"Let's spend the night together; From now until forever!"
Prince! Two Time x Maid! Reader x Jester! Two Time x Princess! Two Time
Content Warning(s) : NSFW, AFAB Reader, Maid Reader, Reader is Dating Jester, Use of Titles as Names, Foursomes, Medieval Times, Power Dynamics, Implied Relationships, Overstimulation, Denied Orgasms, Slight Spit Play, Just Porn, 4k Words
You lived a basic life — one of peace and easy days. Even your family was shocked to hear the summons for you, much more so to hear that Lord Amarah personally appointed you as a caretaker for the castle.
Being a maid, you knew your way around the spacious walls. While you couldn’t deny the honor it was to serve the royal family, you missed the community the village had. The nobles seemed content to keep to themselves, and there was maybe one or two other maids, both of them old and quiet.
Despite being the one to clean up after them, you didn’t see much of the young master, they were usually busy learning how to take over the kingdom. What time they didn’t spend studying was spent with their fiance.
In truth, the only person who saw them consistently was their Jester, rumored to be the Princess’ childhood friend.
Of course, you knew better than to trust the rumors that floated about the castle. Just like how you knew better than to draw any attention to yourself.
Despite that, you were also human, and after so long of isolation, you started to search for that attention elsewhere — namely, in the form of an all-too-touchy foreign Jester and an affair that was sure to haunt the walls were it to get out.
Not that that would happen, of course. You knew better than to let secrets slip, and while the Jester was not native to the castle, you were sure that their background with the Princess taught them well enough.
You hadn’t intended to get involved with them — you couldn’t even say why or how it happened in the first place. And while you knew likely wasn’t the smartest idea to get entangled with the person closest to the heirs, you just couldn’t help yourself.
Especially not when they knew just how to keep a girl like you entertained. You could see why the royal couple was so fond of them. Perhaps it was the foreigness of them, but you swore they fucked like no other man could, not any from around here anyway.
It had become a little routine — keeping the door to your bedchamber creaked open just enough to let the light out and the sound of their bells straying from their path just to end up in front of your room.
It was self-indulgence at its finest, a sharing of hushed breaths and skinship. You tried your best to keep quiet, although with how hard they would pound into you, you were hardly in control of that.
That’s why you really shouldn’t have been so surprised when someone found out, the wood of your door creaking interrupting the two of you, having just barely started.
You were straddled on the Jester’s lap, both of you naked with your forehead against theirs as you rode their hardening cock, their length dragging along your walls just right. You swore you were just on the edge of an orgasm when-
“Oh my, what have we here?” The voice called out, high and feminine, snapping both of you out of the lust-induced haze. “I never expected this to be the place you’ve been sneaking off to?”
Slowly, you turned your head around, body frozen in shock as you laid eyes on the person at the door.
That pale, almost white skin was recognizable from anywhere. Even if they were in a different gown than the one they usually adorned, you had spent the better half of a year cleaning up after them.
“I-I’m sorry Princess, I swear it’s-!” Your mouth moved faster than your body, words falling from your mouth in an attempt to excuse your heinous actions.
The figure only tutted at you, stepping fully into the doorway. “I don’t recall telling you to stop,” they said in a teasing tone, their usual smile curled just the slightest bit upwards. “Go on, why don’t you entertain your new guests.”
Your brain latched onto the last word before it could even begin to process the rest. Guests, they said.
Almost on command, the Princess stepped inside and behind them followed a flushed Prince. Their face was a bright pink, eyes darting around the room before locking in on you two, the door closing behind them.
You hated the way your pussy clenched when you laid eyes on them. You swallowed hard, gaze flickering back to the Jester for guidance. Unfortunately, they weren’t much help, their gaze too fixated on the Princess.
Just before you were about to speak, your lover finally opened their mouth. “As you command, my lady.”
You turned to them like they had lost their mind, their title a fleeting syllable on your lips. “Wait what do you-,” before your voice broke into a pitchy squeal, your ass now burning from the impact of their palm.
“Shh,” they whispered, only audible to you, “You don’t want to disappoint the heirs now, do you?”
You could hear your spit go down as you swallowed. As horrifying as it was, the Jester was right. Part of you wanted to turn around and ask if they actually meant it — the rest of you was too scared to even think about what type of expression they had.
Your partner’s fingers dug into your hips, prompting you to start rolling against them. You had to bite back your noises as their cock rubbed against you, the feeling of the couple’s eyes on you making all of your nerves stand on end, each little spike of pleasure so much more amplified under their gaze.
Your teeth dug into your bottom lip, muffled whimpers leaving you as you started to grind down onto the Jester’s shaft, feeling their grip tighten as they started to thrust up into you shallowly.
