Maids CYOA

Hmm... let me see what I can provide by spur of the moment.

>Be anon, multimillionaire owner of a very intricate business that you worked your whole life to own

>Don't worry about what it is, we know you're not here for that

>After days of trying to care of your massive 3 story mansion/sex dungeon, you figured that keeping it clean was futile

>You needed maids

>Badly

>After making a few calls around Canterlot City you discover that you can hire about 10 maids from 4 different businesses, but you only needed 4 maids in total

>The companies gave you the names of all the maids you wanted to hire and a profile picture to match the names

>It's time to take your picks, you look through the list and read then off

>"Rainbow Dash, Pinkie Pie, Pinkamina Diane Pie (Must be sisters or something), Fluttershy, Rarity, Applejack, Octavia, Lyra, Bon-Bon, and... it looks like you lost the name of the last one, but her picture shows a girl with curly blue hair, freckles, and VERY large... attributes.

You must choose 4, choose wisely

~

>You pull out 4 pictures labeled Pinkamina Diane Pie, Pinkie Pie, Fluttershy, and Rarity

>It looks like they are all from the same company, well that makes things easier

>You give the maid company a call and make your picks

>They tell you the maids should make it to your house by tomorrow, and how much it would cost for each

>You gladly tell the receptionist that the price wont be a problem and thanks for her time

>Now we play the waiting game...

>A few hours later and you are sitting on the couch with a look of absolute boredom on your face

>Fuck this waiting, it's time for a nap

-End day 1

~

>Loud rapping against your door and a few ring of the bell immediately woke you from your sleep

>You rub the tiredness from your eyes and get off from the couch

>You feel a strange breeze against your body as you walk, it feels weird but good

>You approach the door and grab the handle, swinging it open, and a blast of deadly sunlight smashes you directly in the face

>Shielding your eyes with your arm, the sunlight quickly dissipates and your eyes adjust to your surroundings

>In front of you stands 4 varying girls wearing all the same outfit, but different attributes in their features

>Two girls what you assume to be the sisters stand together, one with pink, long flowing straight hair and the other with poofy pink hair, brighter than the other.

>Next to them stood a very beautiful girl with neatly curled purple hair and heavy but fitting make-up, and a small part of you reverting to your carnal desires notices how much well-endowed she was compared to the other girls

> along side of her stood a girl a few inches taller than the rest, hiding behind her silk-like pink hair a bit lighter than the twins, her body was similar to the purple haired girl

>Who seems to be staring at you with a look of shock

>R: "Oh my, um, excuse me sir? Is this how you usually greet your employees?"

>Huh?

What do you mean Miss?

>PP: "HEHE, HE'S ALMOST NAKED!'

>You look down and see that she was right, the only thing you were wearing was a pair of boxers that didn't exactly hide your healthy chub

>Behind the door is your coat rack with a lounge robe, but you didn't really care much

A. Equip lounge robe
B. Stay naked
what do?

~

>You decide that they will see much worse if they plan on staying here, so you don't bother with changing

Please excuse my exposition, but don't worry about it. I walk around the house like this all the time, but if it bothers you any further then please let me know.

>The answer seemed to ease some of the tension but she still had a concerned look on her face

Come on in.

>You move out of their way as they enter your home

>Sure it's been a while since you cleaned it but it could be that bad, ri-

>R: "OOH MY GOODNESS~"

>And she's down for the count

>Ok, maybe it is pretty bad

Is she gonna be ok?

>The Shy, pink haired girl kneels next to the fainted girl and checks her pulse, nods, then stand back up

>FS: "Umm... yes, she will be fine. Just a little shock that's all..."

Alright, well lets establish your names and jobs, it looks like we have a lot to do

>You point to the shy girl and ask

So what's your name?

>Too preoccupied with the drama queens condition, she looks up and you shockingly and stutters

>FS: "O-oh... My name is... umm, Fluttershy..."

Not really the social type are you?

