You've recently been hired to work at the Joestar Manor as a footman (opening doors, generally just being there to help with small things and eventually work your way up to being a butler) and your Master Dio has an interesting way of welcoming you to the manor.
I barely proofread this so if it's ass I'm sawry
Male POV
CW: brief mention of homophobia
The bed creaked slightly as you propped yourself up on your elbows, Master Brando leaning imposingly over you. You'd only worked here a week and he'd already invited you to his chambers - you hoped this wouldn't negatively affect the workplace in any way, but presently you were a little too hot under the collar to care.
One of your masters, Dio (although you hadn't the privelage to call him his first name) was possibly the most attractive man you'd seen - of course, Master Joestar was easy on the eyes, but there was something about Dio that made your heart beat a bit faster. Maybe it was his dark, catlike eyes, his high cheekbones and pointed face -
Or maybe it was his thick thigh grinding between your legs.
You gulped and he chuckled.
"Is this your first time in this position with another man?" he purred, his deep voice quiet as to not alert anyone nearby.
Holding solid eye contact, you nod.
Another chuckle as he leans in to gently kiss the side of your neck, a hand slowly trailing to stroke your chest. He'd already pulled off your crisp, white shirt, having discarded it haphazardly on the ground, along with your blazer. You fleetingly hoped that it wouldn't get creased - you knew you'd be harshly disciplined by your superiors should you be seen in crumpled clothes.
"Many of the servants of the manor have done this with me... but don't you dare ask them, I've sworn them all to secrecy,"
Dio pushes you onto your back and climbs fully atop, golden hair framing his face as he looks down. Gently he tilts your chin so you're looking up at him properly.
"So be a good boy and keep that pretty little mouth shut, hm?"
Fuck this guy. Heart nearly stopping, you nod again, lips clamped shut lest you moan out loud there and then.
He sits back, resting on his haunches as to not crush you - not that you're actually small, it's just that anyone is small compared to him.
"Well then, servant," his pretty lips are curled into a smirk "are you going to do your job and undress me?"
In this position he has you pinned, his big hands idly trailing over your bare stomach, stroking your chest and generally just touching you up. Face flaming, you shakily reach up to unbutton his shirt. His sweater had long since been abandoned, somewhere on the floor with the other half of your uniform. You feel your face get even warmer as the top few buttons come undone and you get to see his bare chest.
Never in a hundred years had you thought you'd get to experience something like this, especially with another man. Your family had often cussed and cursed over those who were attracted to the same sex, and you had hidden your shame behind a poker face. But now you were here, with your Master Dio. Unabashed, only a few years older than you but seemingly aeons more experienced.
He shrugs off his shirt and it joins the other garments on the floor. Your hands rest on his spread thighs, aching to touch his alabaster skin, eyes following a fine trail of light hair trailing from his belly button into his tight pants. Eyes travelling up his body, over sculpted abs they pause for a moment at his ample chest before meeting his gaze.
"Enjoying the view, servant?"
You nod, unable to keep his gaze in such a position, looking away slightly as you feel like your face is about to melt off.
"I can't hear you,"
He takes hold of your face, turning your head to look at him again, perfectly manicured nails leaving crescents in your cheeks.
"Yes, sir," Your heart hammers and it feels like you're going to die but he hasn't even touched you yet. You feel your dick throb, straining desperately against your uncomfortable uniform pants.
"Aw it seems like you were just built to serve me," he coos "getting so excited at addressing me formally? Does that arouse you in an ordinary setting?"
Dio slips off you, settling between your spread legs and unbuttoning your pants.
"N-no, I-"
"What a naughty little servant you are," he purrs lowly, finally freeing your cock from its starched cotton confines.
Your breath is shaky as he takes it into his mouth, long tongue swirling around the head as one hand pumps up and down the shaft. A hum vibrates in his throat as his lips meet the base. You stare down amazed as he swallows it whole, gag reflex seemingly nonexistent. Your heart flutters and you gasp as he hollows his cheeks.