The Jester slowly started to work back up to the rhythm from before, eyes clenched shut as they breathed in your scent, trying to ignore the fact there were two people watching them.
You were the same, forehead pressed against their shoulder and eyes aimed downward to watch as your hips rolled against their cock, your pussy greedily eating up their length.
Pleasure started to build in your gut, the remnants of your orgasm from earlier coming back and making you lose yourself in the motion.
Your breathing was heavy against the other’s skin, body trembling as you let your mouth fall open, head turning back up to press a kiss along your lover’s jaw.
The couple watching you had inches closer, but with your back turned to them, you couldn’t tell.
You were too lost in your pleasure to process the curious hum the Princess let out, or the giggle that left her lips as she watched you titer on the edge of an orgasm. And with how sloppy the other’s thrusts were getting, you had a feeling they were too.
You barely even noticed when they snuck behind you, the Prince trailing behind them as they spoke. “Come on Jester, I know you can fuck better than that.”
The Princess’ hands rested on your hips, fingers laced over the others as they lifted you up, surprisingly strong for their thin frame, and dropped you back down on their cock.
The feeling of their length slipping all the way back into you made you cry out and clench, spine jerking straight as your orgasm crashed into you. Your arms wrapped around the Jester’s waist, clutching onto them as you moaned.
Your pussy fluttered around their cock, practically milking them as you bit down on your bottom lip, trying your best to suppress your reaction and not make a fool of yourself in front of the heirs.
Through the faint haze, you could feel the Princess’ presence behind you, their hold helping you ride out your orgasm. Your face flushed as your body squirmed, their cold hands tickling your sides.
You shuddered against your partner’s shoulders, body going limb and being moved by the Princess’s grip. Still, they seemed disapproving, clicking her tongue as she watched her subject rut into you like a desperate dog.
Suddenly, they used their hold to pull you off, leaving your hole clenching around nothing and drawing a high-pitched whine from your throat.
Were you not so focused on your orgasm being cut-short, you would’ve realized that their main goal was to deny the Jester’s completely.
You ended up falling into the Prince’s hold, your back meeting their chest as their arms wrapped around your nude, sweaty body. If you were in the right state of mind, you would’ve been on your knees apologizing before their clothes could even get damp.
But as is, you were still catching your breath. In fact, you didn’t even realize it was them who caught you until they spoke, their voice reverberating directly in your ear.
“Y’know, I never expected anything so sinful from someone chosen to serve our family,” the sound of their deep, slightly raspy voice sent chills down your spine. Just then, you realized it was the first time you heard it. “I knew I was right about you. I’m glad Elder agreed to bring you here.”
The knowledge went through one ear and out the other, though you were sure that you would have plenty of time to think about it afterwards.
Right now, you were too focused on the way you could feel their heartbeat against your back and the familiar prick of something hard pressing against your behind.
They let out a long whine when you pressed your ass back against it, something you weren’t expecting from a figure so imposing. Were they . . turned on by you?
You reached your arm back, hands clapping on the back of their neck as you took a risk and bent your neck, bringing your face close to theirs, their heavy breath brushing against your lips before they drove in for a kiss.
At the same time, the Princess had taken your stop on the Jester’s lap, their legs dipping onto the bed below as they cupped their subject’s face and tilted their head to them. They were hovering above the other’s leaking cock, blocking it from their view.
The bottom hem of their gown grazed against the hyper-sensitive shaft, twitching in response as the heat of their denied orgasm sent tingles through their body.
“Don’t be so cruel Mistress,” they spoke, still smirking despite the way their body trembled. “Oh don’t tell me — are you bychance jealous?”
The Princess gave a dignified huff, “Oh please, why would I ever? If anything, intrigued by just what type of person managed to intrigue both my fiance, and my Jester.”
They trailed their other hand down, dragging their nails against their warm skin before stopping at their perked nipples, pinching at them between the tips of their fingers.
The Jester let out a gasp, and the Princess took advantage of the gasp they let out to catch them into a kiss, not taking long to deepen it.
You parted from the Prince at the same time they did, your head rolling forward and making eye contact with the Princess, the same thought crossing your minds.
Their hand rose from the other’s jaw, pointing it towards you two and curling their fingers in a ‘come-hither’ motion.
Even if you weren’t being driven by sheer arousal, you could feel the Prince press against you and push you forward, practically following their command like a dog.
The Princess shifted on their lap, turning to face you as they slipped their hand under their gown and took their underwear off, tossing it haphazardly to the side. They sat back down on the Jester’s lap, pressing their fabric-covered behind against their leaking cock, feeling the way it twitched against their body.
Now that you could get a better look at them, they were beautiful — much more so than the rumors said. Not that you had heard bad of them, but you had just assumed the talk of their beauty was nothing more than flattery.