>She shakes her head no and gives her attention back the girl on the floor

>You look to the twins

>One seems to be interested in your shelf on knives and blades you've collected over the years, and the other is... drawing in a coloring book

>That's adorable

Ok, you two girls, what are your names?

>The straight girl turns her head slowly and tells you that her name is Pinkamina, and resumes admiring your blades

>The girl coloring on the floor rips a page out of her book and tosses it to your feet

>You pick it up and see colored in pink, "Pinkie Pie", with a heart dotting the I's

>She's so cute

>Now the last one which you assume is Rarity, seems to be still out cold

>You walk over to her and lift her up, and decide where to put her so she isn't on the dirty floor.

A. Couch
B. Your bedroom
C. Leave her on floor

~

>You decide that the couch would be suitable enough until she wakes

>As you carry her over to the couch, you notice that the girls don't seem to be paying attention to you, Hmm...

>*Squeeze*

>You grasp her breast for a brief second like the little 10 year old you are and set her on the couch

>It was very soft, maybe that won't be the last time you do that...

>It would be less creepy if she was awake though

>You walk back to the girls and decide that it's position setting time

Ok girls gather round, I need to give you your positions. I have three floors and a basement and I think 1 maid each would be appropriate.

>They gather around you and await for instructions

Floor 1: Main room with a kitchen, living room, and general business
Floor 2: Library and bedroom, guest rooms included
Floor 3: Mostly rooms filled with boxed items from when you first moved in
Basement: Doors to a wine cellar and a hidden door leading to the Sex Dungeon

~

Rarity-Basement
Pinkie-Floor 1
Fluttershy-Floor 2
Pinkamina-Floor 3

>You point first to Pinkie

I need you to clean up the first floor, just around the kitchen and all that, whatever you can reach

>PP: "Oki Doki Loki!"

>She gives you a salute and skips off into another room

>You didn't even tell her where the cleanigng supplies were

>Oh well, you move on to Fluttershy and tell her the position you chose for her

Ok, you got the second floor. It includes the library, my bedroom, and guest room. Supplies are in the closet at the end of the hallway

>She bows her head and walks up the flight oh stairs leading to the floor

>Now for the last girl

>You turn around and see that she is missing, did she already assume that her position was the third floor?

>Whatever, she was pretty creepy any-

>PDP: "And what will you have me do, sir?"

>JESUSSHITWHATTHEFU-

>You turn around quickly, she was right behind you

>You calm down and having the piss nearly scared out of you, and assign her spot

Jesus... ok, you got the third floor, supplies are in the closet first door to the left, and don't scare me like that again or you're have another mess to clean"

>She nods and walks to the flight of stairs, climbing to the third floor

>You look back to the couch and see a figure finally stirring and rubbing her head

>R: "Oh my... what happened...?"

>She looks around a bit and turns to you

You snooze you lose, the basement is all yours

>...

>R: "huh?"

~

>4 months later...

>It seems that the girls are getting used to their positions and are quite comfortable

>All except for one

>Every fucking day Rarity complains to you that she wants to switch positions, not wanting to clean the basement anymore

>But the more she bitches the more you want her to stay in there

>#maidproblems

>Whatever, you think about it but you won't give her an immediate decision until the end of the week

>In the mean time, today was your day off and you decided to just bum around your house for the day, not really expecting any social interaction

>Maybe it was time to visit one of the maids, check up on them, make sure they haven't stolen any of your shit

>Pinkamina is already on this ice for trying to steal an Italian Bowie Knife from your collection

A. Visit Rarity
B. Visit Pinkie Pie
C. Visit Fluttershy
D. Visit Pinkamina

~

A it is

>Maybe Rarity would like a little company, what with being stuck int he basement all day

>You head over to the door that leads to the basement and quietly heave it open

>The stairs down to the basement aren't much of a trip, but maybe some more lighting would make it a bit safer

>Once you reach the bottom of the stairs, you enter a room that has a few doors that lead to other sections of the basement

>Only one of them are open, so you assume Rarity is in that one

>It's labeled "Wine Cellar"

>You walk through the door and approach another small flight of stairs that lead to a metal door, it's also open

> You slowly approach the door but come to an abrupt stop when you hear-

>R: "Ohh yess...~ Right there Master Anonymous~... I love it when you kiss my neck..."