"M-master!" you stammer, covering your face. It feels like you're going to die from embarrassment - a combination of the situation you've found yourself in, the involuntary gasps and whimpers that keep coming out even when you hold them back and the wet sounds of Dio going down on you. You can tell he's being loud on purpose, spitting on the head to allow his large hand to glide up and down with less friction.
His hand pumps and twists, stroking the underside of your head to send jolts of pleasure up your spine. You hear him say something, but in your flustered state you don't register it.
"I said look at me," he snaps, grabbing your wrist and yanking your hand away from your face. "I want you to look at me while I get you ready, love,"
You don't even have time to figure out what he means before your feel something slick pressing against your hole. The pad of a finger presses hard before slipping in with little resistance, aided by spit and a small splash of cold oil from a bottle on his bedside. Clenching around his finger you yelp, making him clap a hand over your mouth with a disgruntled "shh!"
Dio shifts, moving up the bed to lay flush next to you. His body is warm against yours, his large chest pressing into your arm. He removes his hand from your mouth, wrapping a huge arm around you, all while gently pumping his fingers in an effort to prepare you.
He pushes another in, and you can't help but writhe. Dio's hands are big, his fingers feeling bigger when you were so tight around him. More of the oil dribbles onto his hands, the cold making you twitch. He's moved his other hand away, now playing with your nipples and groping your chest.
Dio breathes an expletive as he attempts to spread his fingers inside of you to get you used to the stretch. It hurts, and you bite down on your hand as to not make a sound, but a strained whimper escapes. You notice Dio's breath hitches at this.
"You're such a good boy for staying so quiet for me," he chuckles breathily. You can feel him attempting to add another finger. More lube and gentle stretching. You can tell he's getting impatient - if the strain of his pants is anything to go by - and you can't help but gulp hesitantly; if just his fingers were this much of a stretch, you couldn't help but be a little worried at the size of his cock.
Your heavy breathing is interrupted by the feel of his mouth on yours, tongue pressing eagerly against your lips, breath hot and wet. He tastes like wine. You moan into his kiss as he bites your lip.
After a while of him coaxing you open, he retracts his hand. The suddenly feeling of emptiness is uncomfortable but his lips against yours keep you quiet.
Grabbing your cock again he breaks the kiss, your breaths steaming against eachother, a string of saliva keeping you connected. He strokes slowly, thumbing the head and spreading the beading precum.
"But before we go any further, love, don't you think you should do your job first?" He grabs your hand and trails it down your body, stopping to rest where yours met his. Shakily you move down to palm the tight fabric of his crotch, the shape of his girth pressing needily against the strained cotton.
Dio sighs contentedly as you unbutton his pants, cupping your face into another brief kiss as you fumble with the fabric for a second. You gasp at how big he feels in your hand, looking down to see his cock resting between your bellies. He grinds his fat dick against yours, his large hand pressing yours against his and stroking them both.
"I think it'd be best if I taught you how to use that cute mouth of yours, hm?"
The two of you reposition, blankets rustling as Dio positions himself against the soft pillows, legs open expectantly. Again you're struck by how beautiful he is, catching yourself staring as another pang of arousal is sent to your cock upon the sight of him layed out so sensually before you. Naturally he notices, and lets out a breathy chuckle as he beckons you closer.
You assume you'd be sitting between his legs, but before you're able to get comfortable he stops you.
"Other way," he says simply, rotating a finger infront of your face.
"but I thought I was-" you begin to query, but he interrupts you.
"Do you really think I'd not be putting some work in? Do you take me for a layabout?" Dio purrs, mockingly insulted.
"No, sir! I just-"
"So turn around,"
You blink (and twitch) at his tone, another flush flooding your cheeks. It's embarrassing to be in such a position as you spin on your knees, getting on all fours and presenting to Dio.
"L-like this?"
Strong hands around your waist pull you back.
