The Perfect Date

"I must say I'm completely charmed." Celestia raised her napkin to her mouth and dabbed her lips. "You are an excellent cook, and a charmer. It's been centuries since I've been asked for a date, and this one has been absolutely wonderful."

This time she wore her hair in a fancy bun, and her golden bracelets and necklace bore floral motifs of colorful gems.

I looked over the table where leftovers from various dishes were left. I was a decent cook, and no stranger to vegetarian cuisine, no ideals or beliefs, I simply found deep-fried soy steaks thickly crumbed in cereal very much to my taste, liked fancy salads and just loved stir-fried veggies. It seemed Celestia shared my fancies, because she had to excuse herself from desserts (which I knew she liked) simply because she stuffed herself on main courses, momentarily forgetting how much a princess is supposed to eat. Now she lay on a couch in my chamber, with a blissful expression on her mouth.

"Now these are moments when I truly regret I'm a princess," she muttered. "There's just one thing this date is lacking, alas, it can't happen."

"On a first date?" I raised my eyebrows.

"Yes, in case of such a wonderful date, yes."

"Another glass of wine?" I smiled. You can't imagine how hard it's to find any alcohol in Equestria. I spent four hours cruising Canterlot and only managed to obtain a flask from a luxurious restaurant that served import foods. It cost as much as a small house too, but luckily the chamberlain still deemed my wish "within reason", especially considering it was primarily for the princess.

"If you hope to get me drunk, you're trying in vain." She giggled. "Equines have exceptionally strong heads. These five glasses so far made me barely slightly tipsy. But yes, the wine is excellent, so I'll gladly have another."

One-two-three-four-five. There, five drops from the vial in her glass. I served her the glass on a silver tray. I raised mine. "To all the things we want but can't get, may we get them eventually." I raised the toast. Celestia nodded and took a sip. Then another. We chatted idly and in no time she was smiling silly over the empty glass, nearly dozing off.

"Enough for me. This wine must be exceptionally strong," she muttered. "I think I'll be going now... Thank you aga-" she covered her mouth fighting a yawn "-again."

"Oh, please stay. If you're too tired you can obviously stay here."

"My room is-" she fought another yawn, "just around the corner. I can get that far. I can't stay overnight in a stranger's room."

"First, I'm no stranger, and then this is your own palace, you can sleep anywhere in it you wish. The only violation of etiquette would be if I didn't welcome your presence in my designated room, but I wish it very much."

"Great... Then... just a little... nap." Celestia's head fell to the couch.

There. I ran to the desk, checked the last tick on my "Awesome Date" checklist and pulled the other checklist out.

Lock doors. Done, check.

Horn ring. Check.

Horn protector. Check.

Choker collar. Check.

Chest belt. Note not to break wing feathers. Check.

Hoof bands: buckle, attach. Check and check.

Time: twenty-three minutes; three behind schedule, within allowance.

Attach mane to chest belt. Check.

Attach tail to chest belt. Check.

Pull chest belt more snugly. Check.

Tighten horn ring. Check.

Double-check all buckles. Check.

Time: thirty-five minutes; twenty-five minutes left. On time.

Recheck doors and windows. I fixed some loose curtain so that no pegasus flying by could peer in. Check.

Use bathroom if needed. Needed. Check.

Test bonds yet again. Check.

Tighten choker collar if needed. Not needed. Check.

Time: forty-seven minutes. Three minutes ahead of schedule and without even touching the ten-minute reserve.

Use outstanding time reserve to have a good look.

I put the last tick in the checkbox and put the checklist back in my desk. The other half of it would come sometime later; for now I planned to be totally spontaneous.

Oh, yes. I lay my chin on the couch and gazed at the little pink pucker and the slim teardrop-shaped slit dreamily. There was a small drop of clear liquid at the bottom, glistening in the candlelight, and the edges were slightly moist too. Oh, my naughty princess, unable to withhold your fantasies.

I gave her slit a very gentle lick, taking the taste in.

Vanilla. Yes, sweet vanilla syrup. I think I blushed.

Celestia stirred a little. I rounded the couch, climbing on it and put my mouth to hers.

I felt her tongue moving a little, playing with mine, we kissed gently for a moment, then suddenly her eyes shot open and she stared at me in shock.