>Well this just got interesting

>You peek your head around the opening and spot Rarity

>Sitting down

>Next to two empty wine bottles

>And pleasuring herself with another

>You DEFINITELY didn't expect to walk onto this

>R: "Oh Master... Deeper please..."

>Soon enough you find yourself watching intensely with your cock in hand as Rarity inserts the tip of a wine bottle into her pussy and blouse down, groping her own breasts

>Maybe you could make this a bit more interesting

A. Announce yourself
B. Silently sneak up and surprise her
C. Stand back and watch

~

>You don't want to scare her by yelling out, so you decide on sneaking up to her and romantically surprising her

>With your dick in hand of course

>You take your shoes off and use your tiny cat feet to inch your way closer and closer to Rarity

>Her moans fill the room enough to cover your noise in case you were to make any, so you approach a bit faster

>You were stroking yourself the entire time so the blood in your member hasn't changed a bit

>You are now right behind Rarity, the excitement she created was puddling on the floor where she sat

>It smelled like marshmallows

>It's do or die time now, You kneel down behind her and slowly make your move

>Rarity's lust filled moans drive you wilder and wilder by the second, you wanted to be inside this girl so bad right now

>Suddenly you grab her shoulder with one hand and begin to kiss her her neck

>R: "EEP! Ooh... Oh my goodness..."

>She seemed to have tensed up a bit, but slowly eased into pleasure and your lips left trails of saliva on her neck

> You give her a lick from the bottom of her neck to behind her ear

>This makes her moan even louder

>Sounds like behind her ear is a sensitive spot, so you play with it a little more

>You kiss and lick behind her ear as she continues to pleasure herself with the wine bottle

>You decide to venture further and slowly round her, meeting her lips with yours

>the moist sounds of your lips connecting and retracting aroused you to no end, you continued to stroke yourself until you felt another hand grasp yours

>It was Rarity's, She moved your hand out of the way and began to stroke your member

>The pleasure soon overtook as you found yourself completely melted to her touch

>You move your hand from her shoulder and grasp one of her breasts, squeezing and kneading it against your fingers

>It felt absolutely amazing, her silky soft skin was so smooth as you played with her breast and nipple

~

> You gently pinch Rarity's nipple, eliciting a long, drawn out moan, making her clench onto your erection

>She strokes just a bit faster as you try to match her speed with your lips and hands

>You slide your hand from her breast along her waist, slowly reaching for that sweet, marshmallow pot of royal juices

>your hand inches closer, teasing her along the way with gentle rubs and pinches

>Slowly but surely, you can feel the smoothness right about her pussy

>You could practically feel the heat coming off of her pussy as your hand hovers over her, and just the instant you draw one finger and trace it along her opening

>You could feel her shiver and exhale as you trace your finger along her wet, dripping pussy

>Lubing up your finger with her juices just enough, you press it gently outside of her opening, and slowly ease it in

>The more you enter, the tighter Rarity's grip becomes on your cock

>You can tell she wants it

>Pushing your finger deeper and deeper into her sweet slit, you feel smooth enough to lightly pump your finger

>each pump causes Rarity to gently jump and bounce on your finger

>Rarity's strokes became faster as she tried to juice your cock for all it's worth, but just her hand wasn't going to get you off

>You needed more

>Reaching your other hand behind her back, you gently let Rarity lay down

>You climb on top of Rarity and lick her from her tits to her face

>Her face could tell you a range of emotions, but the most showing was pure lust and want

>You matched her face perfectly

>Gently prodding her opening with your rod, you enter her with ease and let her grasp onto your shoulders

>Her grip tightens again as she bites her lip and lets out cute, hyper moans

>Once you've reached full hilt, you begin to thrust yourself into Rarity

>Her squeaks and whimpers tell you that she is really enjoying this, even if she was drunk off your wine