"Perfect,"
You end up with your face inches from his member, finally able to take in his full impressive size. You're not sure if you'll be able to take it into your mouth, let alone anywhere else. Those same hands take to exploring your body, roaming over your ass and waist, stroking over your thighs before one stops to stimulate your own cock.
Wanting to please him you do as he did, spitting on the head before steeling yourself and taking it into your mouth. It's an odd taste, although not entirely unpleasant, thick and salty. Your tongue pokes out, sandwiched between your lip and his length.
Finally finished wandering, Dio's unoccupied hand finds itself resting against your ass cheek. He plays with it for a moment, feeling you up and squeezing the soft flesh, before pushing two fingers into your hole. There's less resistance this time, having been prepared beforehand, but the sudden intrusion still takes you by surprise. Your yelp is muffled by his dick.
You begin to bob your head cautiously, but nearly choke as he presses his fingers against something inside of you. It feels good, the noise you let out positively sinful.
"My, that was easy," he says, pumping his fingers in and out but not pressing that spot again.
"What was that?!" you pant, taking him out of your mouth and peering up at him sheepishly. The situation hits you again and you look away, not wanting to make eye contact.
"Do your job, servant," he shuts you down, twitching his hips to press himself against your lips again and pushing you to take him back into your mouth.
You do, beginning to strangely enjoy the act of sucking him off as you push your head lower and lower with each bob.
Dio sighs, pushing another finger inside of you "be careful, you're very good for a novice," the added stretch doesn't hurt this time - you've relaxed a lot more now, you realise.
As he sensually pumps and scissors his fingers however, you do feel a slight burn, no matter how gentle he's being. You decide to focus on the heavy weight of his dick in your mouth to take your mind off it. Having your lips wrapped around something so thick has only gotten you more excited to try and take him, and the velvety feel of his skin against your tongue is wonderful.
It's not long before he taps your cheek, signalling for you to pull your head back up as he pulls his fingers out. You take a breath you didn't notice you needed, his cock slick with saliva.
Another rustle of sheets and tangle of limbs. You end up on your front with a pillow beneath your hips. His hand is warm against the crook of your leg, keeping you in place and grounded as your heart hammers against the bed.
Cold lube is rubbed into your waiting hole, followed by the head of his cock resting against it.
"Please be gentle," you whimper, suddenly a little apprehensive - he'd felt huge in your mouth and hands, and the idea of being speared on something that thick was only just fully dawning on you.
"Don't worry, love," Dio purrs, "as if I'd want to break my cute little servant during his first time,"
He presses into you, the lube letting the blunt head slip inside. The head alone is big, making you gasp at the stretch. You were right, it was much bigger than his fingers, and you try and stay relaxed so it hurts a little less as he slowly slips more of his cock inside of you.
It seems like you can feel every vein and detail throbbing against your walls, the lube helping him slowly slide in but doing little to ease the burn of his girth stretching you open.
"You're so big~" you whine, tears pricking your eyes. It feels good, in a wierd way, the pleasure of being penetrated hiding below the surface of slowly dissapating pain. His dick was slightly thicker around the midsection, and you let out another whimper.
"You're so tight," he retorts breathily, one hand on your ass keeping you still and another guiding himself inside of you. He leans closer to your ear, his body warm and sweaty against yours. "Will you be a good boy and take all of me?" he murmurs, beginning to pull out every so slowly before thrusting back in, more of his cock finding its way inside your tight hole. As he does this he grinds against the good spot inside of you, sending a jolt of pleasure through your body.
You can only moan a needy response, wanting more than anything for him to fill you up.
"Good little servant," he straightens back up and grabs your waist with both hands.
Finally his hips meet yours, speared on his cock and unbearably full.
"It feels so good~" you breathe shakily, turning your head to look up at him. You can tell he's giving you a moment to adjust to his size as his hands explore your body, roaming over your chest and stroking your nipples, gliding back down to feel the slight bulge in your belly, moving to the softness of your thighs.
He teases you with a few light strokes along your length, drooling cum onto the sheet below.
"I'm going to move now," he murmurs. You grip the sheets apprehensively, more lube being dripped against his cock as it stretches you deep and full.