"What are you doing?!" she whispered.

"Something you really need."

"Release me! At once!"

I stood up and trotted to the box, picking up the gag.

"If you have any wishes as to what you want me to do with you, other than to release you, shake your head like that," I showed her, shaking my head rapidly. "For now, you are mine. You may ask and I may consider your requests. You may not give me orders. Understood?"

Celestia glared at me, while I stuffed the ring gag in her mouth (helping myself to her tongue, in a kiss which she resisted). Buckling the straps was a little difficult with her struggling but I had a lot of time.

I nibbled on her ear a little as she squirmed, yelping as much as her gagged mouth and choker allowed.

"Look, nobody's coming to help you. Luna promised me that if I harm you, I will regret I was ever born, but otherwise she won't intervene. The guards will not hear you. Nobody will come, we are together for better or for worse, and it's up to us to decide whether it will be better or worse. You can struggle and resist or you can give up and enjoy."

She whistled pathetically through her nose. I felt sympathy.

"I know, my pretty princess, that you can't just give up. But you could still enjoy. It is your body's reaction and you can't do anything about it so if it forces you to feel pleasure, just accept it." I smiled and kissed her cheek. She didn't fight this time, just looked at me sadly.

"Celestia," I whispered to her ear. "You are a wonderful mare who deserves more than sweet cakes and respect of your subjects. You deserve to be loved, for real, and propriety be damned, you may disagree but this time I'm not taking 'no' for an answer. Understood?"

Celestia nodded a little, then shook her head rapidly.

"Oh, got some wise words for me?" I asked, undoing her gag. "I'm going to release your mane too if you promise you won't try to knock me out with your head or something like that."

She nodded as much as her bonds allowed.

I undid the knot binding her mane.

"I... I..." she spoke, then turned her head away. "Oh, forget it." She blushed a lot, trying to hide her head in her own shadow. "No, I really..." she sobbed a bit. "Can I tell it to your ear?"

"No tricks, promise?"

"I promise." She was really no longer the graceful ruler but a very, very embarrassed filly.

I leaned to her. She put her mouth to my ear.

"I... I really..." she whispered "I must use the bathroom."

I couldn't help but peck her cheek which was now burning red. There, a wide, flat crystal salad bowl, long emptied during our dinner. I picked it from the table and placed it against her rump. "There."

"But... but I..."

"You can either use the bowl or wet the couch. I can turn around if you want."

"Please do." she squeaked quietly.

I turned my head away and heard the splash. It lasted maybe a minute, and when the sound ceased, I went to pick the bowl full of golden liquid. I caught a peek of her labia winking, a droplet falling into the cloth of the couch. Oh well, I expected the couch to need much more thorough cleaning quite soon.

I carried the bowl away, balancing on my hind hooves and holding it on my front ones. Big filly, lots of it. She must have held it for quite a while. I was a little relieved that its smell was all natural, nothing like vanilla.

I set the bowl behind my bathroom door, and went back to Celestia. I stuck my nose under her tail, and licked. She squealed, trying to tuck her tail down and move her ass away from my face. "What are you doing? I just... I just... umm..." she went quiet and lay her head down.

I gave her a long lick, then retreated my mouth and pushed her onto her side. I squeezed my face between her hind legs, reaching for her nipples, while my hoof rested on her labia and massaged her gently.

"Any special wishes?" I muttered.

"Let me go."

"And have you regret the lost opportunity forever? No way my sweetie. I can see how your body reacts to it. You deserve more than praise and respect. You deserve freedom, and for that I need to tear through that princess shell to get to the pony underneath."

"You... You can't! Equestria needs me!"

"You, or Luna, or Twilight... You're no longer alone..." I muttered, stuffing my mouth between her nipples. "You don't have to be the perfect princess all the time. Tonight Luna takes care of the court and she made sure that nothing would require your personal attention. You can be selfish for once and enjoy."

"I can't... I exist for Equestria." she whimpered a little.

"Then Equestria will need to learn to share!" I emerged from between her legs and dove back under her tail.

There, my tongue got the outside moist and parted her labia, poking for her clitoris. The acorn-sized globe sat on the bottom snugly and my tongue worked in circles around it, my lips sucked on it and pulled it in my mouth. I sucked on it like on a lollipop for a while and soon I heard Celestia's breath speeding up.