~

>You picked up your pace just to hear Rarity make those cute little noises as you fucked her silly

>Her body bounces and jiggles every time you thrust, making her breasts jump up and down

>Her expression hasn't changed much from that face of ecstasy, except that now her tongue is hanging out of her mouth and is drooling

>She doesn't really care much for noise now, because she is nearly at the point of screaming her pretty little head off

>Each one of her earth shattering moans brings you closer to spraying your cum all over her body, but you try your damned hardest to concentrate

>The closer you get, the harder your choice becomes

A. Cum Inside
B. Cum on her chest

~

Flipped a coin, A won

>You thrust hard into Rarity, making her scream even louder as her pussy clenched around you shaft

>her slick juices made every thrust into her feel glorious

>It's time

>Your pumps became harder and more powerful, indicating that you were hair-trigger ready

>Her eyes rolled back from the back of her head and eyes your body, knowing full what you wanted

>R: "Ooo... C'mon baby, cum for Mommy!"

>After a few pumps, strings of cum sprayed out of your cock and waves of pleasure enveloped your body

Huugh...! Ahh...

>You grunt and moan as strand after strand of your hot seed coats her silk smooth walls

>Her nails are digging into your shoulder skin as she makes a silently screaming O face

>Once you both come down from your orgasms, you look into each others eyes and see a spark of light in those very ocean blue orbs

>She smiles and pulls your head in for a passionate kiss

>After a few seconds of an intense make out session, you pull back and stand back up, quickly fixing yourself up to look somewhat presentable

>The same couldn't be said for Rarity though, she just laid there panting, naked, and dripping with your cum

>You decide that she cam fix herself up, and that was payment enough for those expensive as fuck wine bottles

>All of the sudden you hear the noise of something metal drop from the door

>Your head shoots up and sees...

>A few pink strands of long, straight hair move behind the door

>Hearing the clicking of heels along the floor, you walk over to the door and look around

>right under the door, you found a kitchen knife

~

Alright guys I gotta hit the bed now, I'll try to continue this for tomorrow

Dubs decides which maid we visit next

~

>A knife...

>The Long pink hair...

>Your solution only came to one girl that was watching as these sexual actions took place

>Pinkamina

>Shit, could she file for harassment or even sexual abuse

>You somewhat doubt it, but it wouldn't hurt to check

>Walking out of the cellar door, you head for the flight of stairs that lead up to the main living room

>As you enter, yo look around for any sign of life in this desolate mansion

>The only thing stirring seems to be Pinkie Pie, bouncing around her he cute little maid outfit while dusting various furniture

>You admire her hard work and proceed on with your business

>You climb up the flight of stairs leading to the third floor

>Once you reach the top, you notice how absolutely dark it was up here

>Did Pinkamina work like this the entire time?

>That girl creeps you out to no end, but the way she moves easily as grace itself tells that she deserves some heir of respect

>She had nice tits too

>You squint your eyes down the dark hallway to find any source of light

>The only thing you can find so far is an oil lantern on the side table

>You flick it on and the rooms come to live

>Holy shit it's dusty up here

>What has she been doing up here anyways

>Not her fucking job that's what

>You definitely take note of this as you continue to walk down the empty hallway

>Then out of nowhere you hear what sounds like a low hum coming out of the door next to you

>Another noise further down the hallway catches your attention too

A. Search closer door
B. Continue down the hallway

~

>Guess whatever was at the end of the hall will have to wait

>You turn the knob on the door closest to you and enter

>It's surprisingly darker in here, but you shine your lantern around a see a small florescent light in the middle of the room

>It was a hand-held phone, constantly vibrating

>You walk towards it and pick it up

>It's slick with some kind of liquid

>You turn the phone, revealing the front of the screen that is cracked and peeling

>Someone was calling it...

>You press answer and put the receiver up to your ear

Umm... Hello?

>...

>?: "Turn around..."

>Oh god, not this...

