left him, at least for the moment.
Once he'd cleaned up as many traces of himself as he could, he sat back on his heels and offered up the first smile you'd seen from him that evening, grinning up at you with sluggish expectancy.
You leaned down and took his face in your hands, bestowing a gentle kiss upon his forehead, humming in deep satisfaction.
"Hmm, good job. Good boy, Jeb. You did so well, I'm so proud of you."
What a good dog you'd found.