"Please..." she whimpered "Stop! Before it's too late!"

I'd reply that it's too late already, with her body responding way beyond what a pristine, immaculate princess is allowed to do, but my mouth was far too busy. Her labia throbbed hard around my tongue, the rapid spasms pushed the clit right into my mouth and I'd use every opportunity to suck harder, give it a small nip or wrap it in my tongue and pull. In another minute she was squirming and gasping hard.

"Please! Stop! I'm going to... I'm going to..."

The throbs got more frequent and harder, her labia winking at me every two or three licks now. She lay quiet and resigned now. I wasn't sure if she still fought the arousal or just reveled in it. I could see her top approaching quickly.

I let go and just breathed on her pussy now.

She groaned a sigh that mixed disappointment and relief in equal proportions.

I climbed onto the couch, and lay next to her. One thigh between her legs, my stifle rubbing her sex gently, my groin rested against her nipples. She turned her head away, defying me, as I tried to find her mouth with mine - she could put quite a distance between us with her swan neck.

I rubbed my maleness against her belly, feeling it harden. My thigh still rubbed her sex to keep her aroused.

"You were very generous giving me this form," I said. "I wouldn't be myself if I didn't check. I'm definitely above average. Tell me that was an accident."

"I knew what you liked. I thought you'd find a nice mare..."

"Did you really think this low of me? That I'd throw the mare I love away and chase any risen tail to get my rocks off? That I'd betray you and find a substitute?" I wrapped a tuft of Celestia's mane around my hoof and pulled her head close. "Why do you think I risked my life? Why did I forfeit it, only saved by Luna, by a lucky fluke of fate?" I held her head firmly, forcing her to look at me.

"You are hurting me," Celestia whimpered.

"Likewise," I replied, releasing her mane. There were tears in her eyes. "You know I love you, you tease me, you give me hints, give me hope, and then you shield yourself with that lie, deny every feeling you displayed so far. Did you intend to break my heart as reward?"

She looked at me with fear. "I'm sorry! I... I didn't! And it's not a lie!"

I felt my maleness stiff against her chest. I retreated a bit, sitting up, letting her get a good view. She turned away shyly as soon as she caught a glimpse. I grabbed her mane again and pulled her head to look at my cock. It was truly impressive, with thick veins, flared smooth head, clearly visible ring in the middle, glistening black and dribbling precum. It reached well past my forelegs as I was sitting and I wouldn't even need to bend my neck far to lick the tip.

"Look, Celestia. This is the size of your lie. This is your subliminal wish.This is the pristine princess saying 'average build'."

She opened her mouth and her eyes in horror, staring at my huge black rod. "Why is it so big?" she whispered.

"Do you want to take it in your mouth?"

"No, please!" She looked in my eyes with fear.

"Not so mighty and powerful anymore!" I pulled her head towards the glistening head.

"I... I made mistakes!" she protested, resisting. I released her neck.

"You let your desires rule your judgment. You consciously allowed me to overpower you and place you in this position.You knew my plans and you did everything so that I could succeed. Why the denial then, Celestia?"

Tears streamed down her face. She bowed her head to my maleness, took the tip in her lips and closed her mouth around it. She bobbed her head, crying.

I pushed her head away, I pushed her on her back and tackled her to the couch. I held her head in front of my mouth, weighing her down with my chest.

"You started sucking it only after you fought all temptation, only once you got rid of all desire for it. Why?"

"I...am...not a slut..." she choked out.

"And healthy, consensual sex would make you one?"

She stared at me.

I dove in for a kiss. I held her mouth with mine, finding her tongue. I felt her fighting a battle, half of her wanting to return that kiss, half of her wanting to reject me. I lightened my grip. I made the kiss less violent, lighter, softer and I felt the half that fought me losing. Celestia's tongue replied and played with mine, her tense muscles loosened, I could still see her crying but these were different tears.

And then she suddenly tensed, she opened her eyes, glaring at me, and I barely retreated my tongue when her teeth closed with a loud "chomp".

"Unhand me, ruffian!" she hissed with hate. "I am the princess of the day! You shall not corrupt me!"

"Who are you, and where is Celestia?" I growled.

"I am the true Celestia, you fool! Release me or you will suffer like no one suffered before you!"