>No matter how much you don't want to turn around, some inner force compels you to follow this speakers instructions

>The voice on the other side was muffled and distorted so you couldn't make out an age, gender, or even fucking human

>Ok of course it's human, but you just thought that for dramatic effect

>You slowly turn around...

~

>Huh?

>...

>Ok, what the fuck?

>There's nothing there, nothing at a-

>?: "Walk... Forward..."

>Fuckfuckfuck, this better not be some kind of trap

>You hesitantly walk forward

>Each step puts some sense of dread in you, unsure of what's to come

>?: "Walk out the door..."

>Oh, so you were stepping super slowly for no fucking reason then

>You walk over to the door and open it with ease

>The old door creaks open very slowly, and you peek your head out

>It's the same hallway, but...

>It's absolutely spotless

>No speck of dust or packaging box was to be seen

>Behind the dust seemed to be a pure white wallpaper, with thin blue lines going down and beautiful etching leading down the hallway

>Even he wooden floor was totally polished and waxed

>But...

>This was impossible!

>Just earlier it was dirty as shit that you could barely breathe

>?: "So I don't do my job huh?"

>Wait what?

>?: *Click*

>They hung up

>PDP: "Well? Do you like it?"

>MOTHERFUCKINGSHITSHEDIDITAGAI-

>You spin around and see Pinkiamina Diane Pie, flesh and blood herself

>But she is covered in dust and grime

>She clenched onto a duster with her arms held down in front of her

>She actually looks really cute, her face of a distant stare and cold demeanor was nowhere to be seen

>She bared a small smirk of her lips with a few locks of hair covering her face

P-pinkamina! Fuckin' A I told you not to sneak up on me!

>She doesn't acknowledge your response, but walks a bit closer to you

>She is now right in front of you

Pinkamina? What are yo-

>She leans up to kiss you

A:React calmly
B:Push off (Could possibly lead to rough sexy times)

~

>Stricken by the sudden surprise, you push Pinkamina away from you

>Maybe a little harder than you would have liked

>You pushed her hard enough to make her land on her ass

>Oh fuck, she looks like she's about to cry

>You approach her to give her a apologetic helping hand

Aw shit, I'm sorry Pinkamina, I didn't mean to push you that ha-

>Suddenly she gives you that look that has haunted your fucking nightmares since you hired her

>Now grinning like a madwoman, she grabs your arm and pulls you down to the ground

>You land face first with a sickening thud

OOF, Damn what the f-

>Before you could speak, Pinkamina covers your hand with a rag that smells a lot like Chlor-

>Now you're out like a light

>PDP: "Hihihi... Oh yesss.... I've always wanted a strong man..."

~

>So you just got knocked the fugout

>You felt...

>Well you couldn't really feel anything

>But soon enough you began to stir

>Ok, now you were feeling something...

>It was wet, sort of a warm sticky wetness dragging across your lower chest

>It felt kind of relaxing

>Then you start to remember just what in the fuck happened

>A few mumbles come out of your mouth, then finally you start to open your eyes

>It's a bit dark again, bit there is some sort of light coming from a lamp above

>You could barely see the wooden ceiling above you, which must have indicated that you were on your back

>Once your eyes adjusted to the dim light, you try to look around to find out exactly where you where

>PDP: "Wakey wakey Master..."

>Huh? Pinkamina?

>You look down your body from where her voice came from

>You were right, it was Pinkam-

>OOOHHH MY GOODNESS THAT FEELS NICEEEE~~

>That wet feeling was coming straight from her sweet honey pot, she must have been rubbing herself on you for quite some time

>Your whole lower chest and stomach area was completely coated in that sweet love juice

>And now she was rubbing your rock hard erection between her pussy lips

OOoooohhh godd...~ P-... Pinkamina...Whata re yo-

>PDP: "Please excuse my vulgar profanities, but please. SHUT YOUR FUCKING MOUTH YOU HORNY, PATHETIC EXCUSE FOR A MAN... a'hem, Master..."