Slowly, he pulls his hips back, making you draw in a shaky breath, releasing it as a too loud moan when he thrusts back in. He gets into a rhythm, the generous amount of lube letting him be a little rougher with you.
"Say my name," he suddenly hisses into your ear, pressing his whole body weight into your back as he thrusts harshly.
"Ohhh~" Dio let's out a sinful moan.
You are on cloud nine, moaning with each thrust. The sound of skin on skin is electrifying, you never dreamed of being in this position with another man. Your eyes roll back as he stuffs himself to the hilt, grinding hard, deep inside. He fucks you like this for a few moments, letting you get used to his size a little more. You can feel him throbbing against that golden spot inside you, and suddenly your whole body tenses, hot cum spurting out and dripping onto the bedsheets.
Dio tuts and turns you to look at him. He's feigning disappointment, but the glint in his eyes tells you how much he's enjoying seeing you writhe beneath him. "Does it feel too good?" He sneers down at you, "couldn't even wait for me, you slutty little servant?"
He roughly grabs your waist again, pulling out nearly all the way before slamming back in. His other hand covers your mouth, muffling the squeal of pleasure as he settles into a rough, overstimulating rhythm.
He chuckles cruelly, his breathing hitching slightly as your right hole continues to twitch around him.
"I shall be having you again," he purrs, whispering into your ear "would you like that, love?"
Not wanting to make him wait for a response, you nod you head almost feverishly. Dio scoffs, and to your surprise (and delight) roughly slaps your ass, kneading the soft flesh there in tandem with his rough thrusts.
"I know you would" he sneers "and after all, such a cute little ass deserves to be fucked only by someone like myself" Dio gloats. His hands are all over you, stroking, pinching, grabbing, before wrapping around your cock and pumping roughly.
"I- I'm not allowed!" you whine, missing the feeling his hot breath against your ear as he rears back, pinning your back with one huge hand and grabbing your hair with the other.
"I said say my name!" Dio snarls, yanking your head back, sending a string of spittle flying from your slack lips, your tongue feeling too heavy for your mouth. It feels like you're going to go insane, it feels so good, feeling this good should be illegal.
For a moment he stays like that, his heartbeat hammering against your back, your sweat mingling with his. He breaks the kiss, letting you gulp down air greatfully.
You wail his name, your body clenching down on him and making it hard for him to continue his pace as you finally release onto his bedsheets. He resorts to pressing deeper inside of you as his orgasm takes him suddenly too, his cum spilling deep into your guts. His grip is like a vice, surely leaving marks. Dio groans rough and gutteral, biting down hard on your neck.
As the both of you cum, he wrenches your head back and kisses you roughly, forcing his tongue into your mouth and moaning into your skin. You reciprocate happily, glad there's something occupying your mouth so you don't alert the whole manor of your rough coupling.
Dio gently pulls out, a string of his love drooling out of your abused hole. His fat cock makes the most sinful sound you've ever heard as it wetly plops out, dribbling cum and lube. You lay shivering for a moment, trying to catch your breath.
He laughs at you, though not cruelly, wrapping his arms around your midsection and rolling onto his back, having you lay on his chest. Dio's touch is now soft, careful, gently stroking your hair and letting you come down at your own pace.
"Would you like to see me again? Another night?" he murmurs into the top of your head, huge hand tracing patterns into your back soothingly.
"Please," is all you can say, exhausted after such a rough first time.
He chuckles, stroking your hair as you all but melt in his gentle, loving embrace.
"I wasn't too rough, was I?"
"Yes," you state bluntly "but you were amazing, Master Dio"
He laughs heartily at this, and you nuzzle your face deeper into his chest. "Then I certainly shall be having you again," he purrs coyly.
You know you shall have to leave long before morning, long before you must start your duties to be able to clean yourself and hide any and all evidence of what the two of you had done - but for now you are warm and comfortable, sweaty and worn out but pressed lovingly in Dio's embrace.