>Princess Celestia invites you into her chambers for tea
>In the middle of the table is a strap-on horsecock dildo, and a thick leather collar with a heart-shaped tag with the name 'Anonymous' on it
>Celestia doesn't mention it at all as she serves the tea, and doesn't respond when you bring it up
>You both have a nice conversation, the whole time your eyes dart back and forth between Celestia's and the lewd implements on the table
>As you leave, Celestia gives you a soft hug
>"I very much enjoyed our time together, Anonymous."
>"I know our visits are only going to get more enjoyable in the future~"

>Celestia invites you back to the castle
>You're so nervous from the last visit that you don't respond to the invite
>You get another invite the next day, identical to the first
>After the third invite, you decide to go
>J-just to explain that you aren't interested, of course
>When you arrive, the guards stop you before you can get close
>"Princess Celestia says that you're only allowed on castle grounds if you're wearing this."
>It's the collar from before
>With a tag reading 'Anonymous' on one side and 'Property of Princess Celestia' on the other
>Taking a deep, shaky breath, you reluctantly put it on
>...just so that you can talk to Celestia, of course...
>When you arrive at her chambers, the strap-on is still sitting in the middle of the table
>Otherwise the visit with the Princess went rather normally
>Except that instead of sitting across the table, she sits right next to you
>She's very physical, always touching you or wrapping a wing around your shoulder
>At one point she puts a hoof on your thigh, and it remains there until the visit ends
>You couldn't muster the courage to bring up your concerns
>As you go to leave, she hands you a gift and asks you to wait until you get home to open it
>You do, and blush at what you find inside
>Lacy lingerie; panties, a bra, stockings, and a garter belt, as well as a note:
>'~I can't wait to see you in these~'
>'~Your Princess, Celestia~'
>As you stare at the lewd garments, your blood runs cold as a thought occurs to you
>You never took the collar off
>It's still around your neck
>As you walked through Canterlot, rode the train, made your way home, you were still wearing it
>Lord knows how many ponies saw it

>You're ​shaking like a leaf as you step off the train at Canterlot with the collar already around your neck
>Since you had worn it home before, you had decided to wear back
>The damage was done, after all
>When you arrive at the castle, you are stopped by the guards once more
"I'm wearing the collar like I'm supposed to."
>"Princess Celestia has issued new orders. You aren't allowed into the castle grounds unless you're wearing the clothes that she gave you."
>You shift uncomfortably
"I-I am..."
>You look away as you pull down the waistband of your pants about an inch to reveal the top of your lacy panties
>"If you want to visit the Princess, you can't wear clothes on top of them."
"...what?"
>"You're covering up the clothes that she gave you. You have to take those overclothes off before we'll let you pass."
>You feel like a deer caught in the headlights
"...f-fine, just point me to the nearest place where I can change out of-"
>"Right here."
"...you can't be serious..."
>"The Princess was pretty clear. She said that if you showed up wearing overclothes, then you were supposed to remove them right here."
>...
>You could just walk away
>They can't just make you strip
>...
>B-but you want to see Celestia...
>Your hand slowly moves up to undo the buttons on your shirt
>The guards stare on with blank, vaguely bored expressions as you peel the shirt off and reveal the frilly bra beneath
>You jump as a pony walks past you
>She turns her head to say hi, but her eyes widen when she sees your exposed flesh and risqué attire
>She just blushes, looks forward and trots quickly away
>You want to cover yourself, but you know it isn't worth it
>There's a fair amount of distance between you and Celestia, so someone was going to see you
>You swallow a lump in your throat, kick your shoes off, and begin to slowly pull your pants down, careful to avoid pulling your stockings down as well
>You let out a breath as you stand in front of the guards in nothing but lingerie

>They pull a pair of high-heels from the side and set them in front of you
>They don't say anything, but you understand regardless
>You slip the first one on easily, but you have to sit down to put the other on
>The feeling of cold tile against your skin serves as a stark reminder of your current situation
>Not only are you barely wearing anything, but what you are wearing is woefully inadequate at covering you
>The sheer fabric and lacy design meant that everything underneath was on full display
>Your fairly-visible cock twitches at the thought
>The guards help you to your feet and allowed you to stumble off to your destination
>Thankfully they seemed uninterested in your fetishised form, as were most of the other guards
>You weren't so lucky with the wider staff and visitors of the castle
>Worse than the revealing clothes was having to hide your semi-erect penis as you staggered uncertainly on your heels
>The walk was mercifully short; you arrived at Celestia's door without too many ponies seeing your shame
>She beamed happily as she greeted you
>"Good morning, my most cherished human."
>Her eyes crawl up and down your body, a faint glimmer of lustful hunger flickering momentarily behind them as they do
>"You look absolutely beautiful, Anonymous."
>You squirm under her scrutiny
"T-thanks, Princess Celestia..."
>"Actually, from this point forward, you will refer to me as 'Your Highness'. Is that understood?"
>Her tone of voice let you know that this was an order rather than a request
>You weakly nod in affirmation
>She looks unsatisfied
"...yes, Your Highness..."
>Her warm smile returns
>"Good. Now that's out of the way, let's have some tea! Twilight was telling me of this 'Rocket' technology you described to her, I'd love to hear about it myself."
>She steps up to your side and puts a wing around you to lead you inside
>The heavy sound of the door closing behind you filled you with unexpected dread
>As well as unwanted excitement