Yet even in the dim moon-litted room, you could make out the way their face seemed to glow, framed perfectly by their snow-white hair. Their lips were a rosey red, matching the hue of their blush.
Their eyes were half-lidded as they took you in, looking you up and down before their gaze settled to meet yours, their tongue darting out to lick at their lips.
You couldn’t help but feel a little self-conscious of yourself, looking down at your body and suddenly feeling a lot more nude than you were before.
As if reading your mind, the Prince behind you placed a tender kiss on the back of your shoulder, lips trembling as they spoke, “Do not fret, I assure that you are just as beautiful as them. We do not let just anyone serve us, after all.”
You flushed at their words, shaking your head in an attempt to push away those thoughts. You had no need for those right now, not when your masters were waiting to be pleased.
You stepped forward until you were in the Princess’ reach, their arms wrapping around your waist and bringing you as close as they could. Your chests met first, your bare nipples grazing against the intricate lace of their gown.
The texture made you let out a small moan, only really audible to your and the Princess, who giggled at your sensitivity. “My my, how adorable” they whispered, “I think I can see why my Jester is so fond of you.”
You felt your face grow redder, feeling utterly exposed compared to the two sandwiching you, still clad in their clothes.
As embarrassed as you were, you were in no position to ask them to take them off, and if you were being honest, it only made your arousal grow, feeling more like a common whore than a person chosen to serve them.
Just past their head, you could see the Jester looking almost lovingly at the Princess, fingers grazing against their side and tapping as if trying to draw attention back to them.
They responded by clicking their tongue, letting out a disappointed sigh. “So needy, aren’t you? Is that why you had to get another lover? Were we not enough for you?”
The Jester’s eyes widened and they hurried to shake their head and defend themself, swearing to the Spawn that that wasn’t true. Though judging by the laugh the Princess let out, they were only teasing.
“That’s alright,” they drawled, tongue peeking through their lips, bitten by their teeth, “Why not just have us all? No reason to be unsatisfied with that, right?”
With that, the Princess lifted their hips before sinking down on their cock, eyes slitting in pleasure as they let out a pitchy moan.
You watched as their face twisted in pleasure, still retaining their grace despite the almost sinful sound coming from them. You felt your stomach twist, the cold air of the room making the warmth of desire all the more prominent.
Behind you, the Prince continued to press feather-light kisses against your back, their hips grinding subtly against your ass as if they were trying to not get caught.
You almost felt bad for them, and the more you watched the Princess, you couldn’t help but feel yourself getting needy again, hole clenching around nothing.
You used the small space on the bed left, spreading your legs around the Jester’s and leaning forward. You were perched on the bed, back bent as you exposed yourself to the person behind you. You reached your arm behind you and used your fingers to spread apart your pussy lips, practically inviting the other in.
Your ears picked up the faint sound of their breath hitching before you heard their clothes rustling. Right as you thought you were about to lose your balance, the Princess locked their legs behind yours, keeping you in place while also holding you up.
You let your arm fall back down, gripping onto the bed for stability. It didn’t take long for you to feel the Prince’s hard cock press against your pussy. A shiver of desire ran down your spine, your hips shaking slightly as you tried to coax them in.
Not that they needed any encouragement, their length already throbbing from watching you. You felt so warm against them, hole fluttering around the head of their cock, begging for them to enter.
And who were they to deny such a devoted servant?
They let out a low groan as they pushed into your already-stretched hole, teeth gritting as they tried their best to keep their composure from falling apart. Their pace was slow, their cock dragging along your walls inch by inch, slow enough to drive you insane.
Though you were thankful for them taking their time, your nerves still sensitive from your orgasm earlier, body twitching slightly with after-shocks.
They bottomed out with a shuddering breath, folding over and letting their head rest against your back. You weren’t doing any better, your head limp and leaning on the Princess’s bare shoulder, their cold skin nice against your flushed face.
You rolled your eyes upward, gaze meeting with the Jester behind them whose face seemed to flush redder after seeing it. Despite that, they seemed utterly content with the situation, their smile droopy and dripping with satisfaction.
Raising your neck, you pursed your lips at them, inviting them in for a kiss. They weren’t one to deny you, leaning forward and catching your lips with theirs.
The Princess found the display charming, watching you two make out with such passion made them yearn for their lover as well, looking past your body to the Prince.
They brushed their foot against the other’s leg, drawing their attention upwards and back to them. They were quick to catch on, leaning upward to meet the Princess in a kiss.
As they did, they started to move their hips against yours, shallowly thrusting into your soaked hole. The pleasure caused you to moan into the kiss, giving the Jester a chance to slip their tongue into your mouth.
You clenched around their cock, over-sensitive walls practically milking them. The sound of their hips hitting against your ass sounded around the room, balls slapping lightly against your cunt as they sped up, chasing the feeling of pleasure.