>Woah, where did that come from? This chick really was a psycho

>I really hot Psycho now that you get a good look at her

>It just took you till now to notice, but she was completely naked

>Her white skin had a small hint of gray and some splotches of dust and dirt, giving her a sexy/grimy look

> Her hair draped over her face, obviously trying to hide her face of pleasure and excitement

>But you could tell that her face was flushed red with her mouth slightly open, letting out a few occasional "Ohh"s and gasps

>You remain quiet as she says, and continue to let her do her thing

~

>The next few minutes were just filled with her moaning sounds and more grinding on your dick

>Even though you couldn't complain, this started to get boring

>You try to reach up to tell her how fucking boring she is, you realize that you were strapped down, unable to move

>How the hell did you not notice that before?

>Now all you could do was just lay here and let Pinkamina half-fuck you

Umm... Pinkamina?

>PDP: "*Huff Huff* WHAT?"

>Well isn't she just the epitome of rudeness

Maybe if you... unstrap me, we could get down to some real business?

>She suddenly stops and her noises cease

>Now she is just sitting there with hair covering her face, probably thinking of what to do?

>PDP: "You won't... run away, will you?"

>She now moves the hair out of her face and looks at you with the cutest, pleading eyes you ever seen

>Ok, she was really adorable from this position, but still kinda crazy

Uh, sure? don't exactly know where I am so I wouldn't know where to run to...

>She lets out a small giggle, like if that was supposed to be funny

>PDP: "Okay... but please don't run away! I want you... I can do way more than that slut Rarity could possibly think of..."

>That confirms your suspicions of her peeping on you and Rarity

>And if she's up for the challenge...

Ok, let me go and I'll show you a good time...

>She looks happy now

>That's something you haven't seen before

>She unstraddles you and unhinges the braces on your arms, then your legs

>You are now free

A. Stay there and let her take control
B. Take control yourself
C. Whatever you want

~

>Now that you're free, you rub your wrists to relieve some of the soreness the harnesses were causing

>You sit up in whatever god forsaken contraption you were in and view your surroundings

>This started to look familiar...

>Even this contraption felt like you knew something about it

>The dark light took a few seconds to adjust to, but once you noticed the wall of whips, cattle prods, and latex suits, it all hit you like a truck

>Pinkamina found your sex dungeon

>But this is in your basement! How did you get from all the way from the 3rd floor to here?

>Well, she IS related to Pinkie Pie, and she seems to pop out of fucking nowhere whenever she wants

>You look down at the contraption you were strapped in

>Ahh The Cross

>It was basically a horizontal cross that stood a few feet off the ground, back in the day this shit was like foreplay to you

>You're surprised you didn't notice it before, but now isn't exactly the time to reminisce

>Pinkamina was now standing next to the Cross with her hands folded together near her crotch with her hair again draping over her face

>She looked completely innocent, like a small child being scolded by her mother

>You swing your feet over to one side of the Cross and stand up, Pinkamina looked so small compared to you

>The top of her head barely reached your chest and her figure was very petite, but still held quite the hourglass

>Now it was time to play dirty

>You don't say a single word to her, but instead head for the door

>PDP: "W-huh? B-but wait! You said... you wouldn't run away!"

I'm not running, I'm walking. You're lucky that I like you so much, I could easily have you fired for intruding on my personal business. Now if you don't mind, I will be taking my leave, and you might not be so far behind...

>This completely crushes her, tears start to form around her hidden eyes as she turns her back to you, holding herself in shame

>You walk to the door and grab the handle
(Trust me guys)

~

>You turn the handle and open the door

>Then shut it back and silently lock it

>You start to hear Pinkamina silently weeping, maybe you were a little too harsh?

>Nah, this is kind of how you would like it, the scary chick is now vulnerable...

>You try your hardest to remain quiet and grab a whip, along with your signature Dominatrix hat

>With whip in hand, you silently walk towards Pinkamina

>There isn't much of a distance between the both of you now, so you take aim...

>Draw back...