>Celestia continues to speak as you follow her into her room, but as soon as the table comes into view your attention is focused on it instead of her
>The strap-on remained on the center, but this time it was joined by another object
>A bottle of lubricant
>"Don't worry, it's not going in you just yet."
>Her words derail your train of thought
>It's the first time she's acknowledged the object's existence at all
>"That does remind me, though. There's a small bit of business to be taken care of before we can have our tea. Bend over the table, please."
>Your insides twist into knots as you agonize over whether or not you should go along with her request
>She frowns
>"I've made a request of you, Anonymous. Isn't there something you should say when your Princess requests something?"
>You jump
"Oh, I-I mean, yes Your Highness!"
>Wait, what?
>No, you were still trying to decide if you were even going to do it!
>Princess Celestia smiles once again and nods lightly
>"Thank you, Anon."
>She watches on as you stare conflictedly at the table
>She seems content to wait as you take your time lowering yourself to your knees and laying your upper half across the cool surface
>Your pupils contract as her magic levitates the bottle of lubricant out of your field of view
>When you try to turn to follow it, Celestia stops you
>"Eyes forward, please."
>You stare forward yet again, and a tense silence falls over the room
>"...I've made another request, Anon."
"Yes Your Highness, sorry."
>"Thank you. Now please lower your underwear."
>You hesitate
>Celestia doesn't rush you
>You take a deep breath
"...yes, Your Highness.."
>You slip a thumb into the waistband of your panties and slide them down to your thighs
>Her forehoof comes in to guide your legs slightly apart before she speaks in a soft, comforting tone
>"If you feel any pain, discomfort, or even if you just don't like what's happening, then speak up and we'll stop. Okay?"

>It takes a few moments for you to find your voice to respond
"...okay..."
>"Anonymous..."
"Yes, Your Highness."
>"Thank you. I'll do everything in my power to assure your comfort and safety."
>Her words were obviously meant to ease your mind, but all they did was churn up your uncertainty and fear
>The swirling tempest in your head halted as you felt the cool, slick sensation of lubricant being applied to your anus
>You gasp as her magic carries the fluid through the center of your ring and spreads it around the inside of your rectum
>Her magic dissipates, and you sigh
>You feel the warmth of Celestia's fur on your back as she lowers her weight onto you
>She nuzzles your neck before bringing her mouth up to your ear
>"Just relax. If you feel like you're being pushed too far, just say so. We can stop at any time."
>You're feeling unbearably anxious, but the fact that the strap-on hasn't moved from it's spot helps calm your nerves a bit
>A gentle pressure on the center of your anus shakes those nerves
>"Shh, just relax. You'll like this, I promise."
>You squeak as the object slowly advances into you
>It starts with a narrow point and widens the further in it goes
>As your hole opens wider and wider around the invader, a small moan escapes from you
>Celestia quietly giggles
>"You make some pretty cute noises, Anon."
>She kisses your cheek as the object pushes further into your depths
>Right at the moment where it starts to become too much, where you're being spread to wide and almost begin to feel pain, the object rapidly slopes inwards and allows your hole to contract
>Her magic releases it, and the shape of the object causes it to be 'sucked' into you until a flared base is pulled flat against your anus
>You pant as the ordeal is finally over and Celestia lavishes you with affection
>"Good girl, Anon! Good girl, just relax and focus on how it feels inside of you."

>You squirm at her words, but there are more pressing matters to attend to
>You reach behind you and run your fingers along the edge of the base of the object currently lodged in your asshole
>After a few moments of feeling the object with both your hands and intestines, it finally clicks
>It's a buttplug
>You estimated that it was about one and a half fingers wide at it's largest point
>N-not that you know what fingers feel like in there...
>It was quite a bit smaller than the dildo on the table, which looked to be a little bit bigger than three down a fair portion of it's generous length, and even larger than that at the head and ring
>Celestia's soft voice catches your attention
>"How does it feel?"
>You focus on the toy, and experimentally try to push it out to no avail
>The sensation of having your tunnel filled was somewhat pleasant, and you could feel a bit of pressure against your prostate
"I'm okay..."
>She smiles
>"If you've enjoyed this experience, then perhaps there's something you should say to me?"
"...t-thank you...Your Highness."
>Her smile widens
>"You're very welcome, Anonymous."
>She stands up, and pulls your panties back up with her magic
>"Now then, I believe you were going to tell me about this 'Apollo Program' that has fascinated Twilight so much?"
>She lays down by your side and lifts your abdomen up so that you're kneeling
"O-oh, um, that's how us humans traveled to our moon."
>"Please tell me more, it sounds incredible."
>You proceed to have a conversation about rocketry and spaceflight with Princess Celestia
>While wearing women's lingerie
>With a buttplug inside of you
>Your position on your knees was kind of uncomfortable, but any attempt to change how you were sitting caused Celestia to correct you back
>Knees together, legs folded beneath you, hands on your knees, back straight
>Any deviation and your posture was immediately corrected