Suddenly the puzzle became clear.

"My sweet, loving Celestia," I smiled. "I know you can hear me. Thank you for arming me well for the battle against Princess Tight Asshole, but I still need your help. I've already beaten her excuses, her pride, her calm, and her confidence. Now, once I destroy her reluctance towards sex, there will be nothing left of her lie, nothing left to hold her in, and you will be free. I'm going to fuck her out of you but I need you to help me. You must enjoy it!"

"You scoundrel! You rapist! You monster!" the mare under me raged, but I saw what I wanted: a small spark of mirth in her eyes.

She fought in earnest, trying to roll over and bat me with her horn (luckily the rubber ball made it entirely harmless), she struggled, tugged at the straps and writhed like a snake in her bonds, kicking as far as the straps would give.

All in vain.

I positioned myself behind her back, resting my tip against her labia - her dripping wet, swollen and ready labia, I noticed - and I pushed.

I felt her moist sex parting for me without a shade of resistance. She still struggled, but that only added to the sensation, her writhing body squirming on my rod, sliding around it, turning and teasing. Slowly, gently I slid all the way in, feeling the body all too ready, all too willing. moving, turning, squeezing. I was sitting, hilted in the wonderfully soft pussy and enjoyed the best caress of my life.

"Don't stop, keep going, it's wonderful." I muttered, and apparently she understood what she was inadvertently doing, as she suddenly froze.

"Oh well, then. My turn." I drew all the way back, and hilted my rod again.

She lay like a dead log, her head turned to a side, defiant.

I pulled back and pushed once more, then I lay on her and moved my head to her ear and began whispering.

"So you enjoyed my soy steaks? Just wait till I make spicy mushroom pasties. They are to die for, I swear."

I saw what I wanted: a tiny smirk in the corner of her lips. I kissed these lips lightly, then deftly avoided the snap of teeth, snarling mouth trying to bite my face.

"Nu-nu-nu, that's very, very unprincessly." I shook my head, then resumed thrusting my hips, light motion, smoothness. She screwed her mouth and glared at me, unmoving. Almost.

A long shudder ran through her body, from head to legs. I felt her insides tremble, her body arch, pulling me deeper in. She gasped hard a few times, then bent her body lusciously, giving me a look that said more than a thousand raunchy words. Then her expression hardened again. She said just one word: "No." Then I saw another miracle of her body flexibility, reaching with her teeth to the buckle of the belt around her chest. She emitted such a snarl in the process I was sure I'd get bitten badly if I let any of my body parts within reach of her teeth.

Oh, what wouldn't I do for the one I love!

I brought my forelegs down, fetlocks first, right against her mouth. She bit into one of my legs, and I used it to drive her head away from the strap, dragging her by her teeth biting through my skin. I pushed down on her throat with my other leg, and she let go, trying to assault it too. She batted my nose with the rubber ball on top of her horn, she snapped her teeth unable to reach me, and I felt the painful bite on my foreleg bleeding. I tried to hold her neck down, but the way she was squirming, she would soon get my legs in range of her teeth again.

I jumped back off her, out of reach of her teeth, then rapidly grabbed her hind legs and turned her over onto her belly. I mounted her back and bit into her neck, holding it firmly with my teeth, not letting her mouth anywhere close to my limbs or any straps.

A bit of poking against her rump and under sixth or so jab her nether lips yielded, letting me inside. I thrust all the way back in.

"Please, it hurts!" she whimpered.

I'd reply, but I had my mouth too full of her neck. Instead, I began fucking her hard, moving my hips in rapid thrusts. I reached with one front hoof under her belly and found her labia, I massaged her clit.

"Please, let me go!" she pleaded. "It hurts-" "-so good!" the last words sounded differently, trembling with emotion.

She shook, she shuddered and writhed again, the wonderful warmth giving me more pleasure than ever. I steadied myself on the bucking back, and to my surprise, found the movement of her back regular, meeting my groin, thrusting against me rapidly.

"No!" I heard a gasp, through her breath speeding up, "No, you fool! You'll doom us! Stop!" and then "Yes! A little bit more!"

I didn't need to be told twice. Thrusts of my hips met hers, slapping loudly against her back, my hoof found her clit, rubbing it in quick circles, and my teeth pulled on her neck giving me more leverage.