>Then whip the fuck out of her ass, resulting in a loud *CRACK*

>Not even a second after the whip connected, Pinkamina involuntarily grabbed her ass and let out a wail

>You quickly grab the pair of fuzzy handcuffs on the floor that were just haphazardly left there and rushed to her

>Clipping both of the fuzzy cuffs on her wrists that were trying to comfort her pinkish skinned ass that now sported a very harsh red mark from the whip, you hold her hands and whisper into her ear

You didn't think it would be that easy, Did you? This was my type of game back in the day honey...

>You rear back and give her sore ass a well-belted slap

>This cause her to jump and wail even more, thank god these walls were padded

>And underground

>There was a couch on the side of the room not far from you

>You pull her close to you by her hair and yank her back

>This causes her to yelp and fall back, right into your arms

>You hold her up and carry her to the couch

>While you walk, you lean close to her and begin to lick her, mostly around her shoulder and neck, she seems to be making some sort of noise while you did it

>It was a mix of whimpering and some degree of pleasure

>Fuck it, you are horny as hell now and want to get your dick wet with that psycho pussy

>You lick a little lower and eventually reach her tit

>You pop it into your mouth and begin to suck it, flick your tongue on it, then give it a mighty bite

>Pinkamina let out another mix of a pained moan of pleasure

~

>Once you reached the couch, you set her onto it

>Face first and ass up

>She finally gathered enough energy to speak

>PDP: "AAAHhhh... Wh-what's going on?! I thought I was the crazy one!"

>You reach to the side of the couch and pulled out a ball-gag

Don't ask questions baby, Just shut the hell up and enjoy yourself while you can, this might get intense...

>You wrap the ball-gag around her mouth and hinge it

>Now all you hear is surprised muffling

>Just how you like it

>You decide that it was time you used this dungeon how you intended and grab the paddle that also laid next to the couch

>You take the paddle and wave it in front of Pinkaminas face, watching her expression change from shock to a bit of fear

>But you could see the pleasure in those eyes, she wants this

>I mean, just look what she's wearing!

>You take the paddle back and align your shot

>Pressing it against her bare ass, you rub it and take a few practice swings

>After the third one, you position yourself similar to a batters stance

>Here's the pitch...

>You swing the paddle with as much force as you could muster and knock that motherfucker out of the park

>PDP: "MMPMPMPMFMFPMPPFPpfmpfmpMPFMp..."

>You could hear Pinkaminas breath becoming heavier and quicker, but you haven't even started yet

>You rear back and take another swing

>*CRACK*

>He whole body jumps forward as she lets out another muffled cry

>After only a whip and two paddles, Pinkaminas ass looked glowing red and searing from pain

>You pull back and swing one more time

>The resonating *CRACK* of the paddle fills the room, along with more of her muffled screaming

>Pinkamina was throwing her head around and shaking

>Maybe she's had enough for now, you lean over her back and unhinge the ball-gag

>Once you remove the ball-gag, Pinkamina starting breathing heavily

Hey are you alright? That was a little rou-

>PDP: "M-MOOOOREEE!~ *huffhuff* PLEASE... GIVE ME... MORE~"

A. Give more
B. Tease

~

>She wants more? Well guess what bitch, she ain't in control for nothin'

>This was your dungeon, it was you who made demands

>You grab a clump of her hair and force her face towards yours

Excuse me? This is my dungeon you little slut... I will do to you what I see fit, and you best believe breaking the rules comes with consequences...

>This puts a confusing and worried look on her face, unsure of what to do next, but her body still lusts for more

>You stand next to the couch and grab your whip again, ready to give a beating

>But not exactly, you though that depriving her of what she wanted would be torture enough

>That will be her punishment for such a rude outburst

>You bring the whip to her body and start to rub the leather against her bare ass and moistening pussy lips, pink and ready to fuck

>She lets out small squeaks and whimpers as you rub her delicately, occasionally trying to buck her hips for more friction

>But whenever she tried to stimulate herself, you would move the whip around and grab a handful of her ass

>It was so sensitive that just your touch caused her to mumble in lust, but she hid it over quite professionally with pain

>You would almost believe that this was actually negatively harming her

>Almost

>It's time to play with her a little bit more...