>Despite all of this, you manage to hold up your end of the conversation for almost an hour
>Celestia checks the time and the corners of her mouth dip slightly
>She sighs
>"I'm going to have to cut our visit off here."
>She stands up before continuing in a hesitant tone
>"...you can return home tonight. You'll return this weekend, do you understand?"
>She's giving an order rather than extending an invitation
"Y-yeah, I'll be-I mean yes, Your Highness."
>You bow your head like in your Japanese animes
>You see a glint of pleasure in her eye at the gesture
>"Good. I'll see you then. Have a good evening."
>She softly kisses your lips and gives you a hug
>She turns to trot out the door, stopping just as she's about to leave the room
>"You can remove the plug once you've gotten home, but it absolutely must stay inside until then. Do you understand?"
>The prospect of sitting on a train for a long period of time with something up your ass to carry all the vibrations of the tracks inside sounds pretty daunting
"...y-yes Your Highness."
>She nods
>"Safe travels, Anon."
>And she leaves you alone in her room
>You glance back to the strap-on dildo sitting among the dishes and snacks
>How long will it be until she uses that on you?
>Just the thought makes your stomach turn
>But your actions today have certainly put you on a path that can only end with it synthetic-balls-deep inside of you
>Your skin crawls, and you push the thought out of your mind
>You trust Celestia
>And Celestia seems to think that this is something that you're going to enjoy
>As uncertain and anxious as you feel about what happened here today, you know deep down that you enjoyed every second of it
>And it wouldn't have happened if Celestia hadn't pushed you into it
>You decide to decipher your feelings later, and lift yourself up onto your high-heels
>You bite your lip as your movement shifts the plug inside of you
>It's going to be a long ride home

>"It's wonderful to see you again, my little human!"
"Thank you, Your Highness."
>You bow your head lightly, and Celestia's smile widens
>You were wearing the same stockings, bra, panties, and garterbelt that you had worn on your previous visit
>This time, however, the guards made you wear a pair of shoulder-length gloves and some restraints before you could enter the castle
>You weren't currently being restrained, but the heavily padded cuffs around each wrist and ankle could easily be chained together or to a wall or something
>It made you nervous about what Your Highness had planned for you today
>She invited you into her bedroom as usual, and you accepted
>You were surprised to see that the strap-on wasn't on the table anymore
>There actually wasn't anything on the table at all
>No toys, no dishes, no food, nothing
>However, there were now chains attached to each of the four legs, which pretty much gave away her intentions
>"The tea will be delivered shortly, but there is some business that we must attend to before then. Kneel."
"Yes, Your Highness."
>You lowered yourself to your knees as your mind anxiously flipped through the possibilities of what may be about to happen
>You're pulled out of your thoughts as she suddenly clips a leash onto your collar
>She smiles warmly down to you and speaks softly
>"You enjoyed our last visit, right?"
"Yes, Your Highness, absolutely."
>Part of the reason you were so conflicted about all of this is because of how much you did like it
>You never did anything like this before
>She traces her hoof along your jawline
>"Well, I think it's only fair if you do something that I like today. Don't you agree?"
>She's probably going to put something else up your butt
"...I suppose so, Your Highness."
>She pouts playfully
>"Your hesitation wounds me, Anon. I like more than just butt stuff."
>This mare can read you like a book
>Which is probably why you're kneeling on her floor in panties
 
>She suddenly pulls forward on the leash and thrusts her face into yours
>It morphs into a hungry sneer
>"It just happens to be my favorite, so I hope that tight little hole of yours is ready, servant~"
>What the fuck
>She loosens the grip on your leash as her face returns to the gentle grace that normally rests on it
>"Please keep your back straight, posture is very important."
"Uh...yes, Your Highness?"
>You do as she says while trying to subtly cover your half-chub
>She giggles to herself before she starts to turn in place, being careful to step over your leash
>Her ethereal tail trails across your chest, face, and shoulders as the crackling static-like sensation gives you goosebumps
>And then she lifts her tail
>When her vagina and anus are presented to you, this all becomes real
>Despite what had happened during your prior visits, you didn't really think of her as a sexual being
>It almost felt like she was literally only doing that stuff because she somehow knew that you liked it, not because it aroused her as well
>She was an ageless goddess, practically the mother to an entire nation
>She felt too powerful to indulge in the petty lusts that plagued you mere mortals
>Having her willingly display her genitals to you felt impossibly lewd
>Her magic pulls her labia apart to expose her pink insides to you, and her clitoris winks out
>"What do you think?"
"I-it's as beautiful as the rest of you, Your Highness."
>"Thank you. I hope you're hungry, Anon."
>Before you can respond, she pulls forward on the leash until your face is held against her soft mound
>"Lick me."
>You do
>You start by running your tongue up and down the length of her slit
>When her clitoris winks out again, you move your mouth over from where it emerged and follow it back inside with your tongue
>You manage to coax it out once more, sucking and licking until her body manages to wrestle it back from you and pull it back into her body
 