My shaft felt inflating, getting harder than ever before, thicker, filling her tight tunnel firmly; my thrusts fought against waves of resistance, her insides clamping down on me, I heard her rapid, loud breath, my own breath ruffling her mane, the overwhelming pleasure making my inner muscles suddenly loosen up, and then I heard Celestia screaming in two voices at once, "Yesss! and Noooo!"

I felt her vagina tighten and grip me, milk me, and that was the last bit I needed to be brought over the top too. Buried to the hilt, I felt practically stuck in the suddenly very tight pussy, as my cum shot through my length, wonderful tingling as wave after wave, push after push I was filling the throbbing depths that were sucking every last drop from me.

I lay, gasping, filled with bliss, on Celestia's back. Somehow she felt smaller. I let go of her neck, and she rolled over, throwing me off, the chains and buckles rang. She embraced me with both her front and hind hooves, and for a while I felt a small wave of panic realizing they were free from the cuffs, but then I also realized she really was significantly smaller, and her mane was a solid fluffy puff of pink hair.

She kissed my mouth, a long, sweet, tender kiss. We were kissing for a long while, with my maleness already soft, still buried deep inside.

"Thank you," she whispered. "Thank you for saving me twice."

"The pleasure is all mine." I grinned.

"Such a pity I will have to enact rightful punishment on you for imprisoning and raping me..." she turned her head.

Uh... how do I get to Luna? Now that Celestia is not bound? Maybe I'll be able to overpower her now. The ring is still in place! But how could I? I'd surely hurt her! My thoughts raced in panic.

Celestia observed my face for a moment solemnly, then failed to withhold her solemn expression. She raised her hoof to her mouth and snorted with laughter. "Joking! I was just joking!" She pulled me close and kissed me, laughing.

Okay, my turn. "I'll get your sister to turn me back into human and then I'll tickle you all over! With my fingers!"

"What?!" she shouted, terrified, then seeing my expression, she burst with laughter. "Got me! Good one!"

"What have I done? Equestria is doomed with the prankster in place of its immaculate princess!"

Celestia leaned down to me. "Not true," she whispered, the cocky demeanor replaced with something more soft and gentle. "Shortly after Nightmare Moon took Luna, I found out what happened. Luna yielded her body and mind to Nightmare Moon, a demonic entity, incarnation of jealousy. After her banishment the country was sinking in chaos, and I was unable to cope with it, my grief and shame paralyzing me. Still, Equestria needed me, needed a strong ruler. I discovered how Luna found Nightmare Moon, and I struck a pact myself - yielding to a spirit of Perseverance

"Her name was Constance, and she promised to keep me going even through worst of hardships, and keep Equestria from changing too much, so that the world isn't completely strange to Luna when she returns. She was to yield upon Luna’s return. A thousand years in control of me and the country.

“She upheld her promise… for a time. Equestria stagnated terribly. Then Luna returned, and time came to let go of the past, to let the country advance. Except Constance refused to set me free, she remained in control of my body and mind. Only rarely could I get my words, feelings and intentions to surface... and nopony even knew I was possessed. Unlike Nightmare Moon, Constance paid a close attention never to reveal herself and she'd get rid of anypony who suspected, ruthlessly!”

I leaned to Celestia and kissed her cheek. “So, what happens now?”

“I’ll let Equestria flourish!" she grinned. “We won!”

"I'm so happy we won! The way I saved you was totally a delight too."

"Oh, yes!" She squirmed. "I loved it too! Look... would you mind... staying? In Equestria, with me?"

"I wanted to beg you for the same thing!"

We kissed again, happy.

Finally my soft cock plopped out of her and she sat up staring at the waterfall that followed. "Oh my! You were surely saving up for me!" she exclaimed with exhilarated grin. Then she gasped, staring at my leg. "You’re hurt! Did I do it?"

I looked at the forgotten bitemark. The bite was still bleeding a little bit.

"It’s nothing. Besides, Constance did it, not you."

"Can you help me remove that ring?" Celestia tried to unscrew the ring off her horn with her hooves. "I'll heal you at once!"

I helped her and soon the ring floated up to the horn tip. Even before Celestia realized she needed to unscrew the red ball of horn protector too to remove it, she suddenly turned into her big, mighty form with pastel mane. She glared at me. "Your suffering will have no end!"