You know what? I think we're done here... You have done nothing to aid in my own satisfaction and to be quite honest, I'm fucking bored.

>Now matter how much of this wasn't true, you played on the act as you watched her start to lightly panic, not wanting this time to end

>PDP: "WAH...B-but, NooOO! I can't do anything while I'm handcuffed! P-please take these off and... and I will pleasure you however you want, just PLEASE DON"T STOPPP~!!!"

>She was absolutely yelling her pleads, even starting to cry and shake the handcuffs off, but to no avail

>You look at her with a raised eyebrow

...Anything?

>PDP: "YES, ANYTHING... P-Please Master~!"

What do you want from her boys?

~

>You observe her quivering body for a bit, and decide what your prize will be

I want... your sore little ass...

>Her eyes wen't even wider than they have before, probably indicating that she's never really done something like this before

>How wonderful

>PDP: "U-umm, well I'm not so sure about that... I've never reall-"

Be quiet, you said anything I wanted. So shut your little slutty mouth and give me dat ass.

>You flash a devious smile and approach Pinkamina

>One you reach her scared and shaking body, you lay a hand on her ass and gently rub it

Oh Miss Pie... This should be a time you wont ever forget...

>You apply a sharp slap against her bare skin, making Pinkamina yelp, filling the room with hot, lusty pain

>Just the noise of her pain brings your boner to full power

>Now you are at full mast and ready to tear apart that ass

>You align the tip of your cock with her anus and gently start to rub it

>Pinkamina is silently whispering "nononono..."

>Yesyesyesyes

>You grip her hips and pull her to your crotch with a force that might have caused some tearing

>Pinkamina is now screaming her pretty little mouth off from pain, but soon as you thrust a but slower, her pained yelling turns into lustful moaning

>You squeeze and rub her ass with your hands , feeling her silky soft ass dough run through your fingers while pulling her in for each thrust

>Her asshole was just as you imagined your first anal virgin from years ago, it was definitely painful, but after it's not so bad

>Of course she was limping around your house after but her face showed that she enjoyed her time spend down here

>One thing that now drives you further is hearing Pinkamina explain to any concerned maids about why she was limping

>This needs to happen

>You begin to thrust faster which makes her scream out again, but her cries were to be heard by nobody in your dungeon

>Yes... Your dungeon...

~

>You begin to feel a pressure building up in you as you rail Pinkamina forcefully enough to make her whole body move

>You grabbed the chain of the handcuffs and suspend her upper body into the air, allowing you to pull her closer to you and the pressure gets greater and greater

>All it takes is three last forceful pumps into Pinkaminas ass, along with your grunting mixed with her screams of pleasure

>You release you hot seed straight into the ass you beat with a whip and paddle, and your last forceful yell matches the same volume as her screaming

>Each pulse of pleasure felt better as your cum coated the inside of her ass, soon subsiding to a calming sensation

>You pulled out of her butt with a small *pop*

>Both of you are now panting heavily, but you suspect that she took the hardest anal that you have ever delivered

>This was one for the dungeon record book

>Hell, maybe you would be breaking more records with this girl in the future

>If she even decided to stay afte-

>PDP: "Ohhh~... Anon, That was... incredible..."

>Oh yeah, you still got it.

>You stand up and grab the keys to the handcuffs

>Unhinging the handcuffs from Pinkamina, she now lays on your sex-stained couch and blissfully falls asleep

>You smile a bit, wondering just what the hell is going on in that cute little head of hers

>But that doesn't really matter now, you were pretty happy about the way things turned out with this group of maids

>You've fucked the slut, and the psycho.

>You just might have to save Partyparty and that shy girl for another time

>For now, you pick up Pinkamina and lay her on the big heart-shaped bed that you probably should have used instead of a couch, and let her have some sleep

>It's just one of those days...

~

THE END (For now)