>A soft moan from Celestia lets you know that you're doing a good job
>Sound was really your only feedback, since her voluptuous flanks filled the periphery of your vision
>Aside from her winking and generous fluids, obviously
>Your dick becomes painfully erect as you continue to eat her out, switching your focus between her energetic clitoris, soft vulva, and moist tunnel
>Your last visit didn't end with an orgasm, and the thought occurs to you that you might not get one this time either
>Deciding to literally take the matter into your own hands, you slide a hand into your panties and begin to stroke yourself
>You bury your face into her as your hand begins to move at a brisk pace
>Suddenly, Celestia hooks one of her back hooves inside your​ elbow and pulls your hand away from your dick
>"Focus on the task at hand, Anonymous."
>You feel a little annoyed, but decide to do as you're told and continue performing oral
>She pulls the leash tighter, almost smothering you in her folds as you happen across a sensitive spot within her
>Her gasps and moans were turning you on a lot
>Your twitching cock strained against the lacy material of your panties, and the friction was very stimulating
>It gave you an idea
>You grabbed the inside of your thigh, and moved your hips to grind your dick against your wrist
>It has a surprisingly strong effect on you, and you inadvertantly grunt into Celestia
>She sighs before stepping away from you
>Strands of fluid connect you to her until they are broken by distance
>She turns back to face you, looking disappointed
>Your hands are moved back onto your knees by her magic
>"Anonymous...don't you think it's a bit rude to just stroke your penis without invitation in a mare's bedroom?"
>You look away and weakly shrug
"Well, I mean...we were...I was..."
>She stares down at you expectantly
>You knew exactly what she wanted to hear
"...Yes, it was rude Your Highness, I'm sorry."
>She cups your cheek and tilts your head back up to her
 
>She still looks disappointed
>She really knows how to make you feel guilty
>"And even ignoring your disregard for proper social decorum, don't you feel that a subject cumming before her Princess is a little selfish?"
>Is she sexually pulling rank on you?
"Well...I guess so, Your Highness..."
>She looks a little unhappy with your less-than-definitive answer, but doesn't pursue it any further
>"The satisfaction and pleasure of an orgasm should be reserved for special occasions, or else you risk becoming desensitized, and the action becomes mundane and expected. Don't you agree?"
>She sort of had a point, but you're worried what her endgame here was
"Yes, your Highness."
>She nods
>"Did you masturbate after returning home from our visit last time?"
>You blush as she stares into your eyes
>"Please answer the question, Anon."
"...yes.."
>"Yes?"
"...yes, Your Highness, I did."
>"And did you masturbate in between then and now?"
>You squirm and look away
>She just waits
"Yes, your Highness..."
>She sighs and closes her eyes
>"Search the drawer over there. I believe you'll know what I want when you see it. If you don't, then don't hesitate to ask for direction."
>With a bit of trepidation you slide closer to the drawer she gestured towards and open it
>Well there's the strap-on
>Hoping that isn't what she wants, you dig through the drawer and explore it's contents
>It's totally full of sex toys, all of them insertible
>Dildos, anal beads, vibrators, and various other things
>One object confuses you for a moment
>A curved metal tube attached to a large ring
>After a moment, it clicks and you recognize it
>Oh fuck, this is what she's looking for
>Celestia's soft voice shakes you from your thoughts
>"Bring it here, Anonymous."
>You force down a hard lump in your throat as you slowly return to Celestia
>The confusion, uneasiness, and even fear from the prior visit are back in full force
>She floats the object out of your hands and in front of your eyes
 
>"Do you know what this is, Anon?"
"...It's a chastity cage, Your Highness."
>She's going to lock your dick up
>You won't be able to masturbate, or even get an erection once it's on
>She gives you a small, sympathetic smile
>"I know you must be a little scared, but this may be necessary. I can't be with you at all times to protect you. Can you promise me that you won't pleasure yourself in the future?"
>Her tone of voice surprises you
>She seems to be genuinely asking
>She's offering you an out, all you have to do is say that you won't jerk it, and she won't make you wear that thing
>You deliberate on your choice for a moment, and she waits as usual
>...If you tell her that you won't do it, you would be lying
>And you can't bring yourself to lie to your Princess
"...no, Your Highness. I can't promise that..."
>She closes her eyes and exhales loudly
>"I'm sorry Anonymous. Lay back on the table."
"Yes, Your Highness."
>Shakily, you sit on the edge of the table and slide back until you can lie down
>She guides one of your wrists to the corner, and brings one of the chains up and attaches it to your cuff
>You had almost forgotten about those
>She planned this
>Clever girl
>After binding your other wrist, she unclips your garter belt from your stockings and pulls your panties off before beginning to bind your ankles
>It occurs to you that this is actually the first time Celestia is actually going to see your penis totally uncovered
>And it might also be the last
>...That's probably a massive exaggeration, but your feelings are all over the place right now
>"Are you comfortable?"
>About as comfortable as you could be while chained down to a hard wooden table
"I'm alright, Your Highness."
>"Good. Then let's get started."
>She holds the chastity cage in front of your face again
>"I had this designed specially for you, Anon. Obviously a cage designed for a stallion wouldn't fit on you."
 