Their fingers dug into the fat of your hips, gripping onto them for purchase as they thrusted in and out of your wet cunt. The overstimulation burned your raw nerves, yet it was so addicting.
At the same time, you could feel the Princess’s body move against yours, bouncing as they rode the Jester’s cock just as you were doing earlier. The feeling of their clothes rubbing against your perked nipples made your squirm, pleasure attacking your nerves and making you drool slightly.
You would’ve been embarrassed if the Jester wasn’t doing it too, preventing your spit from getting on the Princess by slurping it up and sucking it down.
The kiss didn’t help, and if anything it only made it even messier as saliva dripped down the corner of your lips and onto your chin. You could hardly bring yourself to care though, not when there was so much pleasure you could barely think.
Or maybe that was the lack of oxygen — but even then you’d rather die than stop, returning the kiss but pressing your tongue against theirs, swallowing down their spit so that you wouldn’t choke.
Though you were forced to part when the Prince’s cock rubbed against your g-spot, the moan caught in your throat, the pleasure making your eyes roll back as you clenched around them, trying to not cum so soon.
The overstimulation didn’t help, each thrust making it feel like you were about to faint. The person behind you could feel you tighten around them, their lips parting from the other’s with a ‘pop’. “You can cum dear,” they whispered, slightly out-of-breath, “I wanna feel it. Are you really going to deny your Prince?”
Their words brought you over the edge, eyes rolling back as you clenched and came around their cock, muscles tensing up before going limp. Thankfully, they were able to catch you before you fell, grabbing onto your hips and continuing to pound into you.
Your mind blanked out, lost in the feeling of their thrusts and your orgasm. Through the thick haze, you could hear the Princess call out, their high-pitched voice breaking for the first time since you met them.
“T-timey!” They called, you didn’t know if they were calling for the Prince or the Jester. You could feel their body shake against yours, their hand reaching up to grab you by your chin and pull your face to theirs, pressing their lips against your open mouth and kissing your messily.
You barely registered the action, too overwhelmed with everything else. Still you complied with them and followed their lead, keeping your mouth open and letting them suck on your tongue.
It felt filthy, something you weren’t expecting from someone so noble — but considering who they grew up with, you shouldn’t have been so surprised.
You didn’t even notice how the Prince had sped up, the feeling of your pussy cumming around their cock making them cum as well. Their fast thrusts came to a sudden stop as they slipped out of your hole, sliding between your slick lower lips and cumming on the bed below.
Their length plused, and you swore you could feel their cock throb against your clit as they came.
A whine left your lips in response, yet the sound was lost in the absolutely sinful begging coming from the Jester, who had done so well at holding back until their master came first.
Feeling their pussy tighten around them, they cried against their skin. “Can I cum now, Princess? Pleasepleasplease can I cum now?” Their words were slurred in desperation, hips desperately humping upwards as they chasing the pleasure torturing them.
The heir found their submission amusing, yet they couldn’t bring themselves to laugh as desire muddled their senses. “Y-yes, you can cum inside me darling.”
The fond nickname made the jester shudder, their entire body hunching as their orgasm finally crashed into them, stronger because of the denial from earlier. Their head fell against the Princess’s shoulder as they came, filling their ‘master’ with their cum.
By the time it was all over, you were all a sweaty pile of limbs, the scent of sex and sweat heavy in the air. Even as the sweat began to dry, you couldn’t will yourself to move, limbs numb and heavy from exhaustion.
Thankfully, the heirs were doing better than you or your partner, although out-of-breath, they were still awake enough to separate you.
The Prince’s arms hooked under yours, peeling your damp body away from the pile and carrying you back to the bed. With you removed, the Princess was able to stand up, much to the Jester’s dismay.
With a little bit of coaxing, they managed to get the other to let go of them, the servant’s back falling against the wet mattress. Thankfully, you hadn’t made that much of a mess — concerning the bed, at least.
Even if you did, you were too out of it to care, head floaty with the afterglow of your orgasm. Though vaguely, you could hear the two royals whisper to themselves, debating whether or not to join you in bed.
As much as you wanted to keep listening, you could feel exhaustion creep in, eyes struggling to stay open no matter how hard you tried.
Just before you fell asleep, you could hear their faint words, not aimed at you, but catching your attention nonetheless.
“Yes, I think we’ve found a much better position for you, dear.” Their voices held a tint of satisfaction, though you weren’t awake enough to tell them apart. “Someone as lovely as you deserves to be more than a maid, isn’t that right, my love?”
A/N : AUGHHH THIS WAS SUCH A FUCKING DOOZYYYY AUGHHHH whatever enjoy sorry if the position is a bit confusing.song is boomboomboom