I reached to her horn quickly and pulled the ring down to its base with my both hooves, then reattached it with two quick turns, snuffing the magic and turning Celestia back into her smaller, pink-maned form.

She giggled. "You should have seen your face!"

"So you want to convince me it was just a prank, evil Constance?"

"But it was!" Celestia shouted, a little panicked as I was busy tightening the straps around her hooves, her too shocked to fight.

"I can not risk being wrong on this. Maybe I did not sex you hard enough. I must make sure she's gone thoroughly this time. Ready or not, prank or not, here comes round two."

Her reply was a squeal of joy.

Author's Note

For those, who missed some hints and still have doubts - did anon shot blindly?

Take the equation: Iron Night's torture concoction is mixing worst phobia with deepest desire of the victim.
We know Celestia's phobia: touch of human hands, think it's like spiders or snakes walking over your skin, that's how she finds them. Take Iron Night's scenario for Celestia: bound, subjected to gangbang of humans who'd more than likely would grope her a lot in the process. Substract the phobia and you get what she really secretly wishes for, what is her huge kink. This is the first time anon really guesses the kink and secret desire.

Another thing: demonic contracts. Celestia didn't just yield to Constance. They set some rules. Constance is not allowed to lie, deceive or hide truth without Celestia's permission. If Celestia doesn't agree to a lie, Constance is not allowed to say it, under pains of breaching the contract, being forced out. There's another clause: Celestia is not allowed to indulge in any pleasures that would not fit the image of perfect princess, nor is she allowed to even hint at existence of Constance. These two clauses come to a violent clash in chapter 2. When Anon tells Celestia "I guess you were never feeling more free than when you were tied up and powerless," Celestia refuses Constance to answer with a lie. She can't force the plain truth though, thus the difficult compromise: "I can not admit such a thing." This is all the confirmation he desired, to see how Celestia is forced against her will to forfeit sex.

There's another clause: Constance can not refuse Celestia pleasures that do befit a princess. One such thing is rewarding a hero with a kiss. Another is allowing a classy date with one. Despite sensing the risk and the trap, she's unable to stop Celestia from pushing her way right into it, all the way, including drinking the drugged wine.

You should also spot points between where Celestia is herself, although restrained by Constance, and moments where Constance says "enough" and assumes direct control. Rapid shifts in mood, from embarrassed arousal to cold hostility, when Celestia's own body language threatens to breach the clause of retaining the princessly poise.

Luna suspects, but isn't sure. Celestia, meanwhile, still yields to Constance reluctantly, while Constance grasps at straws to remain in control past appointed date - with excuses like Luna not being ready to fully embrace the position of diarch. While she twists and stretches the clauses of contract past a point where any other demon would long be forced to forfeit, she is the spirit of perseverance after all, and refuses to let go. For a time Celestia goes with it, but when she decides enough is enough, and the excuses run too thin, when she wishes to be with Anon, and sever the contract at last, Constance refuses to yield.

In the last chapter, Constance tries to game Anon's sense of decency, blatantly lying about Celestia's true feelings, shifting between various possible reactions of a rape victim at random, without consistency, trying to find one that would stick. Each of these is a lie, against Celestia's refusal, which erodes her grip on Celestia immensely; still she'd be unable to suppress Celestia's sexual pleasure, which would breach the 'princessly behavior' shell and erode her grip even worse.

You may argue that anon did rape Constance for real. The fact she's not really a biological entity aside, doesn't think or feel like one - she could have left at any moment. It's not restraining the victim in order to rape. It's taking one which is trespassing and too stubborn to leave; capable of simply walking out, stopping the act at any point.Constance's action is like pushing her ass against a glory hole and then refusing to move it away when someone tries to stick his cock in.

Somehow independently from me, while I wrote this StaggeredLine drew an image of Celestia just as she is after the transformation.

Also, PLEASE comment. Did I succeed? Would you have anything changes? Errors, mistakes, criticism? I'm a total sucker for comments, and even if it's critical... there's few more frustrating things than downvotes without saying what the reader disliked.

Once more, huge thanks to Unimpressive Vagaries for proofreading and helping me to make this story better - he picked it up after three other proofreaders turned it down and I began losing hope.