>"Getting Rarity to collect the proper measurements without you catching on was quite the challenge."
>You were kind of suspicious when she suddenly asked to take new measurements for clothes and insisted that you be naked for 'maximal accuracy'
>Wait, does that mean that Rarity knows about you and Celestia?
>Do the others know?
>She rotates it in front of your eyes, and you study it
>After a few seconds, you suddenly realized that there's no lock
>"The locking mechanism is entirely internal. Once it's on, it can only be removed by magic."
>You swallow nervously
>"I'm going to put it on now. Is that understood?"
>You nod
"Yes, Your Highness."
>You're nervous as fuck
>The device clicks, and the penis tube folds back to expose the metal ring
>Then she brings the device down to your cock
>Her magic grips your genitals as she begins to put it on
>As she first pushes one of your testicles through the ring, and you're a little surprised at how small it is
>Are you even going to fit?
>Your next testicle goes through, and the ring feels like it fits around them pretty well
>Next, she bends your mostly flaccid dick down and slides it through the cool metal ring, completing the ensemble
>You can definitely feel it around you, but it isn't painful
>"Is everything alright?"
>You nod, and she smiles
>"Good. If I'm hurting you, let me know immediately."
>She bends your penis back until your head lines up with the opening of the tube, and begins pushing you in
>Since you were slightly hard, she sort of had to stuff you in
>It's sort of uncomfortable, but that's kind of the point of chastity
>You felt your penis advance along the inside of the cool, curved metal tube until your head reaches the end
>Your urethra lines up perfectly with the hole in the end
>She begins to fold the tube down, and your heart begins to beat at record speed
>When it closes and you hear the click of the lock, you feel an unexpected rush of relief
 
>All of the anticipation, anxiety, and stress you felt before and during the process evaporate away
>It's over, it's done, the device is on and there's nothing you can do about it
>"How does it feel? Are you uncomfortable? Should we commission a new one?"
>She sounds worried, but you assure her that you're fine
>You're impressed; Rarity has a good eye
>It fits perfectly, despite her not being able to take detailed measurements
>Well, the parts that are supposed to fit perfectly do
>Since Celestia uncovered yet another fetish you didn't know about, your dick was currently straining against its new prison
>Thanks to the restrictive size and the curvature, you simply couldn't get hard anymore
>Celestia undoes your restraints and pulls you in close to hug you with her forelegs and wings
>"I'm sorry Anon, but I couldn't allow you to continue degrading yourself."
"I understand, Your Highness."
>She gently strokes your back, and she hums softly
>"I feel that I should point out that I've given you another gift. Quite a costly one at that."
>Huh?
>...Oh wait, shit
"Thank you, Your Highness. I appreciate your generosity."
>She smiles widely
>"You're very welcome, Anon."
>She lets you go and helps you onto your heels
>"There's something else that goes with it. Just a moment, please."
>She opens another drawer beneath the one your cage was in
>More insertable toys
>She wasn't kidding about her love of butt stuff
>You hope she keeps easing you into it, because some of those things looked pretty daunting
>From underneath the lewd pile, she pulls out a new pair of panties
>You quickly slipped them on and discovered their primary feature:
>There was a pouch in the front to contain your cage and balls
>Celestia watched as you clipped your garter belt back onto your stockings
>"You look as beautiful as ever, Anon."
>You blush
"Thank you, Your Highness."
>As soon as your clothes are sorted, you're gripped in her magic and levitated onto her bed
 
>She brings your wrists together, and they lock with a click
>The same is done with your ankles before she slides several pillows beneath your head
>You think you're about to be cuddled or something, until she climbs on top of you with her business end pointed at your face once more
>"Now, I believe we were doing something before you so lewdly interrupted us. I would appreciate it if you could please continue."
"Yes Your Highness, right away."
>She begins to back her ass up towards you, but suddenly stops and retreats a few inches
>"Oh wait, I nearly forgot. Do you mind if I catch up on some reading? I don't want to be too far behind on the series before Twilight's next visit."
>She looks around her plump flank to you and holds up the latest Daring Do novel
>What?
>How long are you going to be back here?
"Uh, not at all, Your Highness..."
>"Thank you, Anonymous."
>And then her ass completely envelops your face

>"Very good, just like that Anon~"
>You have never done anything like this before, but you were determined to perform well for your Princess
>"Mmph~ Keep at it, you're getting the hang of this..."
>Your wrist moves from the root, down the considerable length, and over the the tip as you work to satisfy her
>"Just a little more, we're almost-Ah! O-ow!"
>She winces as the teeth of your comb catches yet another tangle in her mane and yanks at her scalp
"S-sorry Your Highness."
>"That's alright​. Just keep in mind the consequences if you make that error one more time."
>You quietly nod and resume combing through her ethereal mane, but you're filled with many of the conflicting emotions you've begun to come accustomed to lately
>You steal a glance over at the paddle sitting on her nightstand
>All things told, spanking was a pretty vanilla fetish
>Especially compared to what you and Celestia have done together so far
>But you were scared nonetheless
>You felt similarly about the collar, and the lingerie, and the butt plug, and especially the chastity cage
>Unlike those times, you're not curious or excited deep down
>You're dreading the moment when she uses it on you
>And you know it's going to be used on you
>It's impossible to tell when you're about to hit a tangle; her mane doesn't even feel like it's made out of individual hairs
>Running your fingers through it is like running them through static-charged water or something
>You suspected that she was deliberately causing these 'tangles' so that she could administer your 'punishment'
>Should you say something?
>On the one hand you don't want to get paddled
>On the other hand, if someone had asked you a month ago if you want to dress in see-though women's underwear and prance around a heavily-populated castle, you would have also said no
>Does Celestia just know you better than you know yourself?
>You're not sure if you like the idea of-
>"A-Anon! Tangle!"
"Sorry Your Highness!"
 
>It seems that you had gotten lost in your thoughts and found a tangle
>Not that it matters
>This game was rigged from the start
>She sighs as she lifts the brush out of your hand and moves off the bed
>"I believe agreed on three tangles before you would be punished?"
>She watches you with a stern gaze as she grips the handle of the paddle with her magic and holds it up for you to see
>You shrank back a little
>Celestia may be a pretty pony, but she's also an immortal, millennia-old goddess with incredible power
>She could be pretty intimidating
>Especially when she's brandishing a weapon (of sorts)
>"Please hurry up and get into position, I would prefer to get this unpleasantness out of the way so that we can enjoy our evening."
>Oh shut up, you're loving this
>You don't immediately comply, as your mind tries to decide your next move
>...
>It's just a spanking
>You let her lock your penis up almost a week ago, and you're hesitating this much over a spanking
>She probably isn't even going to hit you that hard, it'll probably just be a few little love taps
>Even if you don't like it, you should probably just let her do it for her own sake
>After making your mind up, you slowly slide onto the floor and bend over the edge of the bed
>Your eyes are locked forward as she trots up behind you
>"Thank you for your cooperation, although I'm afraid in going to have to add an extra two strikes for the unnecessary delay."
>Goddamn it
>Come to think of it you don't even know how many you're supposed to be getting for pulling her hair
>You're right about to ask when the paddle slices through the air to strike your right asscheek with a deafening smack
>Pain lances through your spinal column and crashes against the inside of your skull
>Your shout is totally silent
>Either your voice has failed you, or the hit forced it up several octaves outside of the human range of hearing
>Fuck, that really fucking hurt
>"One."
>What?
 
>You're confused for a moment, before another sharp blow to your rear reminds you that there's more to come
>You let out a strangled cry at the pain
>The paddle hit pretty much exactly the same spot as last time, only intensifying the agony
>Heat radiated off of your cheek, and a tingly pins and needles sensation mixes with the pain
>W-was she supposed to be hitting you this hard?
>"Two."
>Oh fuck, she's gonna do it again
>You try to say something, but a hard lump sticks in your throat and silences you
>Until the paddle crashes against your left cheek and forces a harsh yelp out of you
>At least she gave your poor right cheek a break
>But now you were out of unblemished cheeks to spread the damage across
>Do people really like this!?
>You're not feeling any of the arousal you felt from crossdressing or having the plug inserted
>This just hurts
>"Three"
>Shit
>You bury your face into the sheets and grip them so tightly that your fingernails almost tear through as the paddle bites into you once again
>Your eyes water at the pain
>"Four. This gives me no joy, but you knew what the punishment would be."
>Under all the pain and confusion, anger bubbled up beneath it all
>No joy your cherry-red ass
>This wouldn't be happening if one of you didn't enjoy it, and that certainly wasn't-
>Another blow connects right down the middle, hitting both cheeks
>You anger is forgotten as a fresh wave of pain flows through you
>You just want it to be over
>All sins are forgiven if this can just end right now
>She never told you how many times she was going to hit you
>Five?
>Ten?
>Twenty?
>You couldn't take it anymore
>"Five"
>Not again
"S-stop...please..."
>Your voice finally escapes your pulled-taut vocal chords, but is muffled into a garbled mess by the bed
>"Excuse me? I didn't quite catch that."
>Her magic grips your chin and turns your face towards her
>"Speak up dear, you know I can't understand you when you-"
 
>Her eyes widen when she sees your agonized, tear-streaked face
"P-please, stop, I-I don't like this!"
>The paddle clatters to the floor as she immediately drops it and practically throws herself on top of you
>Her forelegs draw you in close as her wings and envelop you
>"Anonymous! I'm so, so sorry! I didn't mean--I should have--I didn't--"
>You wrap your arms around her neck and hug her as tightly as you can
>You needed to held right now, and you didn't really care by who
>She swallows her stammering and softly reassures you
>"Shh...it's okay...we aren't going to do that anymore...I'm so sorry, I should have...I'm sorry..."
>You take deep breaths as you try to focus on something other than your raw derriere
>As the initial, intense pain begins to fade into a dull, throbbing one, you notice lines of agony crisscrossing your rear
>Did she somehow cut you?
>You glance down at the bright red affected area, and realize what you're feeling
>Your panties weren't pulled down first, so each hit with the paddle drove the material into your skin
>You could almost make out the pattern of the lace across your aching ass
>You look up to Celestia
>Her expression was filled with guilt, pity, and fear, with a slight hint of disgust at her own actions
>You bury your face in her neck again as she gently strokes your back
>You lie in her embrace for several minutes as neither of you speak
>One of you has to break the silence eventually, but neither of you quite know what to say
>Celestia climbs out of bed, lifting you in her magic and cradling you close to her chest
>"I'm not entirely sure what we should do next, but I think it would be best for the both of us if we got out of this room."
>You nod in agreement, and she begins to carry you towards the door
>Before opening it, she stops
>"...would you prefer to be covered? I think it's safe to say that our session today is over."
>You look down at your scantily-clad body
 
>You actually didn't mind anyone in the castle seeing you like this
>Most of them already have at least once anyway
>However, you'd prefer to avoid them seeing your bright-red ass right now
>You nod, and she levitates a sheet over to wrap around you before exiting into the hall
>One of the guards waiting outside greets her, and she leans in to whisper into his ear
>He nods
>"As you wish, Your Highness."
>He dips his head before trotting off to complete whatever task she gave him
>Celestia resumes carrying you to whatever destination it is that she has in mind
"...Hey, where are we going?"
>"To the bath. I usually find it quite soothing myself."
"Um, I don't think I really need to warm up right now."
>"The water will be somewhat cool. Hopefully it will help put out the heat in your backside."
>Your whole body is feeling pretty hot right now, so maybe this will do you some good
>All of this stuff is new to you, so you've got to defer to her expertise
>The two of you step through another doorway as you arrive at her private bath
>It's huge; more akin to a small swimming pool
>A couple of attendants greet her and bow, but she interrupts them to give some orders about the water temperature and to give the two of you some privacy
>They indeed do; after adjusting a few knobs, they both respectfully bow out
>The sheet is removed, and she sets you on your feet
>"How are you feeling, Anon? Any improvement?"
>Not much, but her worried expression tugs at your heartstrings and makes you want to make her feel better
"Yeah, I think I'm starting to feel better..."
>She smiles, but you're pretty sure she knows your lying
>"Do you need any help undressing?"
"Well, I can't really get these off without magic."
>You hold up your wrists to emphasize your cuffs
"Oh, of course."
>Magic flashes down the length of her horn, and the cuffs on your wrists and ankles click open and fall to the floor
 
>You roll your gloves down the length of your arms and toss them aside before undoing the clasp on the bra and peeling that off as well
>Now comes the tricky part: your bottom half
>Thanks to your abused ass, that's going to be a bit of a challenge
>Celestia seems to catch on to this, and intervenes
>Your garter belt shimmers and fades away as it is teleported off of you
>"I'm going to have to lift you for a moment, so be prepared."
>You nod, before her magic envelops you once again and levitates you above the ground
>Your heels and stockings vanish, and she gently sets you back down onto your bare feet
>As your panties are teleported off, you get to feel her magic directly against your butt, which she's seemingly avoided up until now
>The cool bubbly sensation you normally experience is amplified, making it feel like you've stuck your butt in ice-cold carbonated water
>Her eyes fall into your chastity cage, and she hesitates
>"...Would you prefer if I remove that, Anon?"
>She obviously doesn't want to take it off, and you don't mind either way
>You probably aren't going to be getting any erections until your ass stops hurting anyway
"It's fine, Your Highness."
>"You can stop calling me that, at least for the time being."
>She seems to be relaxing a little since your mood is improving
>You rise up into the air once again as she maneuvers you over the water and gently lowers you in, face-down
>As your legs sink below the surface, you quickly discover that there's a slope coming down from one of the sides, allowing you to lay on your stomach with your head out of the water
>It feels very refreshing, like a swimming pool on a hot day
>Especially on your butt; you can practically feel the water sucking the heat out of it
>A few splashes from your side announce Celestia's entrance into the bath
>She lowers herself next to you and drapes a wing across your back
>"Does it feel good?"
"Yes, Your Highness."
 
>She nods as you fold your arms under your head to make yourself more comfortable
>When you do, your arm bumps the tag hanging off your collar
>You had completely forgotten that it was there
>You brush your fingers across it as Celestia lowers her head down next to yours; the shame and regret from earlier filling in her features
>"I'm so sorry, Anon...I don't know if there's anyway I can apologise enough for what I've done."
>You adjust yourself and glance back at the scene of the crime once again
"I'll be fine...It's just...were you supposed to hit me that hard? I thought you were going to be gentle..."
>She glances away
>"...I'm not entirely sure..."
"What do you mean? No offense or anything, but you've probably done this sort of stuff dozens of times over the years, right?"
>She shakes her head
>"No. This is the first time I've ever enacted my fantasies in reality."
>You lift yourself up onto your elbows
"What? It is?"
>"I'm afraid I'm as new to this as you are."
"Why am I the first? Did you just get into this stuff or something?"
>She sighs lightly
>"I've felt this way for a very, very long time. But my subjects, my little ponies, I love them all like my own children. Which means that anything sexual is off the table."
"Have you ever...you know...been with anyone?"
>She shakes her head
>You blush
"So does that mean you want me to be your, um...first?"
>She blinks in surprise, before looking away and scratching her cheek
>"W-well, you're the first I've done anything lewd with, but I wasn't really planning on us having traditional penetrative intercourse. I suppose we could, if you'd like."
>She didn't want the dick?
>Oh right, she was probably just planning on doing butt stuff and ordering you to pleasure her
>...wait...
"If you haven't done anything like this, then where did you learn it? You were so confident, I thought you were some kind of expert or something."
 
>"When I realized that romance wasn't really an option, I turned to erotica for, erm, 'comfort'. When I discovered bondage and domination in these stories, I was enamored."
"So, you learned that stuff from books?"
>She nods
>"What happened today was actually a scene lifted nearly directly from a novel. A master commands her slave to brush her mane, and spanks her when she pulls her hair."
>She frowns again as she looks back at your pink posterior
>"Spanking was so common in those stories, and the submissives always loved it. Such vivid descriptions of the intermingling of pain and pleasure..."
>You start to get worried
"Were you planning on trying everything from those books?"
>"Absolutely not. They could be a bit too extreme for my tastes. I have no intention of making you bleed or drink my urine."
>Well, that's good
"So how far do you plan on taking this? What kind of stuff from those books did you like?"
>She stares at you for a few moments
>"...It might be faster if you tell me the things that you like instead."
>You shrug
"I don't really know. That's kind of what I've enjoyed most about all of this. Discovering new kinks and exploring them with you."
>She smiles
"If we want to avoid trouble like this in the future, maybe we need a safeword or something?"
>Her smile fades instantly, but is quickly replaced with a fake one
>"O-oh yes, of course! A safeword. Perhaps something that stands out in an intimate setting, like 'banana', or 'rainbow'?"
"...what's wrong?"
>She composes herself enough to mask her obvious disappointment
>"Nothing is wrong. If you feel that we should establish a safeword to ensure your comfort and safety moving forward, then we will. What about 'wendigo'?"
"Princess, please..."
>You stare deeply into her eyes as her facade crumbles
>She breaks the contact and sighs
>"...You've probably realized that I don't want a normal relationship by now. My ultimate goal was for you to become my slave."
 
"...You want me to be your slave?"
>"You would have moved into the castle, and signed a contract relinquishing your body and mind to my authority."
>As she speaks, her tone becomes more serious
>"Slaves don't have safewords. They aren't allowed to refuse their owner's requests. However, I fear that today I've proven that I can't be trusted to keep your well-being and happiness in mind with that level of control."
>You're quiet for a while as you think back on your lewd adventures with Celestia
>She was right, you had known since she put the collar on you
>The tag did declare that you were her property, after all
>While others may have assumed that it was merely for roleplaying purposes, the idea stuck in your mind
>Maybe part of the reason you didn't mind having your penis locked up was that deep down you felt that it belonged to Celestia anyway, and that she was free to do with it as she pleased?
>...regardless of how you may or may not feel about this, today wasn't the day for such an enormous lifestyle change
>Especially when neither of you know what you're doing, apparently
>Celestia watches on as you think over everything
>When you look back up to her, she squeezes you with her wing and nuzzles you
>"I understand completely if you're unwilling to take things that far. If you want a safeword, we'll have one."
"...Do you promise to be more careful?"
>"Anon, you don't have to-"
>You boop her snoot to silence her
"I don't really think we need one. Just don't do anything that might hurt me without talking to me first. If something else you're​ doing makes me uncomfortable, I'll try to let you know without breaking immersion."
>She smiles lightly
>"Thank you, Anon. All I want is for you to enjoy yourself as much as I do. I promise that we'll have this conversation again if I overstep my bounds once more."
>She hugs you tightly, and you return the gesture
"I love you, Your Highness."
>"And I love you too, My Little